2fak

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Crystal structure of Salinosporamide A in complex with the yeast 20S proteasome

File:2fak.gif


2fak, resolution 2.80Å

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OverviewOverview

The crystal structures of the yeast 20S proteasome core particle (CP) in, complex with Salinosporamides A (NPI-0052; 1) and B (4) were solved at <3, angstroms resolution. Each ligand is covalently bound to Thr1O(gamma) via, an ester linkage to the carbonyl derived from the beta-lactone ring of the, inhibitor. In the case of 1, nucleophilic addition to the beta-lactone, ring is followed by addition of C-3O to the chloroethyl group, giving rise, to a cyclic ether. The crystal structures were compared to that of the, omuralide/CP structure solved previously, and the collective data provide, new insights into the mechanism of inhibition and irreversible binding of, 1. Upon opening of the beta-lactone ring, C-3O assumes the position, occupied by a water molecule in the unligated enzyme and hinders, deacylation of the enzyme-ligand complex. Furthermore, the resulting, protonation state of Thr1NH2 deactivates the catalytic N-terminus.

About this StructureAbout this Structure

2FAK is a Protein complex structure of sequences from Saccharomyces cerevisiae with SA1 as ligand. Active as Proteasome endopeptidase complex, with EC number 3.4.25.1 Full crystallographic information is available from OCA.

ReferenceReference

Crystal structures of Salinosporamide A (NPI-0052) and B (NPI-0047) in complex with the 20S proteasome reveal important consequences of beta-lactone ring opening and a mechanism for irreversible binding., Groll M, Huber R, Potts BC, J Am Chem Soc. 2006 Apr 19;128(15):5136-41. PMID:16608349

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