Synthesis of a tetrasaccharide substrate of heparanase.
A tetrasaccharide, corresponding to the heparan sulfate heparanase substrate, namely beta-D-GlcA(2S)-(1-->4)-alpha-D-GlcN(NS,6S)-(1-->4)-beta-D-GlcA-(1-->4)-alpha-D-GlcN(NS,6S)-OMe, was synthesized in a convergent manner via coupling of a pair of the disaccharide building blocks as a key step.
Chen
Jianfang
J
State Key Laboratory of Bio-organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.
Zhou
Ying
Y
Chen
Chen
C
Xu
Weichang
W
Yu
Biao
B
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000378:metabolism / Q000627:therapeutic use; D005966:Glucuronidase / Q000378:metabolism*; D019812:Heparan Sulfate Proteoglycans / Q000378:metabolism; D006497:Heparan Sulfate / Q000378:metabolism; D007202:Indicators and Reagents; D008322:Mammals; D008958:Models, Molecular; D008968:Molecular Conformation; D009005:Monosaccharides / Q000138:chemical synthesis / Q000378:metabolism; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*; D013379:Substrate Specificity; D000099175:Heparanase
D000970:Antineoplastic Agents; D005966:Glucuronidase; D019812:Heparan Sulfate Proteoglycans; D006497:Heparan Sulfate; D007202:Indicators and Reagents; D009005:Monosaccharides; D009844:Oligosaccharides; D000099175:Heparanase