“Fluorine Effects” in Conformational Orchestration of α/β Hybrid Peptide with a 9‐membered Pseudo βTurn Motif

Author:

Patel Karma1,Karmakar Sintu1ORCID,Tothadi Srinu2ORCID,Reddy J Prakasha3ORCID,Prabhakaran Panchami1ORCID

Affiliation:

1. School of Chemical Sciences Central University of Gujarat Gandhinagar India- 382030

2. Analytical and Environmental Sciences Division and Centralized Instrument Facility (AESD&CIF) CSIR-Central Salt & Marine Chemicals Research Institute (CSMCRI) Bhavnagar India- 364002

3. School of Applied Material Sciences Central University of Gujarat Gandhinagar India- 382030

Abstract

AbstractFluorine, the tiny robust atom, with its unique features has captured the attention of scientists in recent times, especially in drug discovery with its integration in small molecules, peptides, and proteins. However, studies to understand the ‘fluorine effects’ on the conformation of molecules that follow ‘beyond the rule of 5’ are in the infancy yet significant in molecular design and function. For the first time, using short hybrid peptide sequence as an appropriate model, we examined the substitution effect (size, stereoelectronic effect, and hydrogen bonding) using X‐ray diffraction, 2D‐NMR, and CD studies. The comparative study on their folding patterns with hydrogen‐substituted analogs can provide valuable insights into fluorinated substrates’ design.

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

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