Premium
Dimedone‐Based Rigid Organic Scaffold for Organizing Symmetrical Helical Peptide Chains.
Author(s) -
Madica Krishnaprasad,
Lakshmi Jerripothula K,
Madhu Suresh,
Nadimpally Krishna Chaitanya,
Gonnade Rajesh,
Jagadeesh Bharatam,
Sanjayan Gangadhar J
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201903087
Subject(s) - dimedone , peptide , intramolecular force , hydrogen bond , chemistry , crystallography , stereochemistry , organic chemistry , molecule , biochemistry , catalysis
We describe herein design, synthesis and conformational investigations of polypeptides attached on a rigid dimedone template. Two identical peptide chains are attached on a single carbon containing dimedone as a scaffold. Dimedone assists in controlling the secondary interactions through strong intramolecular helical C‐12 and C‐15 membered bifurcated hydrogen bonding on both the peptide chains along with propagating the helical architecture of the peptide chains attached. There exists a C‐6 hydrogen bonding for the single stranded peptides attached to dimedone. Extensive structural investigations involving single crystal X‐ray diffraction, solution‐state NMR and CD studies of oligopeptides have been undertaken.