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Click-Addressable Cassette for Photoaffinity Labeling.

ABSTRACT: A small molecule 1 was designed to contain an alkyne, a trifluoromethyl phenyldiazirine, and a free piperidine-NH for facile conjugation to protein binding ligands. This "cassette" 1 was synthesized via a relatively direct route involving only routine steps. In this proof-of-concept study, putative ligands for carbonic anhydrase IX and for TrkC were conjugated to 1. Photoaffinity labeling was performed using purified extracellular regions of both these protein-receptors, and using cells that express these receptors (isolation via a pull-down procedure), labeling of the protein was observed in all four experiments.

SUBMITTER: Zhao B

PROVIDER: S-EPMC5807873 | biostudies-other | 2018 Feb

REPOSITORIES: biostudies-other

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Click-Addressable Cassette for Photoaffinity Labeling.

Zhao Bosheng B Burgess Kevin K

ACS medicinal chemistry letters 20180124 2

A small molecule 1 was designed to contain an alkyne, a trifluoromethyl phenyldiazirine, and a free piperidine-NH for facile conjugation to protein binding ligands. This "cassette" 1 was synthesized via a relatively direct route involving only routine steps. In this proof-of-concept study, putative ligands for carbonic anhydrase IX and for TrkC were conjugated to 1. Photoaffinity labeling was performed using purified extracellular regions of both these protein-recepto ...[more]

PMID: 29456805

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