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Direct Assembly of Nucleoside Precursors from Two‐ and Three‐Carbon Units
Author(s) -
Anastasi Carole,
Crowe Michael A.,
Powner Matthew W.,
Sutherland John D.
Publication year - 2006
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200601267
Subject(s) - pentose , chemistry , glycolaldehyde , ribose , glyceraldehyde , nucleoside , arabinose , cyanamide , organic chemistry , biochemistry , xylose , catalysis , fermentation , dehydrogenase , enzyme
Sweetness and life : Pentose aminooxazolines—intermediates in potentially prebiotic nucleoside synthesis—can be produced in water from a reaction that bypasses the corresponding sugar. 2‐Aminooxazole, a condensation product of glycolaldehyde and cyanamide, reacts with glyceraldehyde under mild conditions in a remarkable process that is essentially quantitative, and is highly stereoselective for ribose and arabinose aminooxazolines.