ePrints@IIScePrints@IISc Home | About | Browse | Latest Additions | Advanced Search | Contact | Help

Efficient Site-Specific Incorporation of Thioamides into Peptides on a Solid Support

Mukherjee, Somnath and Verma, Hitesh and Chatterjee, Jayanta (2015) Efficient Site-Specific Incorporation of Thioamides into Peptides on a Solid Support. In: ORGANIC LETTERS, 17 (12). pp. 3150-3153.

[img] PDF
Org_Let_17-12_3150_2015.pdf - Published Version
Restricted to Registered users only

Download (922kB) | Request a copy
Official URL: http://dx.doi.org/10.1021/acs.orglett.5b01484

Abstract

Designing bioactive peptides containing thioamide functionality to modulate their pharmacological properties has been thwarted so far because of various synthetic challenges. The fast, efficient, and inexpensive synthesis and incorporation of a wide range of thionated amino acids into a growing peptide chain on a solid support is reported using standard Fmoc-based chemistry. The commonly employed methodology is comprehensively investigated and optimized with significant improvements regarding the quantity of reagents and reaction conditions. The utility of the protocol is further demonstrated in the synthesis of dithionated linear and monothionated cyclic peptides, which has been a daunting task.

Item Type: Journal Article
Additional Information: Copy right for this article belongs to the AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Department/Centre: Division of Biological Sciences > Molecular Biophysics Unit
Depositing User: Id for Latest eprints
Date Deposited: 31 Jul 2015 13:08
Last Modified: 31 Jul 2015 13:08
URI: http://eprints.iisc.ac.in/id/eprint/51954

Actions (login required)

View Item View Item