PlumX Metrics
Embed PlumX Metrics

Stereochemistry rules: A single stereocenter changes the conformation of a cyclic tetrapeptide

Journal of Physical Chemistry B, ISSN: 1520-5207, Vol: 117, Issue: 37, Page: 10785-10791
2013
  • 7
    Citations
  • 0
    Usage
  • 16
    Captures
  • 0
    Mentions
  • 0
    Social Media
Metric Options:   Counts1 Year3 Year

Metrics Details

Article Description

Two novel cyclo(Boc-Cys-Pro-Leu-Cys-OMe) peptides 1 and 2 containing the enantiomeric amino acids d-Leu and l-Leu, respectively, were synthesized to investigate the effect of chiral centers on peptide conformations. By combining a variety of experimental techniques (X-ray crystallography, 2D NMR spectroscopy, temperature-dependent H NMR and IR spectroscopy, and UV-CD spectroscopy) with replica exchange molecular dynamics (REMD) techniques and quantum mechanics/molecular dynamics (QM/MM) calculations, we establish that the stereochemistry of just one residue can noticeably influence the properties of the whole peptide and rationalize the origins of this effect, with potential implications for the rational design of peptides of chemical and biological relevance. © 2013 American Chemical Society.

Bibliographic Details

Li, Fee; Bravo-Rodriguez, Kenny; Fernandez-Oliva, Miguel; Ramirez-Anguita, Juan M; Merz, Klaus; Winter, Manuela; Lehmann, Christian W; Sander, Wolfram; Sanchez-Garcia, Elsa

American Chemical Society (ACS)

Chemistry; Materials Science

Provide Feedback

Have ideas for a new metric? Would you like to see something else here?Let us know