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H15403

Sigma-Aldrich

L-Histidin-Methylester -dihydrochlorid

97%

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C7H11N3O2 · 2HCl
CAS-Nummer:
7389-87-9
Molekulargewicht:
242.10
Beilstein:
3572009
EG-Nummer:
230-973-9
MDL-Nummer:
MFCD00012701
UNSPSC-Code:
12352209
eCl@ss:
32160406
PubChem Substanz-ID:
24895465
NACRES:
NA.22

Assay

97%

Optische Aktivität

[α]20/D +9.0°, c = 2 in H2O

Eignung der Reaktion

reaction type: solution phase peptide synthesis

Farbe

white

mp (Schmelzpunkt)

207 °C (dec.) (lit.)

Anwendung(en)

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

InChIKey

DWAYENIPKPKKMV-ILKKLZGPSA-N

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Anwendung

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).

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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3-Methyl-L-histidin

Sigma-Aldrich

M9005

3-Methyl-L-histidin

Histidin European Pharmacopoeia (EP) Reference Standard

H0750000

Histidin

L-Histidin -dihydrochlorid ≥99.0% (AT)

Sigma-Aldrich

53340

L-Histidin -dihydrochlorid

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
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
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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