US20040192768A1 - Aqueous solution of ascorbic acid and method for producing same - Google Patents
Aqueous solution of ascorbic acid and method for producing same Download PDFInfo
- Publication number
- US20040192768A1 US20040192768A1 US10/817,846 US81784604A US2004192768A1 US 20040192768 A1 US20040192768 A1 US 20040192768A1 US 81784604 A US81784604 A US 81784604A US 2004192768 A1 US2004192768 A1 US 2004192768A1
- Authority
- US
- United States
- Prior art keywords
- polysorbate
- solubilisate
- ascorbic acid
- approximately
- water
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 title claims abstract description 131
- 235000010323 ascorbic acid Nutrition 0.000 title claims abstract description 64
- 239000011668 ascorbic acid Substances 0.000 title claims abstract description 64
- 229960005070 ascorbic acid Drugs 0.000 title claims abstract description 64
- 239000007864 aqueous solution Substances 0.000 title abstract description 8
- 238000004519 manufacturing process Methods 0.000 title abstract description 4
- 229920000136 polysorbate Polymers 0.000 claims abstract description 27
- 229950008882 polysorbate Drugs 0.000 claims abstract description 27
- 238000000034 method Methods 0.000 claims abstract description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 40
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 claims description 35
- 239000000203 mixture Substances 0.000 claims description 21
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 claims description 17
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 claims description 17
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 claims description 15
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims description 15
- 229920000053 polysorbate 80 Polymers 0.000 claims description 15
- 229940068968 polysorbate 80 Drugs 0.000 claims description 15
- 229940088594 vitamin Drugs 0.000 claims description 14
- 239000011782 vitamin Substances 0.000 claims description 14
- 229930003799 tocopherol Natural products 0.000 claims description 13
- 239000011732 tocopherol Substances 0.000 claims description 13
- 229930003231 vitamin Natural products 0.000 claims description 13
- 235000013343 vitamin Nutrition 0.000 claims description 13
- 235000004835 α-tocopherol Nutrition 0.000 claims description 12
- 239000002076 α-tocopherol Substances 0.000 claims description 12
- 235000010384 tocopherol Nutrition 0.000 claims description 11
- 229960001295 tocopherol Drugs 0.000 claims description 11
- 150000003722 vitamin derivatives Chemical class 0.000 claims description 11
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 claims description 10
- 229940087168 alpha tocopherol Drugs 0.000 claims description 10
- 229960000984 tocofersolan Drugs 0.000 claims description 10
- 238000003756 stirring Methods 0.000 claims description 9
- OENHQHLEOONYIE-UKMVMLAPSA-N all-trans beta-carotene Natural products CC=1CCCC(C)(C)C=1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C OENHQHLEOONYIE-UKMVMLAPSA-N 0.000 claims description 8
- 235000013734 beta-carotene Nutrition 0.000 claims description 8
- 239000011648 beta-carotene Substances 0.000 claims description 8
- TUPZEYHYWIEDIH-WAIFQNFQSA-N beta-carotene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C)C=CC=C(/C)C=CC2=CCCCC2(C)C TUPZEYHYWIEDIH-WAIFQNFQSA-N 0.000 claims description 8
- 229960002747 betacarotene Drugs 0.000 claims description 8
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 claims description 8
- 239000003921 oil Substances 0.000 claims description 7
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- 229960003471 retinol Drugs 0.000 claims description 7
- 235000020944 retinol Nutrition 0.000 claims description 7
- 239000011607 retinol Substances 0.000 claims description 7
- 239000002537 cosmetic Substances 0.000 claims description 6
- 239000010496 thistle oil Substances 0.000 claims description 6
- ZUUFLXSNVWQOJW-MBIXAETLSA-N (2e,4e,6e)-octadeca-2,4,6-trienoic acid Chemical compound CCCCCCCCCCC\C=C\C=C\C=C\C(O)=O ZUUFLXSNVWQOJW-MBIXAETLSA-N 0.000 claims description 5
- 229920001213 Polysorbate 20 Polymers 0.000 claims description 5
- 239000003814 drug Substances 0.000 claims description 5
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 claims description 5
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 claims description 5
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 claims description 5
- 229940068977 polysorbate 20 Drugs 0.000 claims description 5
- 230000002829 reductive effect Effects 0.000 claims description 5
- LKOVPWSSZFDYPG-WUKNDPDISA-N trans-octadec-2-enoic acid Chemical compound CCCCCCCCCCCCCCC\C=C\C(O)=O LKOVPWSSZFDYPG-WUKNDPDISA-N 0.000 claims description 5
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 4
- 239000008158 vegetable oil Substances 0.000 claims description 4
- 239000012141 concentrate Substances 0.000 claims description 3
- 150000003626 triacylglycerols Chemical class 0.000 claims description 3
- 235000015203 fruit juice Nutrition 0.000 claims description 2
- 235000015097 nutrients Nutrition 0.000 claims description 2
- 230000003247 decreasing effect Effects 0.000 claims 3
- 239000010773 plant oil Substances 0.000 claims 2
- 239000000243 solution Substances 0.000 abstract description 25
- 239000003995 emulsifying agent Substances 0.000 abstract description 8
- 239000000693 micelle Substances 0.000 description 16
- WGVKWNUPNGFDFJ-DQCZWYHMSA-N beta-Tocopherol Natural products OC1=CC(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C WGVKWNUPNGFDFJ-DQCZWYHMSA-N 0.000 description 8
- 239000002775 capsule Substances 0.000 description 8
- GZIFEOYASATJEH-VHFRWLAGSA-N δ-tocopherol Chemical compound OC1=CC(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 GZIFEOYASATJEH-VHFRWLAGSA-N 0.000 description 8
- 239000007795 chemical reaction product Substances 0.000 description 7
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 7
- 238000010438 heat treatment Methods 0.000 description 7
- 239000001828 Gelatine Substances 0.000 description 5
- 150000000996 L-ascorbic acids Chemical class 0.000 description 5
- 229920000159 gelatin Polymers 0.000 description 5
- 235000019322 gelatine Nutrition 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- GZIFEOYASATJEH-UHFFFAOYSA-N D-delta tocopherol Natural products OC1=CC(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 GZIFEOYASATJEH-UHFFFAOYSA-N 0.000 description 4
- 239000013543 active substance Substances 0.000 description 4
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 4
- 235000010389 delta-tocopherol Nutrition 0.000 description 4
- 239000012153 distilled water Substances 0.000 description 4
- 235000010382 gamma-tocopherol Nutrition 0.000 description 4
- 238000001000 micrograph Methods 0.000 description 4
- 235000019155 vitamin A Nutrition 0.000 description 4
- 239000011719 vitamin A Substances 0.000 description 4
- 235000019165 vitamin E Nutrition 0.000 description 4
- 239000011709 vitamin E Substances 0.000 description 4
- 235000007680 β-tocopherol Nutrition 0.000 description 4
- 239000011590 β-tocopherol Substances 0.000 description 4
- 239000002478 γ-tocopherol Substances 0.000 description 4
- QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 0.000 description 4
- 239000002446 δ-tocopherol Substances 0.000 description 4
- QAQJMLQRFWZOBN-LAUBAEHRSA-N L-ascorbyl-6-palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QAQJMLQRFWZOBN-LAUBAEHRSA-N 0.000 description 3
- 239000011786 L-ascorbyl-6-palmitate Substances 0.000 description 3
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 description 3
- 229930003427 Vitamin E Natural products 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 235000010385 ascorbyl palmitate Nutrition 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 230000000717 retained effect Effects 0.000 description 3
- 210000000813 small intestine Anatomy 0.000 description 3
- 235000019154 vitamin C Nutrition 0.000 description 3
- 239000011718 vitamin C Substances 0.000 description 3
- 229940046009 vitamin E Drugs 0.000 description 3
- 229940045997 vitamin a Drugs 0.000 description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 description 2
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- 229930003268 Vitamin C Natural products 0.000 description 2
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 229940066595 beta tocopherol Drugs 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- VZCCETWTMQHEPK-UHFFFAOYSA-N gamma-Linolensaeure Natural products CCCCCC=CCC=CCC=CCCCCC(O)=O VZCCETWTMQHEPK-UHFFFAOYSA-N 0.000 description 2
- VZCCETWTMQHEPK-QNEBEIHSSA-N gamma-linolenic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/CCCCC(O)=O VZCCETWTMQHEPK-QNEBEIHSSA-N 0.000 description 2
- 235000020664 gamma-linolenic acid Nutrition 0.000 description 2
- 229960002733 gamolenic acid Drugs 0.000 description 2
- 210000004211 gastric acid Anatomy 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 235000020778 linoleic acid Nutrition 0.000 description 2
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 2
- 229960004232 linoleic acid Drugs 0.000 description 2
- 229960004488 linolenic acid Drugs 0.000 description 2
- 235000021388 linseed oil Nutrition 0.000 description 2
- 239000000944 linseed oil Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 235000016709 nutrition Nutrition 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 229960002969 oleic acid Drugs 0.000 description 2
- 235000021313 oleic acid Nutrition 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 230000009993 protective function Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 235000019149 tocopherols Nutrition 0.000 description 2
- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 2
- 241000195493 Cryptophyta Species 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- NVXLIZQNSVLKPO-UHFFFAOYSA-N Glucosereductone Chemical compound O=CC(O)C=O NVXLIZQNSVLKPO-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920001219 Polysorbate 40 Polymers 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 239000003833 bile salt Substances 0.000 description 1
- 229940093761 bile salts Drugs 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- 235000021466 carotenoid Nutrition 0.000 description 1
- 150000001747 carotenoids Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
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- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 210000001198 duodenum Anatomy 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000001825 field-flow fractionation Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000002502 liposome Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
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- 239000002674 ointment Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
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- 239000000249 polyoxyethylene sorbitan monopalmitate Substances 0.000 description 1
- 235000010483 polyoxyethylene sorbitan monopalmitate Nutrition 0.000 description 1
- 239000001818 polyoxyethylene sorbitan monostearate Substances 0.000 description 1
- 235000010989 polyoxyethylene sorbitan monostearate Nutrition 0.000 description 1
- 229940101027 polysorbate 40 Drugs 0.000 description 1
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- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- -1 say thistle oil Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000020354 squash Nutrition 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
Images
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
- A23D7/00—Edible oil or fat compositions containing an aqueous phase, e.g. margarines
- A23D7/01—Other fatty acid esters, e.g. phosphatides
- A23D7/011—Compositions other than spreads
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/15—Vitamins
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- A61K31/01—Hydrocarbons
- A61K31/015—Hydrocarbons carbocyclic
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
- A61K31/352—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline
- A61K31/353—3,4-Dihydrobenzopyrans, e.g. chroman, catechin
- A61K31/355—Tocopherols, e.g. vitamin E
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- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/365—Lactones
- A61K31/375—Ascorbic acid, i.e. vitamin C; Salts thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4993—Derivatives containing from 2 to 10 oxyalkylene groups
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/67—Vitamins
- A61K8/676—Ascorbic acid, i.e. vitamin C
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
- A61K9/1075—Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/4841—Filling excipients; Inactive ingredients
- A61K9/4858—Organic compounds
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Definitions
- the invention refers to an aqueous solution of ascorbic acid.
- the object of the invention is to provide ascorbic acid in a fluid, water and fat-soluble and encapsulated form (e.g. gelatine capsule), which is stable over many months and is available in high concentration.
- a fluid, water and fat-soluble and encapsulated form e.g. gelatine capsule
- an aqueous solution of ascorbic acid contains an excess of an emulsifier with an HLB value of 9-18, such as a polysorbate, preferably Polysorbate 80.
- an emulsifier with an HLB value of 9-18
- a polysorbate preferably Polysorbate 80
- the ascorbic acid part of the solution according to the invention which may be up to 20% by weight, is retained over at least half a year almost without loss.
- the polysorbate part is effectively about 60% by weight and the rest is water.
- the ascorbic acid solubilisate according to the invention can be easily added to cosmetics (skin and hair care products), foodstuffs, medicaments and nutrient solutions for the breeding of cell and bacterial cultures as well as for algae (microalgae) with the result that the stability of these products is increased substantially.
- the ascorbic acid is available micellated in the solubilisate.
- An electron microscope examination of a 10% ascorbic acid solubilisate in a dilution of 1:1000 exhibits a micelle diameter of about 100 nm. Since the emulsifier envelope of the micelles only releases the enclosed ascorbic acid with a delay (in a retarded manner), the antioxidative effect of the solubilisate according to the invention in the agents mentioned remains effective in combination with solubilised mixed tocopherols longer than of, say, ascorbyl palmitate, i.e. one of the ascorbic acid derivatives mentioned earlier.
- micellation of the ascorbic acid by the emulsifier prevents the ascorbic acid from developing its effect and being consumed already in the central digestive tract, i.e. in the stomach and duodenum.
- the micellated ascorbic acid is rather initially resorbed in the small intestine.
- the ascorbic acid solubilisate contains an addition of tocopherol, in particular a mix of ⁇ -, ⁇ -, ⁇ - and ⁇ -tocopherol.
- tocopherol in particular a mix of ⁇ -, ⁇ -, ⁇ - and ⁇ -tocopherol.
- organic oils e.g. vegetable oils such as sunflower oil, thistle oil, linseed oil, etc.
- tocopherol either pure ⁇ -tocopherol or, particularly preferred, a mixture of ⁇ -, ⁇ -, ⁇ - and ⁇ -tocopherol can be considered.
- Mixed tocopherols which contain about 8.0 to about 20.0% by weight of ⁇ -tocopherol, about 1.5 to about 4.5% by weight of ⁇ -tocopherol, about 55.0 to about 70.0% by weight of ⁇ -tocopherol and about 15.0 to about 27.0% by weight of ⁇ -tocopherol.
- an octadecatrienoic acid and/or an octadecenoic acid say in the form of ⁇ -linolenic acid, ⁇ -linolenic acid, linoleic acid or oleic acid
- the viscosity of the solution is reduced. It is clear at room temperature, viscous, can be diluted with water without turbidity or can be mixed with aqueous and/or fatty nutriments, cosmetics and pharmaceuticals without further processing steps.
- the polysorbate content of the solution according to the invention develops a type of retarding function for the conservative characteristic of the ascorbic acid for the generally easily oxidizable ingredients of ointments and similar preparations. Consequently, the desired protective function of the ascorbic acid is retained over an extended period.
- the ascorbic acid content of the solution can effectively lie between 5% by weight to about 15% by weight.
- the solution can advantageously contain about 10% by weight to about 20% by weight of an octadecatrienoic acid and/or octadecenoic acid.
- the polysorbate part is preferably about 60% by weight to about 75% by weight.
- the solution which is viscous at room temperature, can also be mixed with active substances which are then filled into gelatine capsules or gelatine-free capsules.
- the low proportion of water in the solution leaves the case of the capsule undamaged, whereby the protective function of the ascorbic acid for the active component remains unimpaired.
- a procedure for the manufacture of the solution according to the invention provides that an emulsifier with an HLB value of about 9 to about 18, a polysorbate for example, effectively Polysorbate 80, is added to an aqueous ascorbic acid solution and the mixture is briefly heated with stirring until it becomes clear and homogeneous.
- the micelles forming in the solution and having a diameter of about 100 nm exhibit a double-walled envelope of radially orientated polysorbate molecules, whereby the polysorbate molecules of the inner envelope are aligned with their hydrophilic sections towards the ascorbic acid solution and the hydrophilic sections of the polysorbate molecules in the outer envelope are arranged towards the outside.
- the solution obtained in this manner can be diluted in water without becoming turbid and can be employed technically without further processing steps.
- the stability of the micelles is increased if, in a further development of the invention, a light natural oil, mainly consisting of triglycerides, such as say thistle oil, is added to the aqueous ascorbic acid solution together with the emulsifier.
- a light natural oil mainly consisting of triglycerides, such as say thistle oil
- the oil micelles which are then formed adhere to the ascorbic acid micelles and protect them.
- an octadecatrienoic acid and/or an octadecenoic acid is added to the solution before the polysorbate is added and after slight heating to about 50° C.
- an octadecatrienoic acid and/or an octadecenoic acid say in the form of ⁇ -linolenic acid, ⁇ -linolenic acid, linoleic acid or oleic acid
- ascorbic acid is dissolved in the same quantity of distilled water, the same or up to a maximum of twice as much fatty acids as ascorbic acid is added under slight heating and approximately two to about three times the quantity of Polysorbate 80 added and the mixture heated to about 80° C. and stirred.
- a light vegetable oil such as thistle oil or linseed oil
- the content of ascorbic acid is reduced to about 7% by weight and the water content also to about 7% by weight and the other proportions of the solubilisate are increased accordingly, it can, due to the relatively low proportion of water, be particularly well employed as a preservative for active substances which are to be encapsulated as retard preparations.
- the capsule case is virtually left unattacked by the solubilisate which would be expected with a high water content.
- the starting point is the solubilisate according to Example 2.
- mixed tocopherol an addition of 91 mg/g of mixed tocopherol to ⁇ -tocopherol, 21 mg/g to ⁇ -tocopherol, 608 mg/g to ⁇ -tocopherol and 209 mg/g to ⁇ -tocopherol is recommended.
- Example 2 About 3 parts by weight of the solubilisate according to the first alternative in Example 2 are mixed with about 7 parts by weight of the mixed tocopherol solubilisate, whereby slight heating to about 50° C. speeds up the mixing process. Stirring under heat is carried out until an homogeneous and clear solubilisate is produced. 1 g of this product therefore contains about 70 mg of mixed tocopherol and about 30 mg of ascorbic acid.
- This solubilisate can be employed as an effective antioxidant for the improvement of the stability of foodstuff colorants, oils, cosmetics, pharmaceuticals and similar products.
- the physiological advantage of this solubilisate lies in the micelles which are stable in gastric acid and which ensure that ascorbic acid (Vitamin C) and (with the use of ⁇ -tocopherol) Vitamin E reach the small intestine without loss where they can be resorbed.
- This advantage can also be exploited for other vitamins, for example retinol (Vitamin A) and ⁇ -carotene, and can be obtained with the following example of a multi-vitamin preparation:
- the vitamin solubilisate according to the invention gives a stable and clear solution, in contrast to emulsions or liposomes.
- the product micelles are stable in gastric acid.
- the resorption of the fat-soluble substances located in the micelles, such as Vitamin A, Vitamin E and ⁇ -carotene occurs in the small intestine without involving bile salts and enzymes. Consequently, the quoted active substances in this micellated form are more quickly biologically available.
- 1 g of the vitamin solubilisate with the above composition and incorporated into foodstuffs or packaged in capsules covers the human daily requirement of Vitamins A, C, E and ⁇ -carotene.
- the composition of the vitamin solubilisate quoted with the figures above is geared to this application. This takes into account that the daily requirement of Vitamin C is substantially higher than for the other vitamins.
- the scope of the invention also enables other compositions to be selected for the vitamin solubilisate and/or one or the other vitamin to be completely omitted if the presence of a certain vitamin is not required or desirable for the planned application.
- FIGS. 2, 3 and 4 show the mean micelle radii of the ⁇ -tocopherol solubilisate, the ⁇ -carotene solubilisate and the retinol solubilisate.
- the mean micelle radii are 10 nm and for the retinol solubilisate down to just about 8 nm.
- the measurements were carried out with the field flow fractionation from Wyatt Technologies.
- FIG. 5 shows an electron microscope image of a vitamin A micelle and FIG. 6 an electron microscope image of Vitamin E micelles; the samples were an aqueous solution of 1:1000 of the above described solubilisate.
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Abstract
Disclosed is an aqueous solution of ascorbic acid which contains an excess of an emulsifier with an HLB value of about 9 to about 18, for example a polysorbate, a method of manufacture of such solution and applications thereof.
Description
- The invention refers to an aqueous solution of ascorbic acid.
- The technical use, in particular in personal hygiene and foodstuffs, and prophylactic application of the reductone, ascorbic acid, is often made more difficult in that the ascorbic acid is not sufficiently stable in aqueous solution. Consequently, in an aqueous ascorbic acid solution only about 70% of the added ascorbic acid is still present after 30 days.
- Attempts have been made to improve the stability in that instead of ascorbic acid, one of its derivatives, for example sodium ascorbic phosphate or ascorbyl palmitate, has been employed. The content of this active substance is almost fully retained in aqueous solution over a long period of time. However, the derivative is many times more expensive than pure ascorbic acid. In addition, at higher concentrations the ascorbic acid derivatives tend to crystallize out and lead to colouration of the end product.
- From the European Patent Specification 660676 a combination is known consisting of 0.1-2.0% by weight of an oil-soluble constituent which is preferably a colorizing carotenoid, 2-20% by weight of an emulsifier with an HLB value of 10-18 and 0.1-1.0% by weight of an antioxidation agent. The emulsifier can be Polysorbate 40 or 60 and ascorbic acid is one of the recommended antioxidation agents. With this technique, coloured clear and stable drinks for health care should be able to be produced. The stability of the ascorbic acid in the end product is however still not explained.
- The object of the invention is to provide ascorbic acid in a fluid, water and fat-soluble and encapsulated form (e.g. gelatine capsule), which is stable over many months and is available in high concentration.
- According to the invention, this object is resolved in that an aqueous solution of ascorbic acid contains an excess of an emulsifier with an HLB value of 9-18, such as a polysorbate, preferably Polysorbate 80. At room temperature the solution is clear and almost gel-like, can be diluted with water without becoming turbid and on heating to approximately 35° C. can be mixed, trouble-free and homogeneously with aqueous or fatty end products from the cosmetics or foodstuffs fields without further processing steps. The ascorbic acid part of the solution according to the invention, which may be up to 20% by weight, is retained over at least half a year almost without loss. The polysorbate part is effectively about 60% by weight and the rest is water. The ascorbic acid solubilisate according to the invention can be easily added to cosmetics (skin and hair care products), foodstuffs, medicaments and nutrient solutions for the breeding of cell and bacterial cultures as well as for algae (microalgae) with the result that the stability of these products is increased substantially.
- The ascorbic acid is available micellated in the solubilisate. An electron microscope examination of a 10% ascorbic acid solubilisate in a dilution of 1:1000 exhibits a micelle diameter of about 100 nm. Since the emulsifier envelope of the micelles only releases the enclosed ascorbic acid with a delay (in a retarded manner), the antioxidative effect of the solubilisate according to the invention in the agents mentioned remains effective in combination with solubilised mixed tocopherols longer than of, say, ascorbyl palmitate, i.e. one of the ascorbic acid derivatives mentioned earlier.
- Regarding the physiological aspects of nutrition, during the oral intake of the solubilisate according to the invention, the micellation of the ascorbic acid by the emulsifier prevents the ascorbic acid from developing its effect and being consumed already in the central digestive tract, i.e. in the stomach and duodenum. The micellated ascorbic acid is rather initially resorbed in the small intestine.
- In a particularly preferred arrangement of the invention, the ascorbic acid solubilisate contains an addition of tocopherol, in particular a mix of α-, β-, γ- and δ-tocopherol. Through the addition of this ascorbic acid tocopherol solubilisate to organic oils, e.g. vegetable oils such as sunflower oil, thistle oil, linseed oil, etc., their stability can be substantially improved. As tocopherol, either pure α-tocopherol or, particularly preferred, a mixture of α-, β-, γ- and δ-tocopherol can be considered. Mixed tocopherols are recommended which contain about 8.0 to about 20.0% by weight of α-tocopherol, about 1.5 to about 4.5% by weight of β-tocopherol, about 55.0 to about 70.0% by weight of γ-tocopherol and about 15.0 to about 27.0% by weight of δ-tocopherol.
- If an octadecatrienoic acid and/or an octadecenoic acid, say in the form of α-linolenic acid, γ-linolenic acid, linoleic acid or oleic acid, is added to the solution according to the invention, the viscosity of the solution is reduced. It is clear at room temperature, viscous, can be diluted with water without turbidity or can be mixed with aqueous and/or fatty nutriments, cosmetics and pharmaceuticals without further processing steps. The polysorbate content of the solution according to the invention develops a type of retarding function for the conservative characteristic of the ascorbic acid for the generally easily oxidizable ingredients of ointments and similar preparations. Consequently, the desired protective function of the ascorbic acid is retained over an extended period. The ascorbic acid content of the solution can effectively lie between 5% by weight to about 15% by weight. The solution can advantageously contain about 10% by weight to about 20% by weight of an octadecatrienoic acid and/or octadecenoic acid. The polysorbate part is preferably about 60% by weight to about 75% by weight.
- If the proportion of water in the solution is reduced to between about 5% by weight to about 7% by weight and the polysorbate proportion is increased correspondingly, the solution, which is viscous at room temperature, can also be mixed with active substances which are then filled into gelatine capsules or gelatine-free capsules. The low proportion of water in the solution leaves the case of the capsule undamaged, whereby the protective function of the ascorbic acid for the active component remains unimpaired.
- A procedure for the manufacture of the solution according to the invention provides that an emulsifier with an HLB value of about 9 to about 18, a polysorbate for example, effectively Polysorbate 80, is added to an aqueous ascorbic acid solution and the mixture is briefly heated with stirring until it becomes clear and homogeneous. The micelles forming in the solution and having a diameter of about 100 nm exhibit a double-walled envelope of radially orientated polysorbate molecules, whereby the polysorbate molecules of the inner envelope are aligned with their hydrophilic sections towards the ascorbic acid solution and the hydrophilic sections of the polysorbate molecules in the outer envelope are arranged towards the outside. The solution obtained in this manner can be diluted in water without becoming turbid and can be employed technically without further processing steps.
- The stability of the micelles is increased if, in a further development of the invention, a light natural oil, mainly consisting of triglycerides, such as say thistle oil, is added to the aqueous ascorbic acid solution together with the emulsifier. The oil micelles which are then formed adhere to the ascorbic acid micelles and protect them.
- Practically, an octadecatrienoic acid and/or an octadecenoic acid, say in the form of α-linolenic acid, γ-linolenic acid, linoleic acid or oleic acid, is added to the solution before the polysorbate is added and after slight heating to about 50° C. For the filling capsules, the cases of which consist of gelatine or which can be free of gelatine, it is advantageous if ascorbic acid is dissolved in the same quantity of distilled water, the same or up to a maximum of twice as much fatty acids as ascorbic acid is added under slight heating and approximately two to about three times the quantity of Polysorbate 80 added and the mixture heated to about 80° C. and stirred.
- The following embodiment examples illustrate the invention.
- 20 g of ascorbic acid are completely dissolved in 20 g of distilled, degassed water. The dissolving stage can be speeded up if the water is heated to about 45° C. Then 60 g of Polysorbate 80 are added to the solution with stirring and heating to about 80° C. It is stirred until the solubilisate becomes clear and homogeneous, with the solubilisate appearing clear and almost gel-like at room temperature, dilutable in water without turbidity and can be added without further processing steps to compositions to be preserved or foodstuffs, drinks, cosmetics and pharmaceuticals.
- For a less concentrated solubilisate, 10 g of ascorbic acid is dissolved in 10 g of distilled water and 80 g of Polysorbate is added, the remaining process being as above. From the 10% ascorbic acid solubilisate produced from this, an electron microscope image, which is reproduced in FIG. 1, was made after aqueous dilution of the solubilisate to 1:1000. It can be seen that the ascorbic acid solubilisate micelles have a diameter of about 100 nm. Putting the solubilisate in paraffin permits the micelle diameter to be reduced to half, as can be seen from the lower electron microscope image in FIG. 1. This phenomenon can be explained in that the micelles lose the outer polysorbate envelope in paraffin.
- As in Example 1, 10% by weight of ascorbic acid (referred to the overall quantity of ascorbic acid solubilisate =100%) is dissolved in 10% by weight of distilled water and 70% by weight of Polysorbate 80 is added to this aqueous solution together with 10% by weight of a light vegetable oil, such as thistle oil or linseed oil. This is then heated to at least 60° C. and stirred until the solubilisate becomes clear and homogeneous with the solubilisate being dissolved clearly and without residue in water at room temperature.
- If the content of ascorbic acid is reduced to about 7% by weight and the water content also to about 7% by weight and the other proportions of the solubilisate are increased accordingly, it can, due to the relatively low proportion of water, be particularly well employed as a preservative for active substances which are to be encapsulated as retard preparations. The capsule case is virtually left unattacked by the solubilisate which would be expected with a high water content.
- 10 g of ascorbic acid are dissolved in 10 g of distilled water and 20 g of thistle oil added to the solution. To this mixture 110 g of Polysorbate 80 are added, the whole stirred with heating at about 100° C. until free of water, i.e. until boiling terminates. After cooling to room temperature a 6.5% ascorbic acid solubilisate is present in the solubiliser, the water content of which is clearly below 5% by volume and which is both soluble in water as well as in fats and oils. Testing of the ascorbic acid content of the solution by an independent chemical examination laboratory at the time the solution was produced and more than five months later showed that the loss of ascorbic acid over this period was only about 3%.
- Here, the starting point is the solubilisate according to Example 2. A mixed tocopherol solubilisate, which is produced in the following manner, is added to it. 10% by weight of mixed tocopherol (referred to the mixed tocopherol solubilisate =100% by weight) is mixed with 90% by weight of
Polysorbate 20 by stirring, whereby the mixing process is speeded up by heating to about 60° C. Stirring is continued until clarity is obtained and the solubilisate can be easily dissolved in water. For the mixed tocopherol an addition of 91 mg/g of mixed tocopherol to α-tocopherol, 21 mg/g to β-tocopherol, 608 mg/g to γ-tocopherol and 209 mg/g to δ-tocopherol is recommended. - Then about 3 parts by weight of the solubilisate according to the first alternative in Example 2 are mixed with about 7 parts by weight of the mixed tocopherol solubilisate, whereby slight heating to about 50° C. speeds up the mixing process. Stirring under heat is carried out until an homogeneous and clear solubilisate is produced. 1 g of this product therefore contains about 70 mg of mixed tocopherol and about 30 mg of ascorbic acid. This solubilisate can be employed as an effective antioxidant for the improvement of the stability of foodstuff colorants, oils, cosmetics, pharmaceuticals and similar products.
- Comparative tests show that, independent of the properties of the end product (hydrophilic or hydrophobic) this solubilisate can be incorporated into end products directly and without intermediate production steps and offers better protection against oxidation then the same quantity of ascorbic acid from an ascorbic acid derivative, such as for example ascorbyl palmitate. Also, the relative lack of colour in the solubilisate in comparison to the ascorbic acid derivatives represents an advantage. Depending on requirements, for example, 1 to 10 g of solubilisate can be added to about 1000 g of the end product.
- From a nutritional point of view, the physiological advantage of this solubilisate lies in the micelles which are stable in gastric acid and which ensure that ascorbic acid (Vitamin C) and (with the use of α-tocopherol) Vitamin E reach the small intestine without loss where they can be resorbed. This advantage can also be exploited for other vitamins, for example retinol (Vitamin A) and β-carotene, and can be obtained with the following example of a multi-vitamin preparation:
- 20% by weight of α-tocopherol, under heat as required at about 50° C., are mixed with 80% by weight of
Polysorbate 20 until clarity and homogeneity are obtained through stirring. - 10% by weight of retinol is mixed in the same manner with 90% by weight of Polysorbate 80.
- Finally, 10% by weight of a concentrate, which contains about 30% of β-carotene (obtainable from La Roche), is mixed with 90% by weight of Polysorbate 80 in an appropriate manner to form a reddish brown, transparent solubilisate which dissolves clearly in warm water.
- Then 85% by weight of the ascorbic acid solubilisate according to the first alternative in Example 2 is effectively mixed with 10% by weight of the above α-tocopherol solubilisate and with 2% by weight of the above retinol solubilisate and finally with 3% by weight of the β-carotene solubilisate under slight heat while stirring until a homogeneous and transparent mixed solubilisate is obtained. This water-soluble vitamin solubilisate can be packaged in gelatine or gelatine-free capsules or directly incorporated into aqueous and/or fat-soluble end products without additional processing steps.
- When put into water and/or clear fruit juice, the vitamin solubilisate according to the invention gives a stable and clear solution, in contrast to emulsions or liposomes. The product micelles are stable in gastric acid. The resorption of the fat-soluble substances located in the micelles, such as Vitamin A, Vitamin E and β-carotene occurs in the small intestine without involving bile salts and enzymes. Consequently, the quoted active substances in this micellated form are more quickly biologically available.
- 1 g of the vitamin solubilisate with the above composition and incorporated into foodstuffs or packaged in capsules covers the human daily requirement of Vitamins A, C, E and β-carotene. The composition of the vitamin solubilisate quoted with the figures above is geared to this application. This takes into account that the daily requirement of Vitamin C is substantially higher than for the other vitamins. However, the scope of the invention also enables other compositions to be selected for the vitamin solubilisate and/or one or the other vitamin to be completely omitted if the presence of a certain vitamin is not required or desirable for the planned application.
- FIGS. 2, 3 and4 show the mean micelle radii of the α-tocopherol solubilisate, the β-carotene solubilisate and the retinol solubilisate. As can be seen, the mean micelle radii are 10 nm and for the retinol solubilisate down to just about 8 nm. The measurements were carried out with the field flow fractionation from Wyatt Technologies. FIG. 5 shows an electron microscope image of a vitamin A micelle and FIG. 6 an electron microscope image of Vitamin E micelles; the samples were an aqueous solution of 1:1000 of the above described solubilisate.
Claims (25)
1-18 (cancelled)
19. Solubilisate consisting of a solution of ascorbic acid in water and a polysorbate, wherein the ascorbic acid part is up to 20% wt and the polysorbate part is about 60% wt to 80% wt and the rest is water, as an addition to aqueous or fatty foodstuff, medicaments and nutrient solutions, cosmetics, fruit juice.
20. Solubilisate according to claim 1 wherein the weight ratio of ascorbic acid to water amounts to 1:1.
21. Solubilisate according to claim 1 wherein the utilised polysorbate is polysorbate 80.
22. Solubilisate according to claim 1 further consisting of an addition of a tocopherol.
23. Solubilisate according to claim 1 wherein 20% wt of α-tocopherol is mixed with 80% wt polysorbate 20.
24. Solubilisate according to claim 1 further consisting of an addition of octadecatrienoic acid and/or octadecenoic acid.
25. Solubilisate according to claim 6 wherein the portion of ascorbic acid within the solution amounts to approximately 5% of wt to approximately 15% wt, and wherein the content of octadecatrienoic acid and/or octadecenoic acid amounts to approximately 10% wt to approximately 20% wt, and the portion of the polysorbate amounts to approximately 60% wt to approximately 75% wt.
26. Polysorbate according to claim 1 wherein a light oil consisting substantially of triglycerides is added.
27. Solubilisate according to claim 8 consisting of 10% wt ascorbic acid, 10% wt water, 10% wt of a plant oil an 70% wt polysorbate 80.
28. Solubilisate according to claim 9 wherein the amount of ascorbic acid and water are reduced to 7% wt, respectively, and the contents of the plant oil and of polysorbate are increased correspondingly.
29. Solubilisate according to claim 1 wherein the portion of water is decreased to approximately 5% wt to approximately 7% wt and the portion of polysorbate is increased correspondingly.
30. Solubilisate according to claim 3 consisting of 6.7% wt ascorbic acid, 6.7% wt water, 13.4% wt thistle-oil and 73.2% wt polysorbate.
31. Method for preparing a solubilisate according to claim 1 wherein up to approximately 20% wt of ascorbic acid are dissolved in water, and wherein approximately 60% wt to approximately 80% wt of a polysorbate is added to the solution, and wherein the mixture is warmed for a short period of time while stirring to clarity and homogeneity.
32. Method according to claim 13 wherein polysorbate 80 is utilised as a polysorbate.
33. Method according to claim 13 wherein the mixture is warmed to approximately 80° C.
34. Method according to claim 13 wherein an oil consisting substantially from triglycerides is added together where the polysorbate to the ascorbic acid solution.
35. Method according to claim 16 where 70% wt polysorbate together with 10% wt of a light vegetable oil are added to a solution of 10% wt of ascorbic acid in 10% wt water, and wherein the mixture is warmed to at least 60° C. and is stirred to clarity and homogeneity.
36. Method according to claim 17 wherein the contents of ascorbic acid and of the water each are decreased to approximately 7% wt, and wherein the contents of the vegetable oil and of polysorbate 80 are increased correspondingly.
37. Method according to claim 13 wherein the portion of water is decreased to approximately 5% wt to approximately 7% wt while the portion of polysorbate is increased correspondingly.
38. Method according to claim 16 wherein 6.7% wt ascorbic acid is dissolved in the same quantity of water, 13.4% wt of thistle oil being mixed therewith and 73.2% wt of polysorbate are added to the mixture.
39. Method for preparing a vitamin solubilisate from a solubilisate according to claim 2 having a weight reshow of ascorbic acid to water of 1:1, wherein the solubilisate is stirred with a mixture of 20% wt α-tocopherol and 80% wt polysorbate 20 at a temperature of approximately 50° C.
40. Method for preparing a vitamin solubilisate from a solubilisate according to claim 2 having a weight reshow of ascorbic acid to water of 1:1, wherein the solubilisate is stirred with a mixture of 10% wt retinol and 90% wt polysorbate 80, the mixture prepared at a temperature of approximately 50° C.
41. Method for preparing a vitamin solubilisate from a solubilisate according to claim 2 having a weight reshow of ascorbic acid to water 1:1, wherein the solubilisate is mixed with a mixture of 10% wt of a approximately 30% wt β-carotene containing concentrate and 90% wt of polysorbate 80, the mixture being prepared at a temperature of approximately 50° C.
42. Method for preparing a vitamin solubilisate wherein 85% wt of the solubilisate according to claim 2 having a weight reshow of ascorbic acid to water of 1:1 as mixed with 10% wt of a mixture prepared at 50° C. of 20% wt α-tocopherol and 80% wt polysorbate 20 and with 2% wt of a mixture prepared at approximately 50° C. of 10% wt retinol and 90% wt polysorbate 80 and with 3% wt of a mixture prepared at approximately 50° C. of 10% wt of a 30% β-carotene concentrate with 90% wt polysosrbate 80 in light warmth by stirring.
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US10/307,288 US6774247B2 (en) | 2001-11-30 | 2002-12-02 | Aqueous solution of ascorbic acid and method for producing same |
US10/817,846 US20040192768A1 (en) | 2001-11-30 | 2004-04-06 | Aqueous solution of ascorbic acid and method for producing same |
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US10/307,288 Expired - Lifetime US6774247B2 (en) | 2001-11-30 | 2002-12-02 | Aqueous solution of ascorbic acid and method for producing same |
US10/817,846 Abandoned US20040192768A1 (en) | 2001-11-30 | 2004-04-06 | Aqueous solution of ascorbic acid and method for producing same |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
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US10/307,288 Expired - Lifetime US6774247B2 (en) | 2001-11-30 | 2002-12-02 | Aqueous solution of ascorbic acid and method for producing same |
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US (2) | US6774247B2 (en) |
EP (2) | EP1698328A3 (en) |
JP (1) | JP4117184B2 (en) |
CA (1) | CA2413224A1 (en) |
DE (2) | DE10158447B4 (en) |
MX (1) | MXPA02011817A (en) |
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WO2007006497A2 (en) * | 2005-07-08 | 2007-01-18 | Aquanova German Solubilisate Technologies (Agt) Gmbh | Solubilsation products of an active ingredient extract |
EP3421096A1 (en) * | 2017-06-30 | 2019-01-02 | Athenion AG | Method for solubilizing poorly water-soluble cosmetic agents |
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JP2009510087A (en) * | 2005-09-30 | 2009-03-12 | オーエムピー インコーポレーテッド | Stable ascorbic acid composition |
US9743680B2 (en) | 2005-10-14 | 2017-08-29 | Wild Flavors, Inc. | Microemulsions for use in food and beverage products |
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DE202012012130U1 (en) * | 2012-12-19 | 2014-03-21 | Aquanova Ag | Curcuminsolubilisat |
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JP2024514052A (en) * | 2021-04-16 | 2024-03-28 | ディーエスエム アイピー アセッツ ビー.ブイ. | Retinol preparation (III) |
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EP4169386A1 (en) | 2021-10-19 | 2023-04-26 | Lipoid GmbH | Liquid composition containing a combination of vitamins a, d, e and k in a liquid matrix |
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- 2002-11-23 EP EP06002865A patent/EP1698328A3/en not_active Withdrawn
- 2002-11-23 DE DE50213681T patent/DE50213681D1/en not_active Expired - Lifetime
- 2002-11-23 EP EP02026130A patent/EP1338271B1/en not_active Expired - Lifetime
- 2002-11-28 MX MXPA02011817A patent/MXPA02011817A/en active IP Right Grant
- 2002-11-29 CA CA002413224A patent/CA2413224A1/en not_active Abandoned
- 2002-12-02 US US10/307,288 patent/US6774247B2/en not_active Expired - Lifetime
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Also Published As
Publication number | Publication date |
---|---|
CA2413224A1 (en) | 2003-05-30 |
DE10158447B4 (en) | 2005-02-10 |
EP1338271A1 (en) | 2003-08-27 |
JP4117184B2 (en) | 2008-07-16 |
EP1338271B1 (en) | 2009-07-15 |
US20030105157A1 (en) | 2003-06-05 |
EP1698328A2 (en) | 2006-09-06 |
EP1698328A3 (en) | 2007-05-23 |
DE10158447A1 (en) | 2003-06-18 |
JP2003238957A (en) | 2003-08-27 |
DE50213681D1 (en) | 2009-08-27 |
US6774247B2 (en) | 2004-08-10 |
MXPA02011817A (en) | 2004-09-03 |
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