We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Solution-Phase Late-Stage Chemoselective Photocatalytic Removal of Sulfonyl and Phenacyl Groups in Peptides.
- Authors
Kundu, Samrat; Maji, Modhu Sudan
- Abstract
Herein, BPC catalyzed visible-light-triggered target-specific latestage solution phase desulfonylation from tryptophan in oligopeptides is portrayed by overcoming the isolation issue up to octamers. This robust and mild method is highly predictable and chemoselective, tolerating myriad of functional groups in aza-heteroaromatics and peptides. Interestingly, reductive desulfonylation is also amenable to biologically significant reactive histidine and tyrosine side chains, signifying the versatility of the strategy. Additional efficacy of BPC is demonstrated by solution phase phenacyl deprotection from C-terminal in peptides. Furthermore, excellent catalyst loading of 0.5 mol% and recyclability demonstrate the practical utility and applicability of this strategy.
- Subjects
SULFONYL group; PEPTIDES; OLIGOPEPTIDES; FUNCTIONAL groups; WASTE recycling; TRYPTOPHAN
- Publication
Chemistry - A European Journal, 2024, Vol 30, Issue 22, p1
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202400033