112612-45-0Relevant articles and documents
Synthesis and biological evaluation of enantiomeric rhamnose analogues of the antitumour agent spicamycin - Is the mode of action by modification of N-linked glycoproteins?
Martin, Angeles,Butters, Terry D.,Fleet, George W. J.
, p. 2343 - 2360 (1999)
The synthesis of both enantiomers of dodecyl rhamnospicamycin 2a and 2b, a rhamnose analogue of the naturally occurring combinatorial library spicamycin 1, are derived from L-rhamnose and methyl α-D-mannopyranoside, respectively. The L-(+)-enantiomer 2a c
Mechanistic investigation of the radical S -adenosyl- L -methionine enzyme DesII using fluorinated analogues
Lin, Geng-Min,Choi, Sei-Hyun,Ruszczycky, Mark W.,Liu, Hung-Wen
, p. 4964 - 4967 (2015/05/05)
DesII is a radical S-adenosyl-l-methionine (SAM) enzyme that can act as a deaminase or a dehydrogenase depending on the nature of its TDP-sugar substrate. Previous work has implicated a substrate-derived, C3-centered α-hydroxyalkyl radical as a key interm
Tetrazoles of manno- and rhamno- furanoses
Davis, Benjamin G.,Nash, Robert J.,Watson, Alison A.,Smith, Colin,Fleet, George W. J.
, p. 4501 - 4520 (2007/10/03)
The synthesis of [3.3.0] bicyclic tetrazoles derived from D-manno and D- rhamnofuranose staffing from D-mannose, and of L-rhamnofuranose starting from L-rhamnose is described. The key step in the formation of all three examples of this novel class of sugar mimics is an intramolecular [1,3]dipolar cycloaddition of azide and nitrile moieties.