Chemical Communications 2013-02-21

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

Amanda L Garner, Jing Yu, Anjali K Struss, Gunnar F Kaufmann, Vladimir V Kravchenko, Kim D Janda

Index: Chem. Commun. (Camb.) 49(15) , 1515-7, (2013)

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Abstract

As a guide for chemical probe design, focused analogue synthetic studies were undertaken upon the lactone ring of 3-oxo-C(12)-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.