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H15403

Sigma-Aldrich

L-Histidine methyl ester dihydrochloride

97%

Sinonimo/i:

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

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25 G
CHF 91.40
100 G
CHF 234.00

CHF 91.40


Spedizione prevista il16 aprile 2025


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25 G
CHF 91.40
100 G
CHF 234.00

About This Item

Formula empirica (notazione di Hill):
C7H11N3O2 · 2HCl
Numero CAS:
Peso molecolare:
242.10
Beilstein:
3572009
Numero CE:
Numero MDL:
Codice UNSPSC:
12352209
eCl@ss:
32160406
ID PubChem:
NACRES:
NA.22

CHF 91.40


Spedizione prevista il16 aprile 2025


Richiedi un ordine bulk

Livello qualitativo

Saggio

97%

Attività ottica

[α]20/D +9.0°, c = 2 in H2O

Impiego in reazioni chimiche

reaction type: solution phase peptide synthesis

Colore

white

Punto di fusione

207 °C (dec.) (lit.)

applicazioni

peptide synthesis

Stringa SMILE

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
DWAYENIPKPKKMV-ILKKLZGPSA-N

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Applicazioni

L-Histidine methyl ester dihydrochloride can be used as a reactant to synthesize:
  • Imidazopyridine derivatives by Pictet-Spegler reaction with different aldehydes.[1]
  • A metal-chelating ligand, N-methacryloyl-(l)-histidine methyl ester by reacting with methacryloyl chloride.[2]
  • Zwitterionic polypeptide derivative by amidation reaction with poly (α,β-L-aspartic acid).[3]

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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1 of 3

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
Y Oya et al.
Mutation research, 198(1), 233-240 (1988-03-01)
An enhancing effect of L-histidine (L-His) was detected on the induction by hydrogen peroxide (H2O2) of chromosomal aberrations of both the chromosome type and the chromatid type, in human embryonic fibroblasts. The maximum efficiency of induction was about 8-fold higher
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
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

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