Abstract
Two pentasaccharides, representative of those found on complex N -glycans, were synthesized for use as
potential substrates for sulfotransferases. The synthesis was achieved
by the addition of a disaccharide donor β-d -GlcA(1→3)α-d -Gal-trichloroacetimidate to the two acceptor
trisaccharides β-d -GlcNAc(1→6)α-d -Man(1→6)β-d -Man-O -octyl
(15 ) and β-d -GlcNAc(1→2)α-d -Man(1→6)β-d -Man-O -octyl
(14 ). After deprotection, the two pentasaccharides 1 and 2 were characterized
by 1 H NMR spectroscopy.
Key words
pentassacharides - HNK-1 -
N -glycans
References
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conditions. Even under strict temperature control, chemical shifts
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for strong, m for medium and w for weak interactions). 1 : H1βGlcA-H3βGal (s)
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(s) and H1βGlcA-H4βGal (m); H1βGal-H4βGlcNAc
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NOEs were observed for all β-glycosides. Taken together
with the coupling constants, this confirms that all pyranose rings adopt
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