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Key Documents

H6647

Sigma-Aldrich

L-Histidinol dihydrochloride

≥98 (TLC)

Synonym(s):

β-Aminoimidazole-4-propanol dihydrochloride, (S)-2-Amino-3-(4-imidazolyl)propanol dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C6H11N3O · 2HCl
CAS Number:
Molecular Weight:
214.09
Beilstein:
3914853
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32

Quality Level

Assay

≥98% (TLC)

form

powder

color

white to off-white

mp

198-201 °C (dec.) (lit.)

application(s)

cell analysis

SMILES string

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

InChI

1S/C6H11N3O.2ClH/c7-5(3-10)1-6-2-8-4-9-6;;/h2,4-5,10H,1,3,7H2,(H,8,9);2*1H/t5-;;/m0../s1

InChI key

FRCAFNBBXRWXQA-XRIGFGBMSA-N

Gene Information

human ... HRH1(3269)
mouse ... HRH1(15465)
rat ... HRH1(24448)

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Related Categories

Application

L-Histidinol dihydrochloride has been used:
  • as a reagent in urinary metabolite analysis
  • for making DT40 knockout cells, where cells were selected in 1mg/ml histidinol
  • for inducing amino acid deprivation in HepG2 cells

Biochem/physiol Actions

Precursor of histamine; reversible inhibitor of protein synthesis.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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R C Warrington
Biochemistry and cell biology = Biochimie et biologie cellulaire, 70(5), 365-375 (1992-05-01)
Human cancer chemotherapy is limited by two major problems: the failure of commonly used anticancer drugs to act against tumor cells in a specific manner and the ability of malignant cells to resist killing by antineoplastic agents. Experimentally, both of
Fouzia Sadiq et al.
Nutrition & metabolism, 5, 5-5 (2008-02-14)
Intravenous infusions of glucose and amino acids increase both nitrogen balance and muscle accretion. We hypothesised that co-infusion of glucose (to stimulate insulin) and essential amino acids (EAA) would act additively to improve nitrogen balance by decreasing muscle protein degradation
David G Meckes et al.
Virology, 398(2), 208-213 (2010-01-07)
The conserved UL16 tegument protein of herpes simplex virus exhibits dynamic capsid-binding properties with a release mechanism that is triggered during initial virus attachment events. In an effort to understand the capsid association and subsequent release of UL16, we sought
Sebastian Alers et al.
Autophagy, 7(12), 1423-1433 (2011-10-26)
Under normal growth conditions the mammalian target of rapamycin complex 1 (mTORC1) negatively regulates the central autophagy regulator complex consisting of Unc-51-like kinases 1/2 (Ulk1/2), focal adhesion kinase family-interacting protein of 200 kDa (FIP200) and Atg13. Upon starvation, mTORC1-mediated repression
Ana Luísa De Sousa-Coelho et al.
Journal of lipid research, 54(7), 1786-1797 (2013-05-11)
Lipogenic gene expression in liver is repressed in mice upon leucine deprivation. The hormone fibroblast growth factor 21 (FGF21), which is critical to the adaptive metabolic response to starvation, is also induced under amino acid deprivation. Upon leucine deprivation, we

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