2010
DOI: 10.1016/j.crci.2010.09.004
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Glucose derived inhibitors of glycogen phosphorylase

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Cited by 82 publications
(81 citation statements)
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References 75 publications
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“…17 Introduction of a methyl group in the 4-position of the phenyl ring as in 20 resulted in a weaker inhibition than that of 19, and this is again different from compounds E-G in which this modification (or 4-OMe substitution) gave more effective inhibitors. 17,22 This behaviour may reveal a rather unfavourable orientation of the aromatic part of these compounds in the active site β-pocket of the enzyme.…”
Section: Enzyme Kinetic Studies and Structure-activity Relationshipsmentioning
confidence: 94%
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“…17 Introduction of a methyl group in the 4-position of the phenyl ring as in 20 resulted in a weaker inhibition than that of 19, and this is again different from compounds E-G in which this modification (or 4-OMe substitution) gave more effective inhibitors. 17,22 This behaviour may reveal a rather unfavourable orientation of the aromatic part of these compounds in the active site β-pocket of the enzyme.…”
Section: Enzyme Kinetic Studies and Structure-activity Relationshipsmentioning
confidence: 94%
“…17,22 In this series X-ray crystallography of the enzymeinhibitor complexes 2,23 indicated the absence of the above mentioned hydrogen bond between the β-NH group and His377 O; therefore, the stronger binding was attributed to extensive interactions with the large aromatic appendage of the inhibitor in the so-called β-channel of the protein. A variant of E with a 3,5-dimethyl-phenyl group in place of the 2-naphthyl moiety was shown to improve glucose tolerance and to rearrange hepatic metabolism in diabetic mice.…”
Section: Introductionmentioning
confidence: 90%
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“…Synthesis of glycoclusters containing three (8) and five (10) 3-deoxy-3-triazolylgalactofuranose residues.…”
Section: Resultsmentioning
confidence: 99%
“…These include lectin-carbohydrate recognition 1,2,3 and processes catalyzed by glycosidases, 4,5,6 glycosyltransferases 7 and glycogen phosphorylases. 8 Very often modified carbohydrates are used to investigate these processes 9,10 and to create suitable inhibitors of the aforementioned enzymes. 1,2,3-Triazole modified carbohydrates became easily available after the discovery of the Cu(I) catalyzed azide-alkyne 1,3-dipolar cycloaddition reaction and quickly became a prominent class of non-natural sugars.…”
Section: Introductionmentioning
confidence: 99%