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note
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FucA was produced by the Department of Chemical Engineering, Universitat Autònoma de Barcelona, within the framework of a collaborative CYCIT project (PPQ2002-04625-CO2-01).
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2 at 50 psi in the presence of 10% Pd/C. Aqueous solutions of each of the iminocyclitols in their free-base form were adjusted to pH 6.5, lyophilized, and submitted to NMR analysis without any further purification.
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15
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14844335644
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note
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In previous work (see ref. [7]), the relative configurations at the C-3 and C-4 positions of the linear structures 6-8 could not be unambiguously assigned by NMR analysis owing to overlapping signals resulting from the equilibria between the linear adducts and the corresponding cyclic hemiaminals. This was not the case with compound 5; less than 5% of the hemiaminal was formed and the proportion of both diastereoisomers of the linear compound could be determined.
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The stereochemistry of each chromatographic peak was identified by applying NMR techniques to purified samples of the major diastereoisomers and to diastereomeric mixtures of the minor ones.
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