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Synthesis of glycopeptides containing the amino acid sequence 17-23 of bovine pancreatic deoyxribonuclease
Authors:Hari G Garg  Roger W Jeanloz
Institution:Laboratory for Carbohydrate Research, Departments of Biological Chemistry and Medicine, Harvard Medical School and Massachusetts General Hospital, Boston, Massachusetts 02114 U.S.A.
Abstract:2-Acetamino-3,4,6-tri-O-acetly-1-N-N-(benzyloxycarbonly-l-seryl)-l-aspart-1-oyl-(p-nitrobenzyl ester)-4-oyl]-2-deoxy-β-d-glucopyranosylamine,2-acetamido-3,4,6-tri,O-acetyl-1-N-N-(benzyloxycarbonyl-l-seryl)-l-aspart-1-oyl-(l-alanine methyl ester)-4-oyl]-2-deoxy-β-d-glucopyranosylamine, and 2-acetamido-3,4,6-tri-O-acetyl-1-N-N-benzyloxycarbonyl)-l-aspart-1-oyl-(l-alanyl-l-threonyl-l-leucyl-l-alanyl-l-serine p-nitrobenzyl ester)-4-oyl]-2-deoxy-β-d-glucopyranosylamine (7), which span the amino acid sequence 17-23 of bovine pancreatic deoxyribonuclease A and contain a 2-acetamido-2-deoxy-d-glucose residue, were synthesized. On treatment with lithium hydroxide, the blocked glycohexapeptide 7 gave 2-acetamido-1-N-N-(benzyloxycarbonyl)-l-aspart-1-oyl-(l-alanyl-l-threonyl-l-leucyl-l-alanyl-l-serine)-4-oyl]-2 deoxy-β-d-glucopyranosylamine.
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