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Merck
모든 사진(2)

문서

H15403

Sigma-Aldrich

L-Histidine methyl ester dihydrochloride

97%

동의어(들):

(S)-Histidine methyl ester dihydrochloride, Methyl L-histidinate dihydrochloride

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About This Item

실험식(Hill 표기법):
C7H11N3O2 · 2HCl
CAS Number:
Molecular Weight:
242.10
Beilstein:
3572009
EC Number:
MDL number:
UNSPSC 코드:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

97%

광학 활성

[α]20/D +9.0°, c = 2 in H2O

반응 적합성

reaction type: solution phase peptide synthesis

색상

white

mp

207 °C (dec.) (lit.)

응용 분야

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

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애플리케이션

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

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문서 라이브러리 방문

이미 열람한 고객

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)
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

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