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Biological properties of N-acyl and N-haloacetyl neuraminic acids: Processing by enzymes of sialic acid metabolism, and interaction with influenza virus
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UNSPECIFIED (2002) Biological properties of N-acyl and N-haloacetyl neuraminic acids: Processing by enzymes of sialic acid metabolism, and interaction with influenza virus. BIOORGANIC & MEDICINAL CHEMISTRY, 10 (10). pp. 3175-3185. ISSN 0968-0896.
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Abstract
Several unnatural N-acyl neuraminic acids (N-propionyl, N-hexanoyl, N-benzoyl, N-trifluoroacetyl, N-chloroacetyl, N-difluoroacetyl) were prepared enzymatically using immobilised sialic acid aldolase. N-Trifluoroacetyl- N-chloroacetyl- and N-difluoroacetyl neuraminic acids were shown to enhance up to 10-fold the rate of association of influenza virus A to a sialoglycolipid neomembrane by surface plasmon resonance, and were found to act as weak inhibitors (K-iapp 0.45-2.0 mM) of influenza virus neuraminidase. The N-propionyl, N-chloroacetyl- and N-difluoroacetyl neuraminic acids were found to be substrates for recombinant Escherichia coli CMP sialate synthase, to give the corresponding CMP-N-acyl-neuraminic acids. CMP-N-propionyl neuraminic acid was found not to be a substrate for CMP-N-acetyl neuraminic acid hydroxylase from pig submandibular gland. (C) 2002 Elsevier Science Ltd. All rights reserved.
Item Type: | Journal Article | ||||
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Subjects: | Q Science > QD Chemistry | ||||
Journal or Publication Title: | BIOORGANIC & MEDICINAL CHEMISTRY | ||||
Publisher: | PERGAMON-ELSEVIER SCIENCE LTD | ||||
ISSN: | 0968-0896 | ||||
Official Date: | October 2002 | ||||
Dates: |
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Volume: | 10 | ||||
Number: | 10 | ||||
Number of Pages: | 11 | ||||
Page Range: | pp. 3175-3185 | ||||
Publication Status: | Published |
Data sourced from Thomson Reuters' Web of Knowledge
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