65446-56-2Relevant academic research and scientific papers
Deoxygenative [1,2]-hydride shift rearrangements in nucleoside and sugar chemistry: Analogy with the [1,2]-electron shift in the deoxygenation of ribonucleotides by ribonucleotide reductases
Robins, Morris J.,Nowak, Ireneusz,Wnuk, Stanislaw F.,Hansske, Fritz,Madej, Danuta
, p. 8216 - 8221 (2008/03/15)
(Chemical Equation Presented) A variant of the semipinacol rearrangement that was observed in our laboratory has been applied to the synthesis of several furanose and pyranose derivatives. The process consists of an "orchestrated" [1,2]-hydride shift with
Synthesis of 2'-iodo- and 2'-bromo-ATP and GTP analogues as potential phasing tools for X-ray crystallography
Gruen, Mathias,Becker, Christian,Beste, Andrea,Siethoff, Christoph,Scheidig, Axel J.,Goody, Roger S.
, p. 137 - 151 (2007/10/03)
Ara-adenosine (adenine 9-β-D-arabinofuranoside) and ara-guanosine (guanine 9-β-D-arabinofuranoside) are converted into 2' halogenated ATP and GTP analogues by triflation and subsequent inversion of configuration at C- 2'. For the commercially unavailable ara-guanosine a short synthesis starting from guanosine is presented. The nucleotide analogues could serve for the preparation of heavy atom derivatives of ATP- and GTP-binding proteins useful for protein crystal structure determination by MIR/MAD phasing.
