Histidine






Histidine

Systematic (IUPAC) name
2-amino-3-(3H-imidazol-4-yl)propanoic acid
Identifiers
CAS number 71-00-1
PubChem         773
Chemical data
Formula O2 
Molar mass 155.16 g/mol
SMILES N[C@@H](Cc1[nH]cnc1)C(O)=O
Complete data

Histidine (abbreviated as His or H)[1] is one of the 20 most common natural essential amino acid, but mostly only in children. Its codons are CAU and CAC.

Histidine was first isolated in 1896 by German physician Albrecht Kossel.

Chemical properties

The carbonic anhydrases, a histidine proton shuttle is utilized to rapidly shuttle protons away from a zinc-bound water molecule to quickly regenerate the active form of the enzyme.

Because of histidine's affinity for metal ions, researchers will often add a polyhistidine-tag to a protein of interest. The metal affinity can then be used to purify, detect, or immobilize the protein to be studied.

Metabolism

The amino acid is a precursor for carnosine biosynthesis.

 

The enzyme histidine ammonia-lyase converts histidine into histidinemia.

Additional images

References

  1. ^ IUPAC-IUBMB Joint Commission on Biochemical Nomenclature. Nomenclature and Symbolism for Amino Acids and Peptides. Recommendations on Organic & Biochemical Nomenclature, Symbols & Terminology etc. Retrieved on 2007-05-17.
 
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