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
产品名称
L-组氨酸甲酯 二盐酸盐, 97%
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
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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)
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)
V H Vilchiz et al.
Acta crystallographica. Section C, Crystal structure communications, 52 ( Pt 3), 696-698 (1996-03-15)
The title compound, C7H13N3O2(2+).2Cl-, has distances and angles quite similar to those of histidine hydrochloride monohydrate [Donohue & Caron (1964). Acta Cryst. 17, 1178-1180], except for the distances within the ester functionality.
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)
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
Borislav Kovacević et al.
The journal of physical chemistry. A, 109(37), 8329-8335 (2006-07-13)
Gas-phase H/D exchange experiments with CD3OD and D2O and quantum chemical ab initio G3(MP2) calculations were carried out on protonated histidine and protonated histidine methyl ester in order to elucidate their bonding and structure. The H/D exchange experiments show that
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