Premium
Noncoded residues as building blocks in the design of specific secondary structures: Symmetrically disubstituted glycines and β‐alanine
Author(s) -
Di Blasio Benedetto,
Pavone Vincenzo,
Lombardi Angela,
Pedone Carlo,
Benedetti Ettore
Publication year - 1993
Publication title -
biopolymers
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.556
H-Index - 125
eISSN - 1097-0282
pISSN - 0006-3525
DOI - 10.1002/bip.360330706
Subject(s) - chemistry , residue (chemistry) , alanine , side chain , alkyl , glycine , stereochemistry , amino acid residue , amino acid , peptide , protein secondary structure , peptide sequence , organic chemistry , biochemistry , gene , polymer
Structural changes can be induced in a peptide by selective substitution of coded α‐amino acid residues by noncoded α‐amino acid residues and the consequent production of analogues with modified structure and conformational preferences. In this review article we summarize the solid state structural results and the conformational preferences of two classes of “building blocks”: (a) the linear and cyclic symmetrically α, α‐disubstituted glycines in which either two identical n ‐alkyl groups replace the hydrogen atoms of the glycine residue or a cyclic aliphatic side‐chain system is formed by linking the two α‐carbon side chains, respectively; and (b) the β‐alanine residue. Examples, whenever possible, of the use of these residues for the elucidation of the bioactive conformation in the appropriate biological systems will be given. © 1993 John Wiley & Sons, Inc.