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53340

Sigma-Aldrich

L-Histidine dihydrochloride

≥99.0% (AT)

Synonym(s):

L-Histidine hydrochloride (1:2)

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About This Item

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

product name

L-Histidine dihydrochloride, ≥99.0% (AT)

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

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
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
Ana Reis et al.
Analytical and bioanalytical chemistry, 399(8), 2779-2794 (2011-02-01)
The radical oxidation of isomeric peptides containing one reactive amino acid [histidine (H)] and another less reactive amino acid [glycine (G)] in the form of dipeptides (HG and GH) and tripeptides (HGG, GHG, and GGH) was studied by mass spectrometry
Amir Abbas Farshid et al.
Indian journal of pharmacology, 45(2), 126-129 (2013-05-30)
Cyclophosphamide (CP), a widely used antineoplastic drug causes hemorrhagic cystitis (HC) mainly via induction of oxidative stress. Both vitamin C and histidine have antioxidant properties. The present study aimed to investigate the effects of oral (p.o.) administration of vitamin C
Sadao Wakabayashi et al.
Seminars in thrombosis and hemostasis, 37(4), 389-394 (2011-08-02)
Histidine-rich glycoprotein (HRG) is one of the major plasma proteins and thought to function in blood coagulation, fibrinolysis, and innate immune systems. The amino acid sequence of HRG revealed a multidomain structure consisting of cystatin-like domains 1 and 2, a
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