KR20150059942A - 알파 리포산염 수용액의 제조방법 및 이의 용도 - Google Patents
알파 리포산염 수용액의 제조방법 및 이의 용도 Download PDFInfo
- Publication number
- KR20150059942A KR20150059942A KR1020130143715A KR20130143715A KR20150059942A KR 20150059942 A KR20150059942 A KR 20150059942A KR 1020130143715 A KR1020130143715 A KR 1020130143715A KR 20130143715 A KR20130143715 A KR 20130143715A KR 20150059942 A KR20150059942 A KR 20150059942A
- Authority
- KR
- South Korea
- Prior art keywords
- alpha
- lipoic acid
- sodium
- present
- aqueous
- Prior art date
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- 239000007864 aqueous solution Substances 0.000 title claims abstract description 20
- 238000000034 method Methods 0.000 title claims description 22
- 239000000203 mixture Substances 0.000 claims abstract description 26
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 claims abstract description 22
- 239000004299 sodium benzoate Substances 0.000 claims abstract description 22
- 235000010234 sodium benzoate Nutrition 0.000 claims abstract description 22
- JXKPEJDQGNYQSM-UHFFFAOYSA-M sodium propionate Chemical compound [Na+].CCC([O-])=O JXKPEJDQGNYQSM-UHFFFAOYSA-M 0.000 claims abstract description 22
- 239000004324 sodium propionate Substances 0.000 claims abstract description 22
- 235000010334 sodium propionate Nutrition 0.000 claims abstract description 22
- 229960003212 sodium propionate Drugs 0.000 claims abstract description 22
- 241001465754 Metazoa Species 0.000 claims abstract description 19
- AGBQKNBQESQNJD-UHFFFAOYSA-N lipoic acid Chemical compound OC(=O)CCCCC1CCSS1 AGBQKNBQESQNJD-UHFFFAOYSA-N 0.000 claims description 84
- 235000019136 lipoic acid Nutrition 0.000 claims description 33
- 229960002663 thioctic acid Drugs 0.000 claims description 33
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 24
- 239000003795 chemical substances by application Substances 0.000 claims description 19
- 239000012266 salt solution Substances 0.000 claims description 19
- 239000000725 suspension Substances 0.000 claims description 17
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 12
- 239000000243 solution Substances 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 239000003513 alkali Substances 0.000 claims description 6
- 235000019730 animal feed additive Nutrition 0.000 claims description 6
- 241000272517 Anseriformes Species 0.000 claims description 5
- 241000287828 Gallus gallus Species 0.000 claims description 5
- 235000013330 chicken meat Nutrition 0.000 claims description 5
- 244000144977 poultry Species 0.000 claims description 5
- 235000013594 poultry meat Nutrition 0.000 claims description 5
- 241000283690 Bos taurus Species 0.000 claims description 3
- 241000282472 Canis lupus familiaris Species 0.000 claims description 3
- 241000283707 Capra Species 0.000 claims description 3
- 241000283973 Oryctolagus cuniculus Species 0.000 claims description 3
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical group [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 claims description 3
- 241000282887 Suidae Species 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 241000286209 Phasianidae Species 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 12
- 239000000654 additive Substances 0.000 abstract description 9
- 230000000996 additive effect Effects 0.000 abstract description 6
- AGBQKNBQESQNJD-SSDOTTSWSA-N (R)-lipoic acid Chemical class OC(=O)CCCC[C@@H]1CCSS1 AGBQKNBQESQNJD-SSDOTTSWSA-N 0.000 abstract description 5
- 239000000126 substance Substances 0.000 abstract description 3
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 22
- 230000000052 comparative effect Effects 0.000 description 18
- FCCDDURTIIUXBY-UHFFFAOYSA-N lipoamide Chemical compound NC(=O)CCCCC1CCSS1 FCCDDURTIIUXBY-UHFFFAOYSA-N 0.000 description 12
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 11
- 235000017557 sodium bicarbonate Nutrition 0.000 description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 description 6
- 230000008569 process Effects 0.000 description 6
- 206010057190 Respiratory tract infections Diseases 0.000 description 5
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 230000008859 change Effects 0.000 description 4
- 230000014759 maintenance of location Effects 0.000 description 4
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 4
- 235000013878 L-cysteine Nutrition 0.000 description 3
- 239000004201 L-cysteine Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
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- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
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- 238000004128 high performance liquid chromatography Methods 0.000 description 2
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- 238000003860 storage Methods 0.000 description 2
- 239000003826 tablet Substances 0.000 description 2
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- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 2
- 235000019154 vitamin C Nutrition 0.000 description 2
- 239000011718 vitamin C Substances 0.000 description 2
- PFTAWBLQPZVEMU-DZGCQCFKSA-N (+)-catechin Chemical compound C1([C@H]2OC3=CC(O)=CC(O)=C3C[C@@H]2O)=CC=C(O)C(O)=C1 PFTAWBLQPZVEMU-DZGCQCFKSA-N 0.000 description 1
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- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
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- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
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- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
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- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
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- 230000008901 benefit Effects 0.000 description 1
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- 239000000872 buffer Substances 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- ADRVNXBAWSRFAJ-UHFFFAOYSA-N catechin Natural products OC1Cc2cc(O)cc(O)c2OC1c3ccc(O)c(O)c3 ADRVNXBAWSRFAJ-UHFFFAOYSA-N 0.000 description 1
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- 206010022000 influenza Diseases 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000006194 liquid suspension Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 230000036542 oxidative stress Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000005453 pelletization Methods 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 229910000160 potassium phosphate Inorganic materials 0.000 description 1
- 235000011009 potassium phosphates Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000022558 protein metabolic process Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- -1 sodium alpha-lipoic acid salt Chemical class 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
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- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 description 1
- 229940033123 tannic acid Drugs 0.000 description 1
- 235000015523 tannic acid Nutrition 0.000 description 1
- 229920002258 tannic acid Polymers 0.000 description 1
- 230000036962 time dependent Effects 0.000 description 1
- 230000000451 tissue damage Effects 0.000 description 1
- 231100000827 tissue damage Toxicity 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 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 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K10/00—Animal feeding-stuffs
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K50/00—Feeding-stuffs specially adapted for particular animals
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Animal Husbandry (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Birds (AREA)
- Fodder In General (AREA)
Abstract
Description
구분 | pH | 비고 |
실시예 1 | 6.00 | 소디움 바이카보네이트 |
실시예 2 | 6.20 | 소디움 바이카보네이트 |
실시예 3 | 6.30 | 소디움 바이카보네이트 |
실시예 4 | 6.50 | 소디움 바이카보네이트 |
실시예 5 | 6.90 | 소디움 바이카보네이트 |
실시예 6 | 6.95 | 소디움 바이카보네이트 |
실시예 7 | 7.00 | 소디움 바이카보네이트 |
실시예 8 | 7.50 | 소디움 바이카보네이트 |
실시예 9 | 6.50 | L-시스테인(L-cysteine) 0.1중량% 용액 |
실시예 10 | 6.50 | 수산화나트륨 |
구분 | pH | 비고 |
비교예 1 | 6.50 | - |
비교예 2 | 6.50 | 안식향산 |
비교예 3 | 6.50 | 에틸파라벤 |
비교예 4 | 6.50 | 메틸파라벤 |
비교예 5 | 6.50 | 프로필파라벤 |
구분 | pH | 알파 리포산 함량(%) | 초기 함량 유지율(%) | 비고 | |
50℃ | 100℃ | ||||
실시예 1 | 6.00 | 95.0 | 95.0 | 94.8 | |
실시예 2 | 6.20 | 96 | 96.0 | 95.9 | |
실시예 3 | 6.30 | 97 | 97 | 96.5 | |
실시예 4 | 6.50 | 99.5 | 99.5 | 99.4 | |
실시예 5 | 6.90 | 92 | 92 | 92 | |
실시예 6 | 6.95 | 93 | 93 | 92.5 | |
실시예 7 | 7.00 | 90 | 90 | 90 | |
실시예 8 | 7.50 | 82 | 80 | 75 | |
실시예 9 | 6.50 | 67 | 55 | 40 | L-시스테인 |
실시예 10 | 6.50 | 78 | 70 | 65 | 수산화나트륨 |
비교예 1 | 6.50 | 81 | 75 | 62 | |
비교예 2 | 6.50 | 80 | 77 | 60 | |
비교예 3 | 6.50 | 76 | 72 | 68 | |
비교예 4 | 6.50 | 77 | 70 | 62 | |
비교예 5 | 6.50 | 65 | 61 | 53 |
성분 | 중량% |
알파 리포산염 동결건조물 | 1 |
탈지강 | 49.9 |
옥수수분 | 44 |
덱스트린 | 5 |
제올라이트 | 0.1 |
합계 | 100 |
구분 | pH | 알파 리포산 함량(%) | 초기 함량 유지율(%) | 비고 | ||
50℃ | 100℃ | 160℃ | ||||
실시예 11 | 6.00 | 0.95 | 99 | 98 | 95 | |
실시예 12 | 6.20 | 0.96 | 99 | 98 | 96 | |
실시예 13 | 6.30 | 0.96 | 99 | 99 | 96 | |
실시예 14 | 6.50 | 1.00 | 99 | 99 | 97 | |
실시예 15 | 6.90 | 0.92 | 99 | 98 | 96 | |
실시예 16 | 6.95 | 0.93 | 99 | 98 | 94 | |
실시예 17 | 7.00 | 0.90 | 99 | 98 | 95 | |
실시예 18 | 7.50 | 0.82 | 98 | 92 | 80 | |
실시예 19 | 6.50 | 0.67 | 70 | 60 | 40 | L-시스테인 |
실시예 20 | 6.50 | 0.78 | 80 | 70 | 60 | 수산화나트륨 |
Claims (8)
- (1) 소디움 벤조에이트, 소디움 프로피오네이트 또는 이들의 혼합물;과 알파 리포산(α-lipoic acid);을 함유하는 수기반 현탁액을 제조하는 제1 단계; 및
(2) 상기 현탁액에 알칼리제를 투입한 후 교반하여 수용액을 제조하는 제2 단계; 를 포함하는 알파 리포산염 수용액(aqueous α-lipoic acid salt solution)의 제조방법.
- 제 1항에 있어서,
상기 현탁액은 알파 리포산(α-lipoic acid)을 0.5~20.0 중량%로 함유하는 알파 리포산염 수용액의 제조방법.
- 제 1항에 있어서,
상기 현탁액은 소디움 벤조에이트, 소디움 프로피오네이트 또는 이들의 혼합물을 상기 알파 리포산 100 중량부를 기준으로 0.01~4.00 중량부로 함유하는 알파 리포산염 수용액의 제조방법.
- 제 1항에 있어서,
상기 알칼리제는 소디움 바이카보네이트, 소디움 카보네이트 또는 이들의 혼합물인 알파 리포산염 수용액의 제조방법.
- 제 1항에 있어서,
상기 알파 리포산염 수용액(aqueous α-lipoic acid salt solution)은 상기 알칼리제에 의해 pH 6.00~7.00 로 조절된 알파 리포산염 수용액의 제조방법.
- 알칼리제; 알파 리포산; 및 소디움 벤조에이트, 소디움 프로피오네이트 또는 이들의 혼합물;을 함유하는, 동물사료용 첨가제.
- 제 6항에 따른 상기 동물사료용 첨가제를 함유하는 동물 사료.
- 제 7항에 있어서,
상기 동물은 소, 돼지, 염소, 개 또는 토끼를 포함하는 가축류 및 닭, 오리, 꿩 또는 거위를 포함하는 가금류인 동물 사료.
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