JPH0448421B2 - - Google Patents
Info
- Publication number
- JPH0448421B2 JPH0448421B2 JP54173172A JP17317279A JPH0448421B2 JP H0448421 B2 JPH0448421 B2 JP H0448421B2 JP 54173172 A JP54173172 A JP 54173172A JP 17317279 A JP17317279 A JP 17317279A JP H0448421 B2 JPH0448421 B2 JP H0448421B2
- Authority
- JP
- Japan
- Prior art keywords
- calcium
- malate
- citrate
- water
- calcium citrate
- 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.)
- Expired - Lifetime
Links
- FNAQSUUGMSOBHW-UHFFFAOYSA-H calcium citrate Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O FNAQSUUGMSOBHW-UHFFFAOYSA-H 0.000 claims description 85
- 239000001354 calcium citrate Substances 0.000 claims description 84
- 235000013337 tricalcium citrate Nutrition 0.000 claims description 84
- OLOZVPHKXALCRI-UHFFFAOYSA-L calcium malate Chemical group [Ca+2].[O-]C(=O)C(O)CC([O-])=O OLOZVPHKXALCRI-UHFFFAOYSA-L 0.000 claims description 66
- 239000001362 calcium malate Substances 0.000 claims description 65
- 229940016114 calcium malate Drugs 0.000 claims description 65
- 235000011038 calcium malates Nutrition 0.000 claims description 65
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 54
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 47
- 239000000203 mixture Substances 0.000 claims description 17
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 12
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 11
- 239000001630 malic acid Substances 0.000 claims description 11
- 235000011090 malic acid Nutrition 0.000 claims description 11
- 239000000126 substance Substances 0.000 claims description 6
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims description 5
- 239000002131 composite material Substances 0.000 claims description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 4
- 239000001110 calcium chloride Substances 0.000 claims description 4
- 229910001628 calcium chloride Inorganic materials 0.000 claims description 4
- WPUMTJGUQUYPIV-JIZZDEOASA-L disodium (S)-malate Chemical compound [Na+].[Na+].[O-]C(=O)[C@@H](O)CC([O-])=O WPUMTJGUQUYPIV-JIZZDEOASA-L 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 239000002244 precipitate Substances 0.000 claims description 4
- 235000019265 sodium DL-malate Nutrition 0.000 claims description 3
- 239000001394 sodium malate Substances 0.000 claims description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 2
- 239000001509 sodium citrate Substances 0.000 claims description 2
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 claims description 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims 1
- 239000000920 calcium hydroxide Substances 0.000 claims 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims 1
- 239000011575 calcium Substances 0.000 description 51
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 48
- 229910052791 calcium Inorganic materials 0.000 description 45
- 235000013305 food Nutrition 0.000 description 13
- 229940092124 calcium citrate malate Drugs 0.000 description 12
- 239000013078 crystal Substances 0.000 description 12
- 230000004102 tricarboxylic acid cycle Effects 0.000 description 12
- 238000004090 dissolution Methods 0.000 description 10
- 235000016709 nutrition Nutrition 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 230000036541 health Effects 0.000 description 8
- 150000007524 organic acids Chemical class 0.000 description 8
- 230000000704 physical effect Effects 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 235000005985 organic acids Nutrition 0.000 description 7
- 238000001704 evaporation Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 159000000007 calcium salts Chemical class 0.000 description 5
- 230000008859 change Effects 0.000 description 5
- 238000001035 drying Methods 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 101100184147 Caenorhabditis elegans mix-1 gene Proteins 0.000 description 4
- -1 calcium organic acids Chemical class 0.000 description 4
- 229940069978 calcium supplement Drugs 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000004570 mortar (masonry) Substances 0.000 description 4
- 235000015097 nutrients Nutrition 0.000 description 4
- OYPRJOBELJOOCE-IGMARMGPSA-N Calcium-40 Chemical compound [40Ca] OYPRJOBELJOOCE-IGMARMGPSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 235000013361 beverage Nutrition 0.000 description 3
- 238000002425 crystallisation Methods 0.000 description 3
- 230000008025 crystallization Effects 0.000 description 3
- 238000003795 desorption Methods 0.000 description 3
- 230000037149 energy metabolism Effects 0.000 description 3
- 230000004060 metabolic process Effects 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 230000035764 nutrition Effects 0.000 description 3
- 206010006956 Calcium deficiency Diseases 0.000 description 2
- 241000209094 Oryza Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 210000000988 bone and bone Anatomy 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 235000005911 diet Nutrition 0.000 description 2
- 238000004455 differential thermal analysis Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 235000003642 hunger Nutrition 0.000 description 2
- 235000021156 lunch Nutrition 0.000 description 2
- 210000003205 muscle Anatomy 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 230000007928 solubilization Effects 0.000 description 2
- 238000005063 solubilization Methods 0.000 description 2
- 230000001954 sterilising effect Effects 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- 239000013589 supplement Substances 0.000 description 2
- 230000009469 supplementation Effects 0.000 description 2
- 238000002411 thermogravimetry Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- 206010054949 Metaplasia Diseases 0.000 description 1
- 208000001132 Osteoporosis Diseases 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000003913 calcium metabolism Effects 0.000 description 1
- QXDHJHQRJCJRAU-UHFFFAOYSA-N calcium;2-hydroxypropane-1,2,3-tricarboxylic acid Chemical compound [Ca].OC(=O)CC(O)(C(O)=O)CC(O)=O QXDHJHQRJCJRAU-UHFFFAOYSA-N 0.000 description 1
- 230000004098 cellular respiration Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000007705 chemical test Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000000975 co-precipitation Methods 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 230000002354 daily effect Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- QHNXUNRPHJIAHO-UHFFFAOYSA-J dicalcium 3-carboxy-3,5-dihydroxy-5-oxopentanoate 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound [Ca+2].[Ca+2].OC(=O)CC(O)(C(O)=O)CC([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O QHNXUNRPHJIAHO-UHFFFAOYSA-J 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 230000000378 dietary effect Effects 0.000 description 1
- 230000029087 digestion Effects 0.000 description 1
- 238000007922 dissolution test Methods 0.000 description 1
- 235000006694 eating habits Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 230000029142 excretion Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 210000003608 fece Anatomy 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 235000013373 food additive Nutrition 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- 235000012041 food component Nutrition 0.000 description 1
- 239000005417 food ingredient Substances 0.000 description 1
- 230000037406 food intake Effects 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000015689 metaplastic ossification Effects 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 235000003715 nutritional status Nutrition 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 125000003431 oxalo group Chemical group 0.000 description 1
- 238000006864 oxidative decomposition reaction Methods 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 230000037351 starvation Effects 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 230000009967 tasteless effect Effects 0.000 description 1
- DPJRMOMPQZCRJU-UHFFFAOYSA-M thiamine hydrochloride Chemical compound Cl.[Cl-].CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N DPJRMOMPQZCRJU-UHFFFAOYSA-M 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- 239000011691 vitamin B1 Substances 0.000 description 1
Landscapes
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP17317279A JPS5697248A (en) | 1979-12-28 | 1979-12-28 | Conjugated compound of calcium citrate and calcium malate and its preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP17317279A JPS5697248A (en) | 1979-12-28 | 1979-12-28 | Conjugated compound of calcium citrate and calcium malate and its preparation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5697248A JPS5697248A (en) | 1981-08-05 |
| JPH0448421B2 true JPH0448421B2 (enrdf_load_stackoverflow) | 1992-08-06 |
Family
ID=15955419
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP17317279A Granted JPS5697248A (en) | 1979-12-28 | 1979-12-28 | Conjugated compound of calcium citrate and calcium malate and its preparation |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5697248A (enrdf_load_stackoverflow) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4551342A (en) * | 1983-02-01 | 1985-11-05 | The Procter & Gamble Company | Beverages containing specific cation-edible acid mixtures for improved flavor impression |
| US4737375A (en) * | 1985-12-26 | 1988-04-12 | The Procter & Gamble Company | Beverages and beverage concentrates nutritionally supplemented with calcium |
| US4786510A (en) * | 1987-07-02 | 1988-11-22 | The Procter & Gamble Company | Calcium-iron mineral supplements |
| ATE88633T1 (de) * | 1987-08-28 | 1993-05-15 | Norwich Eaton Pharma | Verwendung von bestimmten calcium-citrate-malaten zur herstellung einer pharmazeutischen zubereitung fuer die behandlung von osteoporose. |
| US5314919A (en) * | 1987-08-28 | 1994-05-24 | The Procter & Gamble Company | Calcium supplements |
| US5128374A (en) * | 1987-08-28 | 1992-07-07 | The Procter & Gamble Company | Use of calcium citrate malate for the treatment of osteoporosis and related disorders |
| US4992282A (en) * | 1989-05-08 | 1991-02-12 | The Procter & Gamble Company | Stable nutritional vitamin and mineral supplemented beverage |
| US5186965A (en) * | 1990-06-14 | 1993-02-16 | The Procter & Gamble Company | Calcium citrate malate composition |
| US5232709A (en) * | 1990-08-06 | 1993-08-03 | The Procter & Gamble Company | Calcium and trace mineral supplements comprising estrogen |
| EP0557413A1 (en) * | 1990-10-31 | 1993-09-01 | The Procter & Gamble Company | Calcium fortified sauces |
| WO1992019251A1 (en) * | 1991-05-06 | 1992-11-12 | The Procter & Gamble Company | Combined calcium and vitamin d supplements |
| EP0622992B1 (en) * | 1991-12-26 | 1998-10-14 | The Procter & Gamble Company | Storage stable calcium-supplemented beverage concentrates |
| US5389387A (en) * | 1991-12-26 | 1995-02-14 | The Procter & Gamble Company | Storage stable calcium-supplemented beverage concentrates |
| CA2146631C (en) * | 1992-10-21 | 1999-07-20 | Alice Lyles Burkes | Storage stable calcium-supplemented beverage premix concentrates and syrups |
| ES2152263T3 (es) * | 1992-10-21 | 2001-02-01 | Procter & Gamble | Fuente de calcio biodisponible concentrado. |
| DE69307531T2 (de) * | 1992-10-21 | 1997-05-15 | Procter & Gamble | Eine konzentrierte lebensverfügbare kalziumsquelle enthaltender süssstof |
| AU5455894A (en) * | 1992-11-19 | 1994-06-08 | Procter & Gamble Company, The | Method for enhancing bioavailability of beta-carotene |
| JP3240102B2 (ja) * | 1994-08-11 | 2001-12-17 | 江崎グリコ株式会社 | リン酸化糖とその製造方法 |
| US6811800B2 (en) | 1998-09-29 | 2004-11-02 | The Procter & Gamble Co. | Calcium fortified beverages |
| US7927640B2 (en) | 2004-02-02 | 2011-04-19 | Delavau Llc | Calcium fortification of bread dough |
| US7166313B2 (en) * | 2004-02-02 | 2007-01-23 | Delavau L.L.C. | Calcium fortification of bread dough |
| JP5349744B2 (ja) | 2005-12-19 | 2013-11-20 | 松谷化学工業株式会社 | ミネラル吸収促進剤、食品及び飼料 |
| US8889195B2 (en) | 2006-08-17 | 2014-11-18 | The Procter & Gamble Company | Compositions comprising calcium citrate malate and methods for making the same |
| AU2007285387B2 (en) * | 2006-08-17 | 2010-06-24 | The Procter & Gamble Company | Compositions comprising calcium citrate malate and methods for making the same |
| EP2179659A1 (en) * | 2007-07-13 | 2010-04-28 | Menicon Co., Ltd. | Calcium absorption enhancer |
| CN102946889B (zh) | 2010-03-31 | 2015-05-06 | 东洋水产株式会社 | 钙剂及其制造方法 |
| KR101420315B1 (ko) | 2014-03-19 | 2014-07-17 | 남봉길 | 약학적 액제 조성물 |
| JP2018523694A (ja) | 2015-08-17 | 2018-08-23 | フェリング ベスローテン フェンノートシャップ | ピコスルファートおよびクエン酸マグネシウムを含む液体製剤 |
-
1979
- 1979-12-28 JP JP17317279A patent/JPS5697248A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5697248A (en) | 1981-08-05 |
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