Anserine

For the subfamily of waterfowl, see Anserinae.

Anserine

IUPAC name (2S)-2-[(3-Amino-1-oxopropyl)amino]-3-(3-methyl-4-imidazolyl)propanoic acid
Other names beta-Alanyl-N(pi)-methyl-L-histidine
Identifiers
CAS number	584-85-0^Y
PubChem	112072
ChemSpider	100482^Y
KEGG	C01262^Y
ChEBI	CHEBI:18323^Y
ChEMBL	CHEMBL448301^Y
Jmol-3D images	Image 1
SMILES O=C(O)[C@@H](NC(=O)CCN)Cc1cncn1C
InChI InChI=1S/C10H16N4O3/c1-14-6-12-5-7(14)4-8(10(16)17)13-9(15)2-3-11/h5-6,8H,2-4,11H2,1H3,(H,13,15)(H,16,17)/t8-/m0/s1^Y Key: MYYIAHXIVFADCU-QMMMGPOBSA-N^Y InChI=1/C10H16N4O3/c1-14-6-12-5-7(14)4-8(10(16)17)13-9(15)2-3-11/h5-6,8H,2-4,11H2,1H3,(H,13,15)(H,16,17)/t8-/m0/s1 Key: MYYIAHXIVFADCU-QMMMGPOBBJ
Properties
Molecular formula	C₁₀H₁₆N₄O₃
Molar mass	240.25904
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Anserine (beta-alanyl-N-methylhistidine) is a dipeptide found in the skeletal muscle and brain of mammals,^[1] and birds.

It is an antioxidant (about 5 times that of carnosine) and helps reduce fatigue.

The pKa of the imidazole ring of histidine, when contained in anserine, is 7.04, making it an effective buffer at physiologic pH.^[2]

References