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Novel 6-O-acylated vitamin C derivatives as hyaluronidase inhibitors with selectivity for bacterial lyases.

Spickenreither, Martin and Braun, Stephan and Bernhardt, Günther and Dove, Stefan and Buschauer, Armin (2006) Novel 6-O-acylated vitamin C derivatives as hyaluronidase inhibitors with selectivity for bacterial lyases. Bioorganic & Medicinal Chemistry Letters 16 (20), pp. 5313-5316.

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Abstract

Previously, we identified ascorbic acid 6-O-hexadecanoate as an up to 1500 times more potent inhibitor of bacterial and bovine hyaluronidases than the parent compound, vitamin C, and determined a crystal structure of hyaluronidase from Streptococcus pneumoniae in complex with the inhibitor. As the alkanoyl chain interacts with a hydrophobic patch of the enzyme we synthesized other 6-O-acylated ...

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Export bibliographical data

Item Type:Article
Date:2006
Institutions:Chemistry and Pharmacy > Institute of Pharmacy > Pharmaceutical/Medicinal Chemistry II (Prof. Buschauer)
Projects:GRK 760, Graduiertenkolleg Medizinische Chemie
Identification Number:
ValueType
10.1016/j.bmcl.2006.07.087DOI
16908142PubMed ID
Keywords:Ascorbic acid derivatives; Hyaluronidase inhibitors; Hyaluronan; Hyaluronan lyases; Bovine testicular hyaluronidase
Subjects:500 Science > 570 Life sciences
600 Technology > 610 Medical sciences Medicine
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Yes
Owner: Prof. Armin Buschauer
Deposited On:21 Feb 2008 08:27
Last Modified:05 Aug 2009 13:42
Item ID:3383
Owner Only: item control page
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