Abstract:
:A new pseudopeptide epoxide inhibitor, designed for irreversible binding to HIV protease (HIV-PR), has been synthesized and characterized in solution and in the solid state. However, the crystal structure of the complex obtained by inhibitor-enzyme cocrystallization revealed that a minor isomer, with inverted configuration of the epoxide carbons, has been selected by HIV-PR during crystallization. The structural characterization of the well-ordered pseudopeptide, inserted in the catalytic channel with its epoxide group intact, provides deeper insights into inhibitor binding and HIV-PR stereoselectivity, which aids development of future epoxide-based HIV inhibitors.
journal_name
ACS Med Chem Lettjournal_title
ACS medicinal chemistry lettersauthors
Benedetti F,Berti F,Campaner P,Fanfoni L,Demitri N,Olajuyigbe FM,De March M,Geremia Sdoi
10.1021/ml500092esubject
Has Abstractpub_date
2014-07-14 00:00:00pages
968-72issue
9issn
1948-5875journal_volume
5pub_type
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