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)
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
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
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
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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