Dudkin Vadim Y, Miller Justin S, Danishefsky Samuel J
Laboratory for Bioorganic Chemistry, The Sloan-Kettering Institute for Cancer Research, 1275 York Avenue, New York, New York 10021, USA.
J Am Chem Soc. 2004 Jan 28;126(3):736-8. doi: 10.1021/ja037988s.
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.
报道了前列腺特异性抗原（PSA）N-连接糖肽片段的化学合成，该片段由一个二十一肽（PSA的第27 - 47位残基）与二分支、三分支和四分支的N-乙酰乳糖胺型聚糖组成。合成过程涉及从一个共同的三糖前体制备相应的五糖受体的同时多糖基化。对整体脱保护的聚糖进行胺化，然后与一个六肽进行天冬氨酰化，接着使用天然化学连接（NCL）进行延伸。这些糖肽将用于生成抗体，可能为一种新的前列腺癌诊断检测奠定基础。
