Abstract
We describe herein the stereo-controlled, large-scale synthesis of peracetylated GM2 glycosylamino acid. Key features of the synthesis include a newly modified [1+3] coupling reaction and an olefin cross-metathesis-hydrogenation sequence. The GM2 glycosylamino acid is now ready for incorporation into a hexavalent prostate cancer vaccine construct.
Publication types
-
Research Support, N.I.H., Extramural
-
Research Support, U.S. Gov't, Non-P.H.S.
-
Research Support, U.S. Gov't, P.H.S.
MeSH terms
-
Acetylation
-
Amino Acids / chemical synthesis*
-
Cancer Vaccines / chemical synthesis*
-
Cancer Vaccines / immunology
-
Carbohydrate Sequence
-
Humans
-
Magnetic Resonance Spectroscopy
-
Male
-
Molecular Sequence Data
-
Prostatic Neoplasms / therapy*
-
Spectrophotometry, Infrared
Substances
-
Amino Acids
-
Cancer Vaccines