H15403
L-组氨酸甲酯 二盐酸盐
97%
别名:
(S)-Histidine methyl ester dihydrochloride, Methyl L-histidinate dihydrochloride
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关于此项目
经验公式（希尔记法）:
C7H11N3O2 · 2HCl
化学文摘社编号:
分子量:
242.10
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
230-973-9
MDL number:
Beilstein/REAXYS Number:
3572009
InChI key
DWAYENIPKPKKMV-ILKKLZGPSA-N
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
SMILES string
Cl.Cl.COC(=O)[C@@H](N)Cc1c[nH]cn1
assay
97%
optical activity
[α]20/D +9.0°, c = 2 in H2O
reaction suitability
reaction type: solution phase peptide synthesis
color
white
mp
207 °C (dec.) (lit.)
application(s)
peptide synthesis
Quality Level
Application
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。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Scott Worley et al.
Proteins, 46(3), 321-329 (2002-02-09)
Histidine decarboxylase (HDC) from Lactobacillus 30a converts histidine to histamine, a process that enables the bacteria to maintain the optimum pH range for cell growth. HDC is regulated by pH; it is active at low pH and inactive at neutral
Xiaoyu Su et al.
Chirality, 21(5), 539-546 (2008-08-14)
Two kinds of novel chiral molecular tweezers containing imidazoliums were synthesized from L-alanine, L-phenylalanine, and L-glutamic acid. They are constructed by the chiral imidazolium pincers and two different spacers which are 1,3-bis (bromomethyl)benzene and 2,6-bis(bromomethyl)pyridine, respectively. The enantioselective recognition of
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
Synthesis of a novel zwitterionic biodegradable poly (α,β-L-aspartic acid) derivative with some L-histidine side-residues and its resistance to non-specific protein adsorption
Wang X, et al.
Colloids and Surfaces, B: Biointerfaces, 86(1), 237-241 (2011)
Role of the acid group in the pictet-spengler reaction of α-amino acids
de la Figuera Natalia, et al.
Synlett, 2006(12), 1903-1907 (2006)
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