L-글루타민산
(S)-2-아미노글루타르산 · (S)-글루탐산 · 2-아미노글루타르산 · L-글루타믹산 · L-글루탐산 · 글루타미놀 · 글루타믹산 · 글루타톤

식별자 및 물리적 특성
| CAS No. | 56-86-0 |
|---|---|
| 분자식 | C5H9NO4 |
| 평균 분자량 | 147.13 g/mol |
| 단동위원소 질량 | 147.05315777 g/mol |
| SMILES | N[C@@H](CCC(=O)O)C(=O)O |
| InChIKey | WHUUTDBJXJRKMK-VKHMYHEASA-N |
| PubChem CID | 33032 |
| ChEMBL | CHEMBL575060 |
| ChEBI | CHEBI:16015 |
| EC No. | 200-293-7 |
| DTXSID | DTXSID5020659 |
| 현지명 | L-글루타민산 |
화학 및 물리적 성질
| XLogP | -3.7 |
|---|---|
| 극성 표면적 | 101 |
| 수소 결합 공여자 수 | 3 |
| 수소 결합 수용자 수 | 5 |
| 회전 가능 결합 수 | 4 |
| 무거운 원자 수 | 10 |
| 형식 전하 | 0 |
| 복잡도 | 145 |
| 물질 분류 | Biological Agents -> Amino Acids and Derivatives |
| 화장품 | Cosmetic ingredients (Glutamic Acid) -> CIR (Cosmetic Ingredient Review)Hair conditioningHumectantAntistatic |
| pH | Between 3,0 and 3,5 (saturated solution)Aqueous solutions have pH values of approximately 23.0-3.5 (8.6g/l, H2O, 25℃) |
| LogP(분배 계수) | log Kow = -3.69 at pH 7.0 |
| 냄새 | Odorless100.00%에서. 순한 효모로 구운 빵 |
| 맛 | Umami sour tasteAcidic (glutamate-like) taste |
| 식품 첨가물 | FLAVORING AGENT OR ADJUVANT, NUTRIENT SUPPLEMENT, PH CONTROL AGENT -> FDA Substance added to food |
| 밀도 | 1.538 g/cu cm at 20 °C1.54 g/cm3 at 20 °C |
| Color/Form | Orthorhombic plates from dilute alcohol |
| 용해도 | Sparingly soluble in waterpractically insoluble in ethanol or etherIn water, 8570 mg/L at 25 °CInsoluble in methanol, ethanol, ether, acetone, cols glacial acetic acid and common neutral solvents.8.57 mg/mLSlight soluble in water and ether1M HCl: 100mg/mL |
| Animal Drugs | Pharmaceuticals -> UK Veterinary Medicines Directorate List |
| 끓는 점 | Sublimes at 175 °C267.21°C (rough estimate) |
| 녹는점 | 205 °C (dec.) (lit.) |
| 굴절률 | 1.4300 (estimate) |
| FEMA | 3285 | L-GLUTAMIC ACID |
| 저장 조건 | 2-8°C |
| 물리적 상태 | 가루 |
| pKa(산도 계수) | 2.13(at 25℃) |
| 색상 | 하얀색 |
| 향취 유형 | 효모 |
| 생물학적 소스 | non-animal source |
| 용해도 | 7.5g/L(20℃) |
| Merck | 14,4469 |
| JECFA Number | 1420 |
| BRN | 1723801 |
| 주요 응용 | 의약품(소분자) |
| 화장품 원료 기능 | 헤어 컨디셔닝대전방지제보습제 |
| InChI | 1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1 |
| InChIKey | WHUUTDBJXJRKMK-VKHMYHEASA-N |
| SMILES | N[C@@H](CCC(O)=O)C(O)=O |
| LogP(분배 계수) | -3.69 |
| NIST | L-Glutamic acid(56-86-0) |
| EPA | L-Glutamic acid (56-86-0) |
화학적 성질
L-Glutamic acid has a very faint odor reminiscent of yeast or freshly baked bread and a mild, somewhat sweet, meat- like taste This is a naturally occurring amino acid of plant and animal proteins The average glutamic acid content of food proteins is 20%, expressed as glutamic acid per 100 g of the edible portions For a detailed description, see Burdock (1997).
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 95.4% (293 of 307) of all reports.Not ClassifiedAggregated GHS information provided per 307 reports by companies from 5 notifications to the ECHA C&L Inventory.DangerH314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement) |
|---|---|
| 규제 정보 | Chemical: L-Glutamic acidRegulation (EC) No 1333/2008 (amended)L-Glutamic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of L-Glutamic acid are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 31-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/12560L-Glutamic acid: Does not have an individual approval but may be used under an appropriate group standardGlutamic acid: Does not have an individual approval but may be used under an appropriate group standard |
| 기타 안전 정보 | IMAP assessments - L-Glutamic acid: Environment tier I assessment |
| 유해성 요약 | Causes mild eye irritation in rabbits (classified by the EC as not irritating)Not a skin sensitizer in guinea pigs[IUCLID] Safe when used as a flavoring agent in food[JECFA] May cause irritation[Sigma-Aldrich MSDS] See DL-Glutamic acid. |
| FDA 요건 | L-Glutamic acid is a food additive permitted for direct addition to food for human consumption, as long as 1) the quantity of the substance added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) any substance intended for use in or on food is of appropriate food grade and is prepared and handled as a food ingredient.This substance is generally recognized as safe when used as a salt substitute in accordance with good manufacturing practice.This substance is generally recognized as safe when used as a salt substitute in accordance with good manufacturing practice. /Glutamic acid hydrochloride/ |
용도
용도
글루탐산 나트륨(영어: sodium glutamate) 또는 글루탐산 일나트륨(영어: monosodium glutamate, MSG)은 가장 풍부한 자연발생 불필수 아미노산인 글루탐산의 나트륨염이다.
개요
L-Glutamic acid, or L-2-aminopentanedioic acid, is a naturally occurring amino acid of plant and animal proteins. It has a very faint odor reminiscent of yeast or freshly baked bread. It has a mild, somewhat sweet, meat-like taste.The average glutamic acid content of food proteins is 20 percent. Expressed as glutamic acid per 100 g of the edible portions, medium fat beef contains about 2.65 g of glutamic acid; whole liquid cow milk, 0.82 g; lean pork, 2.16 g; haddock, 2.32 g; peas, 5.58 g; soybeans, 7.01 g; commeal, 1.62 g; and whole grain wheat flour, 4.16 g. In addition, free glutamic acid is present in many vegetables, fish, and meats in small amounts (0. 005 to 0.23 g per 100 g) and as high as 2 g per 100 g in some varieties of cheese. Recent estimates of free amino acids in the milk of various species indicated that the free glutamic acid in human milk is about 0.22 g per 100 mL.Glutamic acid and its salts are prepared commercially by hydrolysis of gluten (wheat, corn, soybean, sugarbeet protein); by fermentation from glucose-containing raw materials; the racemic acid may be resolved into the d- and ι-isomer by fractional crystallization; from 2 -cyclopentenylamine; by microbial conversion of aketoglutaric acid; or by an alternative method, using Bacillus megatherium-cereus; from fumaric acid using B. pumilus; from starch.Glutamic acid and the hydrochloride as well as the mono-sodium, -potassium, and -ammonium salts of L-glutamic acid share similar physical properties: they are nearly odorless, white, free-flowing crystalline powders, and except for glutamic acid and glutamic acid hydrochloride, are freely soluble in water. Glutamic acid is slightly soluble and glutamic acid hydrochloride moderately soluble in water. The pH of a saturated solution is about 3.2.
출처
Reported as occurring in many vegetable proteins, in beef fbrin, in the chrysalis of silkworm, in the hydro- lysate of crystalline insulin Also present in other important peptides, such as glutathione, tyrocidin, folic acid, β-lactoglobulin, secretin and bacitracin, and in growth hormone
용도
L-glutamic acid or its salt, monosodium glutamate (MSG), is used as an additive to human food to enhance the taste. Although seaweed had been used in Asia to enhance food flavor for over 1000 years, it was not until 1908 that the essential component responsible for the flavor phenomenon was identified as glutamic acid. From 1910 until 1956, monosodium glutamate was extracted from sea weed, a slow and costly method. In 1956, Ajinomoto, a Japanese company, succeeded in producing glutamic acid by means of fermentation. Today, L-glutamic acid or MSG is generally made by microbial fermentation using genetically modified bacteria.
제조 및 합성 방법
제조 방법
By hydrolysis of gluten (wheat, corn or other vegetable sources); by fermentation from glucose-containing raw materials; the racemic acid may be resolved into the d- and l-isomer by fractional crystallization; from 2-cyclopentenylamine; by microbial conversion of α-ketoglutaric acid; or by an alternative method, using Bacillus megatherium-cereus; from fumaric acid, using B pumilus; from starch.