When two or more amino acids combine to form a
peptide, the elements of water are removed, and what remains of each amino acid is called
an amino-acid residue. α-Amino-acid residues are therefore structures that lack a
hydrogen atom of the amino group
(
–NH–CHR–COOH), or the hydroxyl
moiety of the carboxyl group
(
NH2–CHR–CO–), or both
(
–NH–CHR–COO–); all units of a peptide chain are therefore amino-acid residues. (Residues of amino
acids that contain two amino groups or two carboxyl groups may be joined by
isopeptide bonds, and so may not have the formulas shown.) The residue in a peptide that has an amino
group that is free, or at least not acylated by another amino-acid residue (it may,
for example, be acylated or formylated), is called N-terminal; it is at the N-terminus.
The residue that has a free carboxyl group, or at least does not acylate another amino-acid
residue, (it may, for example, acylate ammonia to give
–NH–CHR–CO–NH2), is called C-terminal.
Source:
Cite as:
IUPAC. Compendium of Chemical Terminology, 2nd ed. (the "Gold Book"). Compiled by
A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997).
XML on-line corrected version: http://goldbook.iupac.org (2006-) created by M. Nic,
J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8.
https://doi.org/10.1351/goldbook.