Fluoroproline Flip‐Flop: Regiochemical Reversal of a Stereoelectronic Effect on Peptide and Protein Structures | Zendy

Kim Wookhyun | Zendy; Hardcastle Kenneth I. | Zendy; Conticello Vincent P. | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Fluoroproline Flip‐Flop: Regiochemical Reversal of a Stereoelectronic Effect on Peptide and Protein Structures

Author(s) -

Kim Wookhyun,

Hardcastle Kenneth I.,

Conticello Vincent P.

Publication year - 2006

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200603227

Subject(s) - flip flop , flip , peptide , stereochemistry , chemistry , materials science , biochemistry , optoelectronics , apoptosis , cmos

Pucker up! Structural analysis of the epimeric N ‐acetyl‐(2 R ,3 R )‐ and N ‐acetyl‐(2 R ,3 S )‐3‐fluoroproline methyl esters ( 1 and 2 ; see scheme) reveals opposing ring puckers that invert the conformational preferences of the corresponding 4‐fluoroproline derivatives 3 and 4 . Substitution of these fluoroprolines into proteins provides a method for controlling local conformation through stereoelectronic and steric effects.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research