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53340

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:
Molecular Weight:
228.08
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
227-890-5
MDL number:
Beilstein/REAXYS Number:
6119230
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Product Name

L-Histidine dihydrochloride, ≥99.0% (AT)

Quality Level

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.

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This Item
H1540330120M9005
form

powder or crystals

form

-

form

powder or crystals

form

powder

assay

≥99.0% (AT)

assay

97%

assay

≥99.0% (RT)

assay

≥98% (TLC)

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

100

color

white

color

white

color

white

color

white to off-white

mp

240-245 °C (dec.)

mp

207 °C (dec.) (lit.)

mp

174.1-174.7 °C

mp

254 °C

optical activity

[α]20/D +6.5±1°, c = 8% in H2O

optical activity

[α]20/D +9.0°, c = 2 in H2O

optical activity

[α]20/D +6.4±0.3°, c = 5% in 5 M HCl

optical activity

-


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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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



Global Trade Item Number

SKUGTIN
493155-1G04061826664407
53340-50G04061832559193
53340-10G04061832719320

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