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2‐Substituted‐3‐Dehydroquinic Acids as Potent Competitive Inhibitors of Type II Dehydroquinase
Author(s) -
Prazeres Verónica F. V.,
Castedo Luis,
Lamb Heather,
Hawkins Alastair R.,
GonzálezBello Concepción
Publication year - 2009
Publication title -
chemmedchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.817
H-Index - 100
eISSN - 1860-7187
pISSN - 1860-7179
DOI - 10.1002/cmdc.200900319
Subject(s) - chemistry , stereochemistry , enzyme , substrate (aquarium) , tyrosine , non competitive inhibition , combinatorial chemistry , biochemistry , biology , ecology
Potential antibiotics: The substitution of either the pro‐ R or pro‐ S hydrogen of the 3‐dehydroquinic acid, the natural substrate of type II dehydroquinase, by a group (R) that is able to interact with the base responsible for enzymatic catalysis, tyrosine, is used as a strategy for the development of reversible competitive inhibitors of this enzyme. Synthesised compounds were also subjected to molecular modelling studies to investigate their binding mode.