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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:
Molecular Weight:
209.63
Beilstein:
4168261
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

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[1][2]; it is also the precursor of histamine by action of histidine decarboxylase.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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.
Journal of pharmaceutical sciences, 110(5), 1948-1957 (2021-01-17)
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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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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