103607-34-7Relevant academic research and scientific papers
BITTER TASTE MODULATORS
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Page/Page column 71-72, (2012/01/06)
The present invention includes antagonists of human type 2 taste receptors (hT2Rs) having structural Formula (I). The present invention also provides compositions containing these antagonists, the use of these antagonists for modulating taste perception, particularly bitter taste, and the method of preparing these antagonists (I).
Synthetic studies on glycopeptides concerned with defense response of plants. I. Syntheses of supprescins A and B
Kanemitsu, Takuya,Ogihara, Yukio,Takeda, Tadahiro
, p. 643 - 650 (2007/10/03)
Two glycopeptides, supprescins A and B, that suppress the production of pisatin, a phytoalexin of pea, were synthesized. In the synthesis of supprescin A, condensation of 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D- galacto-pyranosyl trichloroacetimidate or its glycosidic β isomer with N- (carbobenzoxy)-L-seryl-O-benzyl-L-seryl-glycine methyl ester was carried out in the presence of trimethylsilyl trifluoromethanesulfonate (TMSOTf) to give the monoglycosyl tripeptide derivatives. For the synthesis of supprescin B, glycosylation of 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl bromide and 1,2,3,6-tetra-O-benzoyl-α-D-galactopyranose was promoted by silver trifluoro-methanesulfonate (AgOTf) to provide a disaccharide derivative. The coupling of diglycosyl imidate, 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl- (1→4)-3,6-di-O-benzoyl-2-azido-2-deoxy-D-galactopyranosyl trichloroacetimidate, and N-(carbobenzoxy)-L-seryl-O-benzyl-L-seryl-glycyl- 4-benzyl-L-aspartyl-5-benzyl-L-glutamyl-O-benzyl-L-threonine methyl ester in the presence of TMSOTf afforded the diglycosyl hexapeptide derivatives. Reduction, followed by N-acetylation, and then removal of the remaining protecting groups afforded the desired supprescin B.
