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Synthetic routes to trifluoromethylphenyl diazirine photolabeling reagents containing an alkyne substituent (TPDYNE) for chemical biology applications.
Qian, Mingxing; Xu, Yuanjian; Covey, Douglas F.
Afiliación
  • Qian M; Department of Developmental Biology, Washington University in St. Louis 660 S. Euclid Ave. St. Louis MO 63110 USA dcovey@wustl.edu.
  • Xu Y; Department of Developmental Biology, Washington University in St. Louis 660 S. Euclid Ave. St. Louis MO 63110 USA dcovey@wustl.edu.
  • Covey DF; Department of Developmental Biology, Washington University in St. Louis 660 S. Euclid Ave. St. Louis MO 63110 USA dcovey@wustl.edu.
RSC Adv ; 13(51): 36484-36492, 2023 Dec 08.
Article en En | MEDLINE | ID: mdl-38099258
ABSTRACT
The trifluoromethylphenyl diazirine (TPD) group is widely used in photoaffinity labeling studies. The TPDYNE group (TPD with an additional alkyne substituent on the phenyl ring) enables the use of click chemistry in conjunction with photoaffinity labeling and expands the utility of the TPD group. New methods for preparing previously known as well as new TPDYNE reagents are reported. Additional methods for preparation of a TPDYNE precursor from which the TPDYNE group can be generated once the precursor is attached to the molecule of interest are also described. Procedures for attaching the TPDYNE or TPDYNE precursor to carboxyl, amino, hydroxyl and alkyne groups are demonstrated using steroids as examples.

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: RSC Adv Año: 2023 Tipo del documento: Article Pais de publicación: Reino Unido

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: RSC Adv Año: 2023 Tipo del documento: Article Pais de publicación: Reino Unido