| Title: | Photoaffinity probes for nematode pheromone receptor identification |
| Author(s): | Zhang YK; Reilly DK; Yu J; Srinivasan J; Schroeder FC; |
| Address: | "Boyce Thompson Institute and Department of Chemistry and Chemical Biology, Cornell University, Ithaca, NY, USA. fs31@cornell.edu" |
| ISSN/ISBN: | 1477-0539 (Electronic) 1477-0520 (Print) 1477-0520 (Linking) |
| Abstract: | "Identification of pheromone receptors plays a central role for uncovering signaling pathways that underlie chemical communication in animals. Here, we describe the synthesis and bioactivity of photoaffinity probes for the ascaroside ascr#8, a sex-pheromone of the model nematode, Caenorhabditis elegans. Structure-activity studies guided incorporation of alkyne- and diazirine-moieties and revealed that addition of functionality in the sidechain of ascr#8 was well tolerated, whereas modifications to the ascarylose moiety resulted in loss of biological activity. Our study will guide future probe design and provides a basis for pheromone receptor identification via photoaffinity labeling in C. elegans" |
| Keywords: | "Animals Caenorhabditis elegans/*chemistry Molecular Structure Nematoda/*chemistry Photoaffinity Labels/chemical synthesis/*chemistry Receptors, Pheromone/*analysis/metabolism;" |
| Notes: | "MedlineZhang, Ying K Reilly, Douglas K Yu, Jingfang Srinivasan, Jagan Schroeder, Frank C eng P40 OD010440/OD/NIH HHS/ R01 DC016058/DC/NIDCD NIH HHS/ R01 GM113692/GM/NIGMS NIH HHS/ R35 GM131877/GM/NIGMS NIH HHS/ Research Support, N.I.H., Extramural England 2019/11/30 Org Biomol Chem. 2019 Dec 18; 18(1):36-40. doi: 10.1039/c9ob02099c" |
