An intermediate in L-histidine biosynthesis
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L-Histidinol (hydrochloride)

Item No. 18739

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(βS)-amino-1H-imidazole-5-propanol, dihydrochloride
CAS Number
1596-64-1
Synonyms
  • (S)-Histidinol
Molecular Formula
C6H11N3O • 2HCl
Formula Weight
214.1
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 5 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
210 nm
SMILES
OC[C@@H](N)CC1=CNC=N1.Cl.Cl
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

    $81

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    1 g

    $152

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    5 g

    $633

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    Product Description

    L-Histidinol is a natural amino alcohol that serves as an intermediate in the biosynthesis of the amino acid L-histidine in bacteria, archaebacteria, fungi, and plants.1,2 It is generated from its immediate precursor, L-histidinol phosphate, by a phosphatase.3,4 L-Histidinol is oxidized to L-histidinal, which in turn is oxidized to L-histidine, by a single enzyme, histidinol dehydrogenase.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Barbosa, J.A.R.G., Sivaraman, J., Li, Y., et al. Mechanism of action and NAD+-binding mode revealed by the crystal structure of L-histidinol dehydrogenase. Proc. Natl. Acad. Sci. USA 99(4), 1859-1864 (2002).

    2. Kulis-Horn, R.K., Persicke, M., and Kalinowski, J. Histidine biosynthesis, its regulation and biotechnological application in Corynebacterium glutamicum. Microb. Biotechnol. 7(1), 5-25 (2014).

    3. Bromke, M. Amino acid biosynthesis pathways in diatoms. Metabolites 3(2), 294-311 (2013).

    4. Petersen, L.N., Marineo, S., Mandalà, S., et al. The missing link in plant histidine biosynthesis: Arabidopsis myoinositol monophosphatase-like2 encodes a functional histidinol-phosphate phosphatase. Plant Physiol. 152(3), 1186-1196 (2010).