Chemical synthesis of normal and transformed PSA glycopeptides Journal Article


Authors: Dudkin, V. Y.; Miller, J. S.; Danishefsky, S. J.
Article Title: Chemical synthesis of normal and transformed PSA glycopeptides
Abstract: Chemical syntheses are reported for prostate specific antigen (PSA) N-linked glycopeptide fragments consisting of an uneicosapeptide (residues 27-47 of PSA) with di-, tri-, and tetrabranched N-acetyllactosamine-type glycans. The syntheses involve simultaneous, multiple glycosylations of the corresponding pentasaccharide acceptors prepared from a common trisaccharide precursor. Globally deprotected glycans are aminated and then aspartylated with a hexapeptide, which is then extended using native chemical ligation (NCL). The glycopeptides will be used for the generation of antibodies that may form the basis for a new prostate cancer diagnostic assay. Copyright © 2004 American Chemical Society.
Keywords: prostate specific antigen; protein blood level; cancer screening; tumor marker; prostate cancer; prostate-specific antigen; amino acid sequence; molecular sequence data; early diagnosis; antigen detection; protein secretion; antibody specificity; diagnostic test; protein structure; polysaccharides; antigen structure; glycoprotein; technique; isoprotein; chemical reaction; carbohydrate sequence; glycan derivative; glycopeptide; glycopeptides; peptide synthesis; tissue specificity; sialylation; protein glycosylation; article; amino sugars
Journal Title: Journal of the American Chemical Society
Volume: 126
Issue: 3
ISSN: 0002-7863
Publisher: American Chemical Society  
Date Published: 2004-01-28
Start Page: 736
End Page: 738
Language: English
DOI: 10.1021/ja037988s
PROVIDER: scopus
PUBMED: 14733546
DOI/URL:
Notes: J. Am. Chem. Soc. -- Cited By (since 1996):71 -- Export Date: 16 June 2014 -- CODEN: JACSA -- Source: Scopus
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  1. Justin S Miller
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  2. Vadim Dudkin
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