119750-97-9Relevant academic research and scientific papers
Preparation of both C5′ epimers of 5′- C -methyladenosine: Reagent control trumps substrate control
Bligh, Cavan M.,Anzalone, Luigi,Jung, Young Chun,Zhang, Yuegang,Nugent, William A.
, p. 3238 - 3243 (2014/05/06)
Adenosine-derived ketone 5 was subjected to Noyori asymmetric transfer hydrogenation (ATH) using aqueous sodium formate as a stoichiometric reductant. Despite the well-known sensitivity of ATH to stereoelectronic effects from a contiguous stereogenic center, the 5′ stereochemistry was overwhelmingly controlled by the chirality of the catalyst. Both the (5′S,4′R) and the (5′R,4′R) diastereomers could be prepared selectively in good yields. An efficient three-step route that provides ketone 5 in 75% overall yield was developed.
Inactivation of S-adenosylhomocysteine hydrolase with haloethyl and dihalocyclopropyl esters derived from homoadenosine-6′-carboxylic acid
Guillerm, Georges,Muzard, Murielle,Glapski, Cédric
, p. 5799 - 5802 (2007/10/03)
Inactivation of AdoHcy hydrolase with 2-3 resulted in time-dependent loss of enzyme activity. The mechanism of inactivation is discussed. In a search for new inhibitors that exploit 5′-6′ 'hydrolytic activity' of AdoHcy hydrolase, a new series of haloethy
Expedient Synthesis of Natural (S)-Sinefungin and of its C-6' Epimer
Barton, Derek H. R.,Gero, Stephane D.,Quiclet-Sire, Beatrice,Samadi, Mohammed
, p. 981 - 985 (2007/10/02)
Sinefungin 1a and 6-epi-sinefungin 1b have been prepared from adenosine and L-aspartic acid.The key step in the synthesis was the coupling of the radical derived from 14 with the unsaturated amide 13.The latter was obtained by a radical reaction from L-as
