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Sigma-Aldrich

L-Histidine dihydrochloride

≥99.0% (AT)

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Synonym(s):
L-Histidine hydrochloride (1:2)
Empirical Formula (Hill Notation):
C6H9N3O2 · 2HCl
CAS Number:
6027-02-7
Molecular Weight:
228.08
Beilstein/REAXYS Number:
6119230
EC Number:
227-890-5
MDL number:
MFCD00066569
UNSPSC Code:
12352209
PubChem Substance ID:
57651406
NACRES:
NA.26

Quality Level

100

assay

≥99.0% (AT)

form

powder or crystals

optical activity

[α]20/D +6.5±1°, c = 8% in H2O

ign. residue

≤0.1% (as SO4)

color

white

mp

240-245 °C (dec.)

solubility

H2O: soluble
saline: soluble

anion traces

sulfate (SO42-): ≤50 mg/kg

cation traces

As: ≤0.1 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
NH4+: ≤500 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

SMILES string

Cl.Cl.N[C@@H](Cc1c[nH]cn1)C(O)=O

InChI

1S/C6H9N3O2.2ClH/c7-5(6(10)11)1-4-2-8-3-9-4;;/h2-3,5H,1,7H2,(H,8,9)(H,10,11);2*1H/t5-;;/m0../s1

InChI key

XEJCDBUNISUVGZ-XRIGFGBMSA-N

Related Categories

Biochem/physiol Actions

L-Histidine is a natural proteinogenic α amino acid useful as a cell growth supplement that support protein and peptide biosynthesis. L-Histidine is studied in a wide range of applications that involve imidazole chemistry and biochemisty.
L-Histidine is a positively charged imidazole-side chain containing α amino acid. It is metabolized to histamine and is a precursor of the dipeptide carnosine. As one of the 22 proteinogenic amino acids L-His is incorporated into proteins by translation processes in vitro. L-Histidine is an essential amino acid added to cell culture media.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Azzurra Stefanucci et al.
International journal of molecular sciences, 12(5), 2853-2890 (2011-06-21)
A successful design of peptidomimetics must come to terms with χ-space control. The incorporation of χ-space constrained amino acids into bioactive peptides renders the χ(1) and χ(2) torsional angles of pharmacophore amino acids critical for activity and selectivity as with
Jorge A Vila et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(14), 5602-5607 (2011-03-23)
A method is proposed to determine the fraction of the tautomeric forms of the imidazole ring of histidine in proteins as a function of pH, provided that the observed and chemical shifts and the protein structure, or the fraction of
Reprint of: Immobilized-Metal Affinity Chromatography (IMAC): A Review.
Block H, Maertens B, Spriestersbach A, et al.
Protein Expression and Purification, DOI: 10-DOI: 10 (2011)
Alan R Hipkiss
Journal of Alzheimer's disease : JAD, 11(2), 229-240 (2007-05-25)
Reactive oxygen species, reactive nitrogen species, copper and zinc ions, glycating agents and reactive aldehydes, protein cross-linking and proteolytic dysfunction may all contribute to Alzheimer's disease (AD). Carnosine (beta-alanyl-L-histidine) is a naturally-occurring, pluripotent, homeostatic agent. The olfactory lobe is normally
Amir Abbas Farshid et al.
Drug and chemical toxicology, 38(4), 436-441 (2014-11-28)
In this study, the effect of separate and combined intraperitoneal (i.p.) injections of histidine and n-acetylcysteine were investigated on experimental damage induced by doxorubicin (DOX) in sciatic nerve of rats. DOX was i.p. injected at a dose of 4 mg/kg once
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