124330-57-0Relevant articles and documents
C-Aryl 5a-carba-β-d-glucopyranosides as novel sodium glucose cotransporter 2 (SGLT2) inhibitors for the treatment of type 2 diabetes
Ohtake, Yoshihito,Sato, Tsutomu,Matsuoka, Hiroharu,Kobayashi, Takamitsu,Nishimoto, Masahiro,Taka, Naoki,Takano, Koji,Yamamoto, Keisuke,Ohmori, Masayuki,Higuchi, Takashi,Murakata, Masatoshi,Morikawa, Kazumi,Shimma, Nobuo,Suzuki, Masayuki,Hagita, Hitoshi,Ozawa, Kazuharu,Yamaguchi, Koji,Kato, Motohiro,Ikeda, Sachiya
experimental part, p. 4117 - 4127 (2012/09/22)
C-Aryl 5a-carba-β-d-glucopyranose derivatives were synthesized and evaluated for inhibition activity against hSGLT1 and hSGLT2. Modifications to the substituents on the two benzene rings resulted in enhanced hSGLT2 inhibition activity and extremely high h
Pseudoglycosyltransferase catalyzes nonglycosidic C-N coupling in validamycin a biosynthesis
Asamizu, Shumpei,Yang, Jongtae,Almabruk, Khaled H.,Mahmud, Taifo
experimental part, p. 12124 - 12135 (2011/10/09)
Glycosyltransferases are ubiquitous in nature. They catalyze a glycosidic bond formation between sugar donors and sugar or nonsugar acceptors to produce oligo/polysaccharides, glycoproteins, glycolipids, glycosylated natural products, and other sugar-containing entities. However, a trehalose 6-phosphate synthase-like protein has been found to catalyze an unprecedented nonglycosidic C-N bond formation in the biosynthesis of the aminocyclitol antibiotic validamycin A. This dedicated 'pseudoglycosyltransferase catalyzes a condensation between GDP-valienol and validamine 7-phosphate to give validoxylamine A 7′-phosphate with net retention of the 'anomeric configuration of the donor cyclitol in the product. The enzyme operates in sequence with a phosphatase, which dephosphorylates validoxylamine A 7′-phosphate to validoxylamine A.
Synthesis of 5a-Carba-&β-D-glycosylceramide Analogs Linked by Imino, Ether and Sulfide Bridges
Tsunoda, Hidetoshi,Ogawa, Seiichiro
, p. 267 - 278 (2007/10/02)
Carbocyclic analogs of glycoceramides, (2S,3R,4E)-1-(5a-carba-β-D-glycopyranosyl)-2-(hexadecanoylamino)-4-octadecen-3-ols E-3 - E-6, linked by imino, ether and sulfide bridges, were synthesized by coupling of aziridines, as the sphingosine precursors, wit
Cleavage of Validoxylamine A Derivatives with N-Bromosuccinimide: Preparation of Blocked Synthons Useful for the Construction of Carba-oligosaccharides Composed of Imino-Linkages
Ogawa, Seiichiro,Nakajima, Akihiro,Miyamoto, Yasunobu
, p. 3287 - 3290 (2007/10/02)
Reaction of validoxylamine A and several of its derivatives with N-bromosuccinimide proceeded through cleavage of the imino bonds to give rise to the synthetically useful blocked derivatives of valienamine and validamine, and the cyclohexanone and cyclohe
Cleavage of the Imino Bonds of Validoxylamine A Derivatives with N-Bromosuccinimide
Ogawa, Seiichiro,Miyamoto, Yasunobu,Nakajima, Akihiro
, p. 725 - 728 (2007/10/02)
Reaction of validoxylamine A derivatives with N-bromosuccinimide in aqueous N,N-dimethylformamide resulted in a cleavage of the imino bonds to give rise to synthetically useful protected derivatives of (+)-validamine and valienamine, and the cyclohexanone