Charafeddine Adib, Chapuis Hubert, Strazewski Peter
Laboratoire de Synthèse de Biomolécules, UMR 5246, ICBMS, Bâtiment Eugène Chevreul 5ième Etage, Université Claude Bernard Lyon 1, Villeurbanne Cedex, France.
Org Lett. 2007 Jul 19;9(15):2787-90. doi: 10.1021/ol070818q. Epub 2007 Jun 26.
To study the ribosomal peptidyl transfer, puromycin analogues are of interest in which adenine has been replaced by hypoxanthine.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.
为了研究核糖体肽基转移，嘌呤霉素类似物备受关注，其中腺嘌呤已被次黄嘌呤取代。我们使用腺苷酸脱氨酶从3'-叠氮基脱氧腺苷衍生物合成肌苷嘌呤霉素类似物，用于N-杂环的定量转化。氨基酸偶联在施陶丁格-比利亚拉萨条件下进行，从受保护的化合物开始产率为94%，使用未保护的叠氮化物时产率为82%，即在存在两个羟基和一个内酰胺官能团的情况下。
