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TitleLipophilic bisphosphonates as dual farnesyl/geranylgeranyl diphosphate synthase inhibitors: an X-ray and NMR investigation.
Journal, issue, pagesJ. Am. Chem. Soc., Vol. 131, Page 5153-5162, Year 2009
Publish dateJan 29, 2007 (structure data deposition date)
AuthorsZhang, Y. / Cao, R. / Yin, F. / Hudock, M.P. / Guo, R.T. / Krysiak, K. / Mukherjee, S. / Gao, Y.G. / Robinson, H. / Song, Y. ...Zhang, Y. / Cao, R. / Yin, F. / Hudock, M.P. / Guo, R.T. / Krysiak, K. / Mukherjee, S. / Gao, Y.G. / Robinson, H. / Song, Y. / No, J.H. / Bergan, K. / Leon, A. / Cass, L. / Goddard, A. / Chang, T.K. / Lin, F.Y. / Van Beek, E. / Papapoulos, S. / Wang, A.H. / Kubo, T. / Ochi, M. / Mukkamala, D. / Oldfield, E.
External linksJ. Am. Chem. Soc. / PubMed:19309137
MethodsX-ray diffraction
Resolution1.94 - 2.65 Å
Structure data

PDB-2opm:
Human Farnesyl Diphosphate Synthase Complexed with Bisphosphonate BPH-461
Method: X-RAY DIFFRACTION / Resolution: 2.4 Å

PDB-2zeu:
S. Cerevisiae Geranylgeranyl Pyrophosphate Synthase in Complex with BPH-715
Method: X-RAY DIFFRACTION / Resolution: 2.0 Å

PDB-2zev:
S. Cerevisiae Geranylgeranyl Pyrophosphate Synthase in Complex with Magnesium, IPP and BPH-715
Method: X-RAY DIFFRACTION / Resolution: 2.23 Å

PDB-3dyf:
T. Brucei Farnesyl Diphosphate Synthase Complexed with Bisphosphonate BPH-461 and Isopentyl Diphosphate
Method: X-RAY DIFFRACTION / Resolution: 2.65 Å

PDB-3dyg:
T. Brucei Farnesyl Diphosphate Synthase Complexed with Bisphosphonate BPH-461
Method: X-RAY DIFFRACTION / Resolution: 2.1 Å

PDB-3dyh:
T. Brucei Farnesyl Diphosphate Synthase Complexed with Bisphosphonate BPH-721
Method: X-RAY DIFFRACTION / Resolution: 1.94 Å

PDB-3efq:
T. Brucei Farnesyl Diphosphate Synthase Complexed with Bisphosphonate BPH-714
Method: X-RAY DIFFRACTION / Resolution: 2.0 Å

PDB-3egt:
T. Brucei Farnesyl Diphosphate Synthase Complexed with Bisphosphonate BPH-722
Method: X-RAY DIFFRACTION / Resolution: 2.0 Å

Chemicals

ChemComp-PO4:
PHOSPHATE ION / Phosphate

ChemComp-MG:
Unknown entry

ChemComp-NI9:
3-FLUORO-1-(2-HYDROXY-2,2-DIPHOSPHONOETHYL)PYRIDINIUM

ChemComp-HOH:
WATER / Water

ChemComp-B71:
3-(DECYLOXY)-1-(2,2-DIPHOSPHONOETHYL)PYRIDINIUM

ChemComp-IPE:
3-METHYLBUT-3-ENYL TRIHYDROGEN DIPHOSPHATE / Isopentenyl pyrophosphate

ChemComp-ACT:
ACETATE ION / Acetate

ChemComp-IPR:
ISOPENTYL PYROPHOSPHATE

ChemComp-MPD:
(4S)-2-METHYL-2,4-PENTANEDIOL / precipitant*YM / 2-Methyl-2,4-pentanediol

ChemComp-BME:
BETA-MERCAPTOETHANOL / 2-Mercaptoethanol

ChemComp-721:
3-butoxy-1-(2,2-diphosphonoethyl)pyridinium

ChemComp-714:
1-(2,2-diphosphonoethyl)-3-(octyloxy)pyridinium

ChemComp-722:
1-(2,2-diphosphonoethyl)-3-(heptyloxy)pyridinium

Source
  • homo sapiens (human)
  • saccharomyces cerevisiae (brewer's yeast)
  • trypanosoma brucei (eukaryote)
KeywordsTRANSFERASE / PROTEIN-BISPHOSPHONATE COMPLEX / PRENYLTRANSFERASE / FARNESYL PYROPHOSPHATE / BISPHOSPHONATE / Carotenoid biosynthesis / Isoprene biosynthesis / Multifunctional enzyme / Protein transport / Transport

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