H15403
L-组氨酸甲酯 二盐酸盐
97%
别名:
(S)-Histidine methyl ester dihydrochloride, Methyl L-histidinate dihydrochloride
质量水平
方案
97%
旋光性
[α]20/D +9.0°, c = 2 in H2O
反应适用性
reaction type: solution phase peptide synthesis
颜色
white
mp
207 °C (dec.) (lit.)
应用
peptide synthesis
SMILES字符串
Cl.Cl.COC(=O)[C@@H](N)Cc1c[nH]cn1
InChI
1S/C7H11N3O2.2ClH/c1-12-7(11)6(8)2-5-3-9-4-10-5;;/h3-4,6H,2,8H2,1H3,(H,9,10);2*1H/t6-;;/m0../s1
InChI key
DWAYENIPKPKKMV-ILKKLZGPSA-N
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应用
L-组氨酸甲酯二盐酸盐可用作以下应用的反应剂：
- 通过与不同的醛类发生皮克特-施彭格勒反应合成咪唑并吡啶衍生物。
- 通过与甲基丙烯酰氯发生反应合成金属络合配体N-甲基丙烯酰基-(l)-组氨酸甲酯。
- 通过与聚（α,β-L-天冬氨酸）发生酰胺化反应合成两性离子多肽衍生物。
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
Xue-Li Geng et al.
The Journal of organic chemistry, 73(21), 8558-8562 (2008-10-11)
The low-molecular-weight and easily prepared N-thiobenzoyl 1-methyl-histidine methyl ester 3k was utilized to efficiently catalyze the kinetic resolution of racemic secondary alcohols. Comparison of the conformations of amide catalyst 3c and thioamide catalyst 3k was made to understand the origin
R Stupnicki et al.
Journal of steroid biochemistry, 28(6), 663-667 (1987-12-01)
Steroid derivatives containing histidine methyl ester (HME), instead of histamine, were prepared by mixed anhydride coupling. The derivatives were crystalline, and when labelled in microgram quantities by using Iodo-gen (exposure time 1 h) the yield of the immunoreactive fraction was
Y Oya et al.
Mutation research, 198(1), 233-240 (1988-03-01)
An enhancing effect of L-histidine (L-His) was detected on the induction by hydrogen peroxide (H2O2) of chromosomal aberrations of both the chromosome type and the chromatid type, in human embryonic fibroblasts. The maximum efficiency of induction was about 8-fold higher
T A Alston et al.
Biochemistry, 26(13), 4082-4085 (1987-06-30)
L-Histidine methyl ester inactivates histidine decarboxylase in a time-dependent manner. The possibility was considered that an irreversible reaction between enzyme and inhibitor occurs [Recsei, P. A., & Snell, E. E. (1970) Biochemistry 9, 1492-1497]. We have confirmed time-dependent inactivation by
Novel metal-chelate affinity sorbents for reversible use in catalase adsorption
Akgol S and Denizli A
Journal of Molecular Catalysis. B, Enzymatic, 28(1), 7-14 (2004)
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