Issue 15, 2013
From the journal:

Chemical Communications

Immunomodulation and the quorum sensing molecule 3-oxo-C12-homoserine lactone: the importance of chemical scaffolding for probe development†

Amanda L. Garner,a   Jing Yu,a   Anjali K. Struss,a   Gunnar F. Kaufmann,a   Vladimir V. Kravchenko*b  and  Kim D. Janda*a  

* Corresponding authors

a 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

Abstract

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.

Graphical abstract: Immunomodulation and the quorum sensing molecule 3-oxo-C12-homoserine lactone: the importance of chemical scaffolding for probe development

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Article information

DOI
https://doi.org/10.1039/C3CC38851D
Article type
Communication
Submitted
11 Dec 2012
Accepted
07 Jan 2013
First published
10 Jan 2013

Chem. Commun., 2013,49, 1515-1517

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Immunomodulation and the quorum sensing molecule 3-oxo-C12-homoserine lactone: the importance of chemical scaffolding for probe development

A. L. Garner, J. Yu, A. K. Struss, G. F. Kaufmann, V. V. Kravchenko and K. D. Janda, Chem. Commun., 2013, 49, 1515 DOI: 10.1039/C3CC38851D

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