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- W2059093690 abstract "With 3,4,5,7-tetra-O-acetyl-2,6-anhydro-d-glycero-l-manno-heptononitrile as the starting material, the diastereotopic, enolic sugar derivatives (Z)-3,7-anhydro-2-deoxy-d-galacto-oct-2-enononitrile (2) and (Z)- (5) and (E)-3,7-anhydro-1,2-di-deoxy-d-galacto-oct-2-enitol (8) were prepared by multistep syntheses, and structurally investigated by 1H- and 13C-n.m.r. spectroscopy. Compounds 2 and 5 are susceptible to β-d-galactosidase-catalyzed hydration of the enolic double bond, whereas the isomer of 5, compound 8, cannot be enzymically hydrated. Because the α-protons in the hydration product of nitrile 2 do exchange in protic media, only 5 can be used as a diastereotopic probe for elucidating the stereochemistry of enzymic protonation." @default.
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- W2059093690 date "1983-02-01" @default.
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- W2059093690 title "Diastereotopic substrates of β-d-galactosidase from Escherichia coli as probes for a catalytically active, protonating group" @default.
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- W2059093690 doi "https://doi.org/10.1016/0008-6215(83)88220-2" @default.
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