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Departments of Chemistry and Immunology and Microbial Science, The Skaggs Institute for Chemical Biology and The Worm Institute for Research and Medicine, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, USA
E-mail: kdjanda@scripps.edu
; Fax: +1 858-784-2595
; Tel: +1 858-784-2515
b
Department of Immunology and Microbial Science, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, USA
E-mail: vkrav@scripps.edu
; Tel: +1 858-784-9170
Chem. Commun., 2013,49, 1515-1517
DOI:
10.1039/C3CC38851D
Received
11 Dec 2012,
Accepted
07 Jan 2013
First published online
10 Jan 2013
As a guide for chemical probe design, focused analogue synthetic studies were undertaken upon the lactone ring of 3-oxo-C12-homoserine lactone. We have concluded that hydrolytic instability of the heterocyclic ring is pivotal for its ability to modulate immune signaling and probe preparation was aligned with these findings.
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