78028-94-1Relevant academic research and scientific papers
Chemical and enzymatic synthesis of multivalent sialoglycopeptides
Unverzagt, Carlo,Kelm, Soerge,Paulson, James C.
, p. 285 - 302 (1994)
Linear and branched glycopeptides containing multiple sialyl - N-acetyllactosamine side chains have been synthesized using a combined chemical and enzymatic approach.Peptide backbones in which β-GlcNAc-Asn residues were incorporated were obtained in good
Facile synthesis of N-glycosyl amides using a N-glycosyl-2,4-dinitrobenzenesulfonamide and thioacids
Talan, Rommel S.,Sanki, Aditya K.,Sucheck, Steven J.
experimental part, p. 2048 - 2050 (2010/01/18)
N-Glucosyl-2,4-dinitrobenzenesulfonamide was prepared from N-acetyl-d-glucosamine and 2,4-dinitrobenzenesulfonyl chloride. Amidation of several thioacids using the N-glucosylsulfonamide donor proceeded smoothly to give the desired N-glucosylamides in good
Synthesis of N-(β-D-glucopyranosyl)- and N-(2-acetamido-2-deoxy- β-D-glucopyranosyl) amides as inhibitors of glycogen phosphorylase
Gy?rgydeák, Zoltán,Hadady, Zsuzsa,Felfóldi, Nóra,Krakomperger, Attila,Nagy, Veronika,Tóth, Marietta,Brunyánszki, Attila,Docsa, Tibor,Gergely, Pál,Somsák, László
, p. 4861 - 4870 (2007/10/03)
2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl- and 2-acetamido-3,4,6-tri- O-acetyl-2-deoxy-β-D-glucopyranosyl azides were transformed into the corresponding per-O-acetylated N-(β-D-glycopyranosyl) amides via a PMe 3 mediated Staudinger protocol (ge
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
Amino acid fluoride for glycopeptide synthesis
Ito, Yukishige,Gerz, Manfred,Nakahara, Yoshiaki
, p. 1039 - 1042 (2007/10/03)
The formation of N-glycosidic linkage between N-acetylglucosamine (GlcNAc) and asparagine (Asn) was effected using aspartic acid γ-fluoride in combination with either glycosyl azide or silyl carbamate, by the action of Lindlar catalyst or Bu4NF. Further elongation of peptide chain was performed to give pentapeptide. This method was further applied into the synthesis of trisaccharidic asparagine, using p-methoxybenzyl assisted stereoselective β- mannosylation as the key transformation. (C) 2000 Elsevier Science Ltd.
Enzymatic synthesis of N- and O-linked glycopeptides
Wong, Chi-Huey,Schuster, Matthias,Wang, Peng,Sears, Pamela
, p. 5893 - 5898 (2007/10/02)
This paper describes the study of kinetically controlled enzymatic coupling of N- and O-glycopeptide fragments using subtilisin BPN′ and two of its variants developed for use in high concentrations of dimethylformamide and in aqueous solution, respectivel
A Stereoselective Route from Glycals to Asparagine-Linked N-Protected Glycopeptides
McDonald, Frank E.,Danishefsky, Samuel J.
, p. 7001 - 7002 (2007/10/02)
Iodosulfonamidation of glycals followed by azidolysis produces anomerically pure 1β-azido,2α-sulfonamidohexoses.Reduction of the azides, acylation of the resultant amines with an aspartic acid derivative, and deprotection of the 2-acetylamino function con
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
