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Merck
CN

H15403

Sigma-Aldrich

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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About This Item

经验公式(希尔记法):
C7H11N3O2 · 2HCl
CAS号:
分子量:
242.10
Beilstein:
3572009
EC 号:
MDL编号:
UNSPSC代码:
12352209
eCl@ss:
32160406
PubChem化学物质编号:
NACRES:
NA.22

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)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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)
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)
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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