83663-03-0Relevant academic research and scientific papers
Regioselective sulfamoylation at low temperature enables concise syntheses of putative small molecule inhibitors of sulfatases
Miller, Duncan C.,Carbain, Benoit,Beale, Gary S.,Alhasan, Sari F.,Reeves, Helen L.,Baisch, Ulrich,Newell, David R.,Golding, Bernard T.,Griffin, Roger J.
supporting information, p. 5279 - 5284 (2015/05/13)
Regioselective sulfamoylation of primary hydroxyl groups enabled a 5-step synthesis (overall yield 17%) of the first reported small molecule inhibitor of sulfatase-1 and 2, ((2S,3R,4R,5S,6R)-4,5-dihydroxy-2-methoxy-6-((sulfamoyloxy)methyl)tetrahydro-2H-pyran-3-yl)sulfamic acid, which obviated the use of hydroxyl protecting groups and is a marked improvement on the reported 9-step synthesis (overall yield 9%) employing hazardous trifluoromethylsulfonyl azide. The sulfamoylation methodology was used to prepare a range of derivatives of 1, and inhibition data was generated for Sulf-2, ARSA and ARSB.
Chemical synthesis of N-acetylglucosamine derivatives and their use as glycosyl acceptors by the Mesorhizobium loti chitin oligosaccharide synthase NodC
Kamst, Eric,Zegelaar-Jaarsveld, Korien,Van Der Marel, Gijs A.,Van Boom, Jacques H.,Lugtenberg, Ben J.J.,Spaink, Herman P.
, p. 176 - 189 (2007/10/03)
Rhizobial bacteria synthesize lipo-chitin oligosaccharide signal molecules (Nod factors) that are essential for the formation of symbiotic organs on the roots of host plants, a process known as nodulation. Biosynthesis of the chitin oligosaccharide moiety
TOTAL SYNTHESIS OF ANTIBIOTIC STREPTOTHRICIN F
Kusumoto, Shoichi,Imaoka, Susumu,Kambayashi, Yoshikazu,Shiba, Tetsuo
, p. 2961 - 2964 (2007/10/02)
The first total synthesis of streptothricin F was achieved and its structure was unequivocally confirmed.
