title: Facile and rapid access to inosine puromycin analogues through the use of adenylate deaminase.
abstract: To study the ribosomal peptidyl transfer, puromycin analogues are of interest in which adenine has been replaced by hypoxanthine. We synthesized inosine puromycin analogues from 3'-azidodeoxyadenosine derivatives using adenylate deaminase for the quantitative transformation of the N-heterocycle. The amino acid coupling was carried out under Staudinger-Vilarrasa conditions in 94% yield starting from the protected and in 82% using the unprotected azide, thus, in the presence of two hydroxyls and a lactam function.
authors.affiliation: Laboratoire de Synthèse de Biomolécules, UMR 5246, ICBMS, Bâtiment Eugène Chevreul 5ième Etage, Université Claude Bernard Lyon 1, Villeurbanne Cedex, France.
authors.forename: Adib
authors.initials: A
authors.lastname: Charafeddine
authors.forename: Hubert
authors.initials: H
authors.lastname: Chapuis
authors.forename: Peter
authors.initials: P
authors.lastname: Strazewski
mesh_terms: D000659:AMP Deaminase / Q000737:chemistry*; D007288:Inosine / Q000737:chemistry*; D011691:Puromycin / Q000031:analogs & derivatives* / Q000737:chemistry
chemical_list: D011691:Puromycin; D007288:Inosine; D000659:AMP Deaminase