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Quantitative Monitoring of Solid‐Phase Synthesis Using Gated Decoupling 13 C NMR Spectroscopy with a 13 C‐Enriched Protecting Group and an Internal Standard in the Synthesis of Sialyl Lewis X Tetrasaccharide
Author(s) -
Kanemitsu Takuya,
Kanie Osamu,
Wong ChiHuey
Publication year - 1998
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19981231)37:24<3415::aid-anie3415>3.0.co;2-8
Subject(s) - tetrasaccharide , chemistry , solid phase synthesis , nuclear magnetic resonance spectroscopy , stereochemistry , organic chemistry , biochemistry , polysaccharide , peptide
Just tagging along. For the nondestructive quantitative monitoring of solid‐phase oligosaccharide synthesis a 13 C‐enriched tag (*) was incorporated in the linker and a 13 C‐enriched protecting group (⧫) was included in the growing molecule. By integration of the signals in a gated decoupling 13 C NMR experiment the reaction progress can be monitored. This method was demonstrated with the synthesis of sialyl Lewis x tetrasaccharide on a Tentagel support ((P)). Bn=benzyl, PEG=poly(ethylene glycol).