Description
Histidine (abbreviated as His or H; encoded by the codons CAU and CAC) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated –NH3+ form under biological conditions), a carboxylic acid group (which is in the deprotonated –COO− form under biological conditions), and a side chain imidazole, classifying it as a positively charged amino acid at physiological pH. Initially thought essential only for infants, longer-term studies have shown it is essential for adults also.Histidine was first isolated by German physician Albrecht Kossel and Sven Hedin in 1896. It is also a precursor to histamine, a vital inflammatory agent in immune responses. The acyl radical is histidyl.
Synonyms
4-(2-Amino-2-carboxyethyl)imidazole
IUPAC Name
(2S)-2-Amino-3-(1H-imidazol-5-yl)propanoic acid
Molecular Formula
C6H9N3O2
Canonical SMILES
C1=C(NC=N1)CC(C(=O)O)N
InChI
InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/t5-/m0/s1
InChIKey
HNDVDQJCIGZPNO-YFKPBYRVSA-N
Melting Point
282 °C(lit.)
Solubility
Soluble in water, insoluble in ether
Typical Applications
Use as dispersing agent, emulsion stabilizer.