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 |