Chemical synthesis of GDP-fucose analogs and their utilization by the Lewis *A(1 → 4) fucosyltransferase
Keyword(s):
H Nmr
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Chemical syntheses are reported for GDP-fucose (5), GDP-3-deoxy-fucose (6), and GDP-arabinose (7), the demethyl analog of 5. All three sugar nucleotides were found to act as donor substrates for an α(1 → 4) fucosyltransferase isolated from human milk when *BDGal(1 → 3)*BDGlcNAc-O(CH2)8COOMe (1) was used as the acceptor. The rate of transfer of sugar residues to 1 was measured using a coupled spectrophotometric assay and was found to be 100% (5), 2.3% (6), and 5.9% (7). The product Lea-active oligosaccharide analogs were identified by both an enzyme-linked immunosorbent assay (ELISA) and by 1H NMR spectroscopy. Keywords: glycosyltransferase, oligosaccharide synthesis, sugar-nucleotide analog, ELISA assay, fucosyltransferase.
2002 ◽
Vol 68
(3)
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pp. 1319-1324
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2009 ◽
Vol 88C
(1-6)
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pp. 247-254
Keyword(s):
2003 ◽
Vol 70
(4)
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pp. 636-643
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2012 ◽
Vol 11
(93)
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pp. 16034-16039
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Keyword(s):
2004 ◽
Vol 73
(1)
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1978 ◽
Vol 93
(6)
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pp. 916-921
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