Anserine

For the subfamily of waterfowl, see Anserinae.

Anserine
Names

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
3D model (Jmol)	Interactive image
ChEBI	CHEBI:18323^Y
ChEMBL	ChEMBL448301^Y
ChemSpider	100482^Y
ECHA InfoCard	100.008.679
KEGG	C01262^Y
PubChem	112072
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
SMILES O=C(O)[C@@H](NC(=O)CCN)Cc1cncn1C
Properties
Chemical formula	C₁₀H₁₆N₄O₃
Molar mass	240.25904 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is ^YN ?)
Infobox references

Anserine (β-alanyl-N-methylhistidine) is a dipeptide containing β-alanine and 1-methylhistidine,^[1] which can be found in the skeletal muscle and brain of mammals^[2] and birds.

The pKa of the imidazole ring of histidine, when contained in anserine, is 7.04, making it an effective buffer at physiologic pH.^[3]

References

↑ Biochemistry, Garrett & Grisham, pg. 46
↑ Quantitative studies of carnosine and anserine in mammalian muscle. 1938 (pdf)
↑ Biochemistry, Garrett & Grisham

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