Abstract
The chemical and biological properties of collagen are altered by the biosynthetic substitution of the L-azetidine-2-carboxylic acid(Aze) residue in the place of proline. The reasons for this alteration have been studied by means of conformational energy computations on single- and triple-stranded structures formed by poly(Gly-X-Y) poly(tripeptide)s, where X and Y can be Pro or Aze. The most stable triple helix formed by Poly(Gly-Pro-Aze) is collagen-like, but all low-energy triple helices that can be formed by poly(Gly-Aze-Pro) and poly(Gly-Aze-Aze) are very different from collagen. Thus, the regular substitution of Aze for Pro in position X is not compatible with the collagen structure. In the absence of solvent effects, all of these triple helices are stable, relative to the statistical coil, but the substitutions reduce the stability of the collagen-like triple helix, as compared with poly(Gly-Pro-Pro).
References
Jan 1, 1990·Biopolymers·A ZagariH A Scheraga
Jan 1, 1990·Biopolymers·A ZagariH A Scheraga
Sep 1, 1989·Biopolymers·G Némethy, H A Scheraga
Sep 1, 1974·Macromolecules·S Tanaka, H A Scheraga
Citations
Aug 15, 1998·Biopolymers·M GoodmanE Locardi
May 9, 2001·Biopolymers·E A Kersteen, R T Raines
Jan 1, 1994·Biopolymers·A ZagariH A Scheraga
Apr 7, 2005·Molecular and Biochemical Parasitology·Efrat BarakDan Zilberstein
Jun 9, 1999·Bioorganic & Medicinal Chemistry Letters·S HanessianR Maguire
Jan 5, 2002·Journal of the American Society for Mass Spectrometry·Andrew F KuntzJohn C Poutsma
Jun 21, 2001·Proceedings of the National Academy of Sciences of the United States of America·E W TrotterJ V Gray
Oct 19, 2007·Organic & Biomolecular Chemistry·Marcello TieccoClaudio Santi
Dec 25, 2012·Journal of Molecular Graphics & Modelling·Kyrylo BessonovGeorge Harauz
Jan 1, 1990·Biopolymers·A ZagariH A Scheraga
Jan 1, 1990·Biopolymers·A ZagariH A Scheraga
Feb 12, 2005·The Journal of Peptide Research : Official Journal of the American Peptide Society·Z Sajjadi, W D Lubell
Sep 8, 2011·Biopolymers·Guillem Revilla-LópezCarlos Alemán
Jun 25, 2020·Mitochondrion·Oren Ostersetzer-Biran, Liron Klipcan
Nov 5, 2019·Organic Letters·Jasmine EgliHelma Wennemers
Oct 22, 2005·The Journal of Organic Chemistry·Francois CoutyGloria Bouzas
Jul 22, 1997·Biochemistry·G MelaciniM Goodman
Mar 29, 2007·The Journal of Physical Chemistry. B·Jong Suk Jhon, Young Kee Kang