Synthesis of oxime-linked mucin mimics containing the tumor-related T(N) and sialyl T(N) antigens.
[reaction--see text] The synthesis of oxime-linked mucin mimics was accomplished via the incorporation of multiple ketone residues into a peptide followed by reaction with aminooxy sugars corresponding to the tumor-related T(N) and sialyl T(N) (ST(N)) antigens.
Marcaurelle
L A
LA
Center for New Directions in Organic Synthesis, Department of Chemistry, University of California, Berkeley, California 94720, USA.
Shin
Y
Y
Goon
S
S
Bertozzi
C R
CR
D000595:Amino Acid Sequence; D015295:Antigens, Tumor-Associated, Carbohydrate / Q000737:chemistry*; D006020:Glycopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D018716:Molecular Mimicry; D008969:Molecular Sequence Data; D009077:Mucins / Q000737:chemistry*; D009844:Oligosaccharides / Q000138:chemical synthesis / Q000737:chemistry; D010091:Oximes / Q000737:chemistry*; D012794:Sialic Acids / Q000737:chemistry*
D015295:Antigens, Tumor-Associated, Carbohydrate; D006020:Glycopeptides; D007202:Indicators and Reagents; D009077:Mucins; D009844:Oligosaccharides; D010091:Oximes; D012794:Sialic Acids; C040286:Tn antigen