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53370

Sigma-Aldrich

L-Histidine monohydrochloride monohydrate

≥99.0% (AT)

Synonym(s):

L-α-Amino-β-(4-imidazolyl)propionic acid monohydrochloride

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About This Item

Empirical Formula (Hill Notation):
C6H9N3O2 · HCl · H2O
CAS Number:
5934-29-2
Molecular Weight:
209.63
Beilstein/REAXYS Number:
4168261
MDL number:
MFCD00151027
UNSPSC Code:
12352209
PubChem Substance ID:
329757872
NACRES:
NA.77

Quality Level

100

assay

≥99.0% (AT)

form

solid

optical activity

[α]20/D +9.5±0.5°, c = 5% in 5 M HCl

impurities

≤0.3% foreign amino acids

mp

254 °C (dec.) (lit.)

solubility

H2O: 1 g/10 mL, clear, colorless (hot)

anion traces

sulfate (SO42-): ≤100 mg/kg

cation traces

Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
NH4+: ≤500 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

SMILES string

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

InChI

1S/C6H9N3O2.ClH.H2O/c7-5(6(10)11)1-4-2-8-3-9-4;;/h2-3,5H,1,7H2,(H,8,9)(H,10,11);1H;1H2/t5-;;/m0../s1

InChI key

CMXXUDSWGMGYLZ-XRIGFGBMSA-N

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General description

L-Histidine is a hydrophilic essential amino acid that has a basic sidechain containing an imidazole group.

Biochem/physiol Actions

L-Histidine is biosynthesized from ATP, 5-phosphoribosyl-1-pyrophosphate (PRPP), and glutamine. This essential amino acid can be degraded to glutamate by histidiase, urocanase and imidazolonepropionase; it is also the precursor of histamine by action of histidine decarboxylase.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

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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Biochemistry, 3rd. ed. (New York, NY)
Stryer, L., W.H. Freeman
Biochemistry (3rd Edition), 19-20 (1988)
Sean E Lehman et al.
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Protein aggregation can affect the quality of protein-based therapeutics. Attempting to unravel factors influencing protein aggregation involves systematic studies. These studies often include sodium azide or similar preservatives in the aggregation buffer. This work shows effects of azide on aggregation
Textbook of Biochemistry with Clinical Correlations, 5th ed. (New York, NY)
Devlin, T. M., ed., Wiley-Liss
Biochemistry (5th Edition), 97-97 (2002)
Karla Viridiana Castro-Cerritos et al.
Bio-protocol, 7(23), e2634-e2634 (2017-12-05)
Elucidating how a population of non-growing bacteria generates mutations improves our understanding of phenomena like antibiotic resistance, bacterial pathogenesis, genetic diversity and evolution. To evaluate mutations that occur in nutritionally stressed non-growing bacteria, we have employed the strain B. subtilis
Martin Maldonado et al.
Neurochemistry international, 85-86, 31-39 (2015-05-06)
The effect of reserpine on histamine (HA) and tele-methylhistamine (N(τ)-MHA) in hypothalamus and cortex of rats was analyzed and compared to catecholamines. IP injection of reserpine (5 mg/kg) confirmed the effectiveness of reserpine treatment on noradrenaline and dopamine levels. Our in-vitro
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