78028-93-0Relevant academic research and scientific papers
Synthesis of upper rim calix[4]arene divalent glycoclusters via amide bond conjugation
Sch?del, Uta,Sansone, Francesco,Casnati, Alessandro,Ungaro, Rocco
, p. 1149 - 1154 (2005)
Synthetic routes for linking two sugar units at the upper rim of cone calix[4]arenes, through the formation of amide bonds, have been explored. Steric effects prevent the coupling of calix[4]arene dicarboxylic acid with simple aminoglycosides, whereas the corresponding reaction with carbohydrates bearing a two or three carbon atoms spacer, terminating with a primary amino group, allows the synthesis of several difunctionalized calix[4]arene neoglycoconjugates, attractive in chemical glycobiology and supramolecular chemistry.
Stereoselective N-glycosylation by Staudinger ligation
He, Yi,Hinklin, Ronald J.,Chang, Jiyoung,Kiessling, Laura L.
, p. 4479 - 4482 (2007/10/03)
(Chemical equation presented) Stereoselective methods for the chemical synthesis of β-N-glycosyl amides are needed to generate glycopeptides and glycoproteins. Here, we report that the Staudinger ligation can be used to form glycosylated asparagine deriva
An easy access to anomeric glycosyl amides and imines (Schiff bases) via transformation of glycopyranosyl trimethylphosphinimides
Kovács, László,Osz, Erzsébet,Domokos, Valéria,Holzer, Wolfgang,Gy?rgydeák, Zoltán
, p. 4609 - 4621 (2007/10/03)
The preparation and application of anomeric glycosyl phosphinimides in preparative synthesis were studied. Starting from the appropriate glycosyl azides and trialkyl or triaryl phosphines, the corresponding phosphinimides were obtained by modified Staudin
Synthesis of a high-mannose-type glycopeptide analog containing a glucose-asparagine linkage
Deras, Ina L.,Takegawa, Kaoru,Kondo, Akihiro,Kato, Ikunoshin,Lee, Yuan C.
, p. 1763 - 1766 (2007/10/03)
The title compound was prepared by enzymatic transfer of oligosaccharide to a synthetic pentapeptide containing the Glc-Asn linkage. The compound was not hydrolyzed by glycoamidases from plant and bacterial sources, but it inhibited both enzymes in the micromolar range. Its activity is compared to other potential inhibitors.
Solid-phase synthesis of two glycopeptides containing the amino acid sequence 5 to 9 of somatostatin.
Lavielle,Ling,Guillemin
, p. 221 - 228 (2007/10/02)
2,3,4,6-Tetra-O-acetyl-1-N-[N-(tert-butyloxycarbonyl)-L-aspart-4-oyl]-D-g lucopyranosylamine and 2-acetamido-3,4,6-tri-O-acetyl-1-N-[N-(tert-butyloxycarbonyl)-L-aspart-4-oyl]-2 -deoxy-D-glucopyranosylamine were introduced, respectively, by the solid-phase
