组氨酸甲酯
化合物
组氨酸甲酯（英語：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]。
| 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。 | |
组氨酸甲酯与组氨酸脱羧酶结合
参考文献
- ^ 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.
