组氨酸甲酯
外观
组氨酸甲酯 | |
---|---|
别名 | Methyl L-histidinate, HME |
识别 | |
CAS号 | 1499-46-3 7389-87-9(HCl) |
PubChem | 92893 |
ChemSpider | 83857 |
SMILES |
|
Beilstein | 957974 |
EINECS | 216-109-3 |
ChEBI | 70961 |
性质 | |
化学式 | C7H11N3O2 |
摩尔质量 | 169.18 g·mol−1 |
熔点 | 62-66 °C[1] |
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。 |
组氨酸甲酯(英语:Histidine methyl ester,缩写HME)是一种氨基酸酯,化学式为C7H11N3O2,可作为组氨酸脱羧酶的不可逆抑制剂[2][3][4]。它和苯甲醛反应,经氰基硼氢化钠还原, 可以得到N-苄基组氨酸甲酯[5]。
参考文献
[编辑]- ^ Merrifield, R. B.; Woolley, D. W. The Synthesis of L-Seryl-L-histidyl-L-leucyl-L-valyl- L-glutamic Acid, a Peptide with Strepogenin Activity. Journal of the American Chemical Society. 1956-09, 78 (18): 4646–4649. doi:10.1021/ja01599a032.
- ^ Lane, Roger S; Manning, James M; Snell, Esmond E. Histidine decarboxylase of lactobacillus 30a: inactivation and active-site labeling by L-histidine methyl ester. Biochemistry. 2002, 15 (19): 4180–5. PMID 963031. doi:10.1021/bi00664a008.
- ^ Alston, Theodore A; Abeles, Robert H. Reaction of Lactobacillus histidine decarboxylase with L-histidine methyl ester. Biochemistry. 2002, 26 (13): 4082–5. PMID 3651438. doi:10.1021/bi00387a051.
- ^ Komori, H; Nitta, Y; Ueno, H; Higuchi, Y. Structural Study Reveals That Ser-354 Determines Substrate Specificity on Human Histidine Decarboxylase. The Journal of Biological Chemistry. 2012, 287 (34): 29175–83. PMC 3436558 . PMID 22767596. doi:10.1074/jbc.M112.381897 .
- ^ Roy, Moumita Singha; Meng, Xiaofeng; Koda, Karuna; Shrestha, Andrina; Putman, Joshua I; Gout, Delphine; Armstrong, Daniel W.; Lovely, Carl J. Total synthesis of haploscleridamine, villagorgin A and an approach towards lissoclin C. Organic & Biomolecular Chemistry. 2023, 21 (7): 1422–1434. doi:10.1039/D2OB01908F.