1597438-00-0Relevant articles and documents
Synthesis of a novel UDP-carbasugar as UDP-galactopyranose mutase inhibitor
El Bkassiny, Sandy,N'Go, Ines,Sevrain, Charlotte M.,Tikad, Abdellatif,Vincent, Stephane P.
, p. 2462 - 2465 (2014/05/20)
The multistep synthesis of a novel UDP-C-cyclohexene, designed as a high energy intermediate analogue of the UDP-galactopyranose mutase (UGM) catalyzed isomerization reaction, is reported. The synthesis of the central carbasugar involved the preparation of a galactitol derivative bearing two olefins necessary for the construction of the cyclohexene ring by a ring-closing metathesis as a key step. Further successive phosphonylation, deprotection, and UMP coupling provided the target molecule. The final molecule was assayed against UGM and compared with UDP-C-Galf, the C-glycosidic UGM substrate analogue.