Biological properties of N-acyl and N-haloacetyl neuraminic acids: Processing by enzymes of sialic acid metabolism, and interaction with influenza virus
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 0968-0896Full text not available from this repository.
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|
|Subjects:||Q Science > QD Chemistry|
|Journal or Publication Title:||BIOORGANIC & MEDICINAL CHEMISTRY|
|Publisher:||PERGAMON-ELSEVIER SCIENCE LTD|
|Number of Pages:||11|
|Page Range:||pp. 3175-3185|
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