title: Immunomodulation and the quorum sensing molecule 3-oxo-C12-homoserine lactone: the importance of chemical scaffolding for probe development.
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.
authors: Department of Chemistry, 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, CA 92037, USA.
authors: Amanda L
authors: AL
authors: Garner
authors: Jing
authors: J
authors: Yu
authors: Anjali K
authors: AK
authors: Struss
authors: Gunnar F
authors: GF
authors: Kaufmann
authors: Vladimir V
authors: VV
authors: Kravchenko
authors: Kim D
authors: KD
authors: Janda
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism; D000818:Animals; D001854:Bone Marrow Cells / Q000166:cytology; D059865:Endoplasmic Reticulum Stress; D006714:Homoserine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism; D056747:Immunomodulation; D008264:Macrophages / Q000276:immunology / Q000378:metabolism; D051379:Mice; D016328:NF-kappa B / Q000378:metabolism; D010084:Oxidation-Reduction; D011065:Poly(ADP-ribose) Polymerases / Q000378:metabolism; D011550:Pseudomonas aeruginosa / Q000502:physiology; D053038:Quorum Sensing / Q000502:physiology*
chemical_list: C109860:N-(3-oxododecanoyl)homoserine lactone; D016328:NF-kappa B; C088386:homoserine lactone; D006714:Homoserine; D011065:Poly(ADP-ribose) Polymerases; D015107:4-Butyrolactone