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Modular synthesis of functional libraries by accelerated SuFEx click chemistry.
Homer, Joshua A; Koelln, Rebecca A; Barrow, Andrew S; Gialelis, Timothy L; Boiarska, Zlata; Steinohrt, Nikita S; Lee, Erinna F; Yang, Wen-Hsuan; Johnson, Robert M; Chung, Taemoon; Habowski, Amber N; Vishwakarma, Dharmendra S; Bhunia, Debmalya; Avanzi, Charlotte; Moorhouse, Adam D; Jackson, Mary; Tuveson, David A; Lyons, Scott K; Lukey, Michael J; Fairlie, W Douglas; Haider, Shozeb M; Steinmetz, Michel O; Prota, Andrea E; Moses, John E.
Afiliación
  • Homer JA; Cancer Center, Cold Spring Harbor Laboratory 1 Bungtown Rd Cold Spring Harbor NY 11724 USA moses@cshl.edu.
  • Koelln RA; Cancer Center, Cold Spring Harbor Laboratory 1 Bungtown Rd Cold Spring Harbor NY 11724 USA moses@cshl.edu.
  • Barrow AS; La Trobe Institute for Molecular Science, La Trobe University Melbourne VIC 3086 Australia.
  • Gialelis TL; La Trobe Institute for Molecular Science, La Trobe University Melbourne VIC 3086 Australia.
  • Boiarska Z; Laboratory of Biomolecular Research, Division of Biology and Chemistry, Paul Scherrer Institut Villigen PSI 5232 Switzerland.
  • Steinohrt NS; Department of Chemistry, Università degli Studi di Milano Via Golgi 19 20133 Milan Italy.
  • Lee EF; Olivia Newton-John Cancer Research Institute Heidelberg Victoria 3084 Australia.
  • Yang WH; School of Cancer Medicine, La Trobe University Melbourne Victoria 3086 Australia.
  • Johnson RM; Olivia Newton-John Cancer Research Institute Heidelberg Victoria 3084 Australia.
  • Chung T; School of Cancer Medicine, La Trobe University Melbourne Victoria 3086 Australia.
  • Habowski AN; Department of Biochemistry and Chemistry, La Trobe Institute for Molecular Science, La Trobe University Melbourne Victoria 3086 Australia.
  • Vishwakarma DS; Cancer Center, Cold Spring Harbor Laboratory 1 Bungtown Rd Cold Spring Harbor NY 11724 USA moses@cshl.edu.
  • Bhunia D; Cancer Center, Cold Spring Harbor Laboratory 1 Bungtown Rd Cold Spring Harbor NY 11724 USA moses@cshl.edu.
  • Avanzi C; Cancer Center, Cold Spring Harbor Laboratory 1 Bungtown Rd Cold Spring Harbor NY 11724 USA moses@cshl.edu.
  • Moorhouse AD; Cancer Center, Cold Spring Harbor Laboratory 1 Bungtown Rd Cold Spring Harbor NY 11724 USA moses@cshl.edu.
  • Jackson M; Cancer Center, Cold Spring Harbor Laboratory 1 Bungtown Rd Cold Spring Harbor NY 11724 USA moses@cshl.edu.
  • Tuveson DA; Cancer Center, Cold Spring Harbor Laboratory 1 Bungtown Rd Cold Spring Harbor NY 11724 USA moses@cshl.edu.
  • Lyons SK; Mycobacteria Research Laboratories, Department of Microbiology, Immunology and Pathology, Colorado State University Fort Collins CO 80523 USA.
  • Lukey MJ; Cancer Center, Cold Spring Harbor Laboratory 1 Bungtown Rd Cold Spring Harbor NY 11724 USA moses@cshl.edu.
  • Fairlie WD; Mycobacteria Research Laboratories, Department of Microbiology, Immunology and Pathology, Colorado State University Fort Collins CO 80523 USA.
  • Haider SM; Cancer Center, Cold Spring Harbor Laboratory 1 Bungtown Rd Cold Spring Harbor NY 11724 USA moses@cshl.edu.
  • Steinmetz MO; Cancer Center, Cold Spring Harbor Laboratory 1 Bungtown Rd Cold Spring Harbor NY 11724 USA moses@cshl.edu.
  • Prota AE; Cancer Center, Cold Spring Harbor Laboratory 1 Bungtown Rd Cold Spring Harbor NY 11724 USA moses@cshl.edu.
  • Moses JE; Olivia Newton-John Cancer Research Institute Heidelberg Victoria 3084 Australia.
Chem Sci ; 15(11): 3879-3892, 2024 Mar 13.
Article en En | MEDLINE | ID: mdl-38487227
ABSTRACT
Accelerated SuFEx Click Chemistry (ASCC) is a powerful method for coupling aryl and alkyl alcohols with SuFEx-compatible functional groups. With its hallmark favorable kinetics and exceptional product yields, ASCC streamlines the synthetic workflow, simplifies the purification process, and is ideally suited for discovering functional molecules. We showcase the versatility and practicality of the ASCC reaction as a tool for the late-stage derivatization of bioactive molecules and in the array synthesis of sulfonate-linked, high-potency, microtubule targeting agents (MTAs) that exhibit nanomolar anticancer activity against multidrug-resistant cancer cell lines. These findings underscore ASCC's promise as a robust platform for drug discovery.

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chem Sci Año: 2024 Tipo del documento: Article Pais de publicación: Reino Unido

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Chem Sci Año: 2024 Tipo del documento: Article Pais de publicación: Reino Unido