H15403
L-Histidine methyl ester dihydrochloride
97%
Synonym(s):
(S)-Histidine methyl ester dihydrochloride, Methyl L-histidinate dihydrochloride
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About This Item
Empirical Formula (Hill Notation):
C7H11N3O2 · 2HCl
CAS Number:
Molecular Weight:
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
Quality Level
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
SMILES string
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
Application
L-Histidine methyl ester dihydrochloride can be used as a reactant to synthesize:
- Imidazopyridine derivatives by Pictet-Spegler reaction with different aldehydes.
- A metal-chelating ligand, N-methacryloyl-(l)-histidine methyl ester by reacting with methacryloyl chloride.
- Zwitterionic polypeptide derivative by amidation reaction with poly (α,β-L-aspartic acid).
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| H15403-100G | 04061833667958 |
| H15403-25G | 04061833667972 |