엑토인

엑토인
엑토인 구조식 이미지
카스 번호:
96702-03-3
한글명:
엑토인
동의어(한글):
엑토인
상품명:
Ectoine
동의어(영문):
ECTOIN;Pyrostatine B;RonaCare;ECTOINE BIOCHEMIKA 99%;Ectoine sodium salt monohydrate;(S)-1,4,5,6-Tetrahydro-2-methyl-4-pyrimidincarbonsure;2-METHYL-1,4,5,6-TETRAHYDROPYRIMIDINE-4-CARBOXYLIC ACID;THP[B];Ikdoin;ECTOINE
CBNumber:
CB4359836
분자식:
C6H10N2O2
포뮬러 무게:
142.16
MOL 파일:
96702-03-3.mol
MSDS 파일:
SDS

엑토인 속성

녹는점
~280°
알파
D20 +140° (c = 1.0 in methanol)
끓는 점
381.5±35.0 °C(Predicted)
밀도
1.37
저장 조건
2-8°C
용해도
메탄올: 20 mg/mL, 투명, 무색
산도 계수 (pKa)
3.14±0.20(Predicted)
물리적 상태
고체
물리적 상태
단단한 모양
색상
흰색에서 황백색까지
수용성
Water : 250 mg/mL (1758.58 mM)
BRN
7288977
안정성
흡습성
InChI
InChI=1S/C6H10N2O2/c1-4-7-3-2-5(8-4)6(9)10/h5H,2-3H2,1H3,(H,7,8)(H,9,10)/t5-/m0/s1
InChIKey
WQXNXVUDBPYKBA-YFKPBYRVSA-N
SMILES
C1(C)=NCC[C@@H](C(O)=O)N1

안전

위험품 표기 Xi
위험 카페고리 넘버 36/37/38
안전지침서 26-36
WGK 독일 1
HS 번호 2933.59.9500

엑토인 C화학적 특성, 용도, 생산

개요

Ectoine is a cyclic tetrahydropyrimidine organic osmolyte, which was discovered in the halophilic bacterium Ectothiorhodospira halochloris. It is the most abundant solute produced by aerobic heterotrophic eubacteria and has been extensively characterized as an osmoprotectant and stabilizer for cells and biomolecules.
Ectoine is considered a member of the small molecule chaperones family (SMCs). SMCs accumulate to high intracellular concentrations, preventing the misfolding/ denaturation of proteins and other labile macromolecules.  Ectoine preserves enzymes and whole cells against harmful conditions such as freezing, drying, or heating. This molecule, among other compatible solutes, possesses the ability to conserve the proteolytic activity of trypsin and chymotrypsin. It has been shown to induce heat shock proteins and downregulate proinflammatory signals in human keratinocytes. It is not toxic to the cellular environment, even at concentrations as high as 100 mM.
Ectoine strongly inhibits the Ab42 amyloid formation in vitro, reducing the toxicity to human neurblastoma cells. Ab42 was found to be the most predominant proteolytic fragment found in amyloid plaques, thus, ectoine may act as a potential inhibitor associated with neurodegenerative diseases.

정의

Ectoine is a carboxamidine heterocycle obtained by formal condensation of (2S)-2,4-diaminobutanoic acid with acetic acid. It has a role as an osmolyte. It is a carboxamidine, a member of 1,4,5,6-tetrahydropyrimidines and a monocarboxylic acid. It is a conjugate acid of an ectoinate. It is a tautomer of an ectoine zwitterion.

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