Premium
Synthesis and Tritium Labeling of New Aromatic Diazirine Building Blocks for Photoaffinity Labeling and Cross‐Linking
Author(s) -
Ambroise Yves,
Pillon Florence,
Mioskowski Charles,
Valleix Alain,
Rousseau Bernard
Publication year - 2001
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200110)2001:20<3961::aid-ejoc3961>3.0.co;2-r
Subject(s) - diazirine , chemistry , photoaffinity labeling , tritium , reactivity (psychology) , bifunctional , combinatorial chemistry , trifluoromethyl , molecule , stereochemistry , organic chemistry , binding site , biochemistry , medicine , physics , alternative medicine , alkyl , pathology , nuclear physics , catalysis
The synthesis of three bifunctional 3‐phenyl‐3‐(trifluoromethyl)diazirinyl building blocks is described. These compounds were designed for their potential chemical reactivity toward a wide range of functional groups occurring in proteins and small molecules. Moreover, we also synthesized the tritiated versions of these three building blocks, using a recently reported chemoselective and regiospecific key‐reaction. These building blocks represent a new family of radiolabeled molecules that can be utilized as photoactivatable tags for labeling of proteins or small molecules by using cross‐linking or site‐directed photoaffinity labeling techniques.