Undecaprenyl pyrophosphate synthase: Difference between revisions

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== Function ==
== Function ==
'''Undecaprenyl pyrophosphate synthase''' or '''isoprenyl transferase''' or '''poly-cis-prenyltransferase''' or '''ditrans,polycis-undecaprenyl pyrophosphate synthase ((2E,6E) farnesyl diphosphate specific)''' (UPPS) catalyzes the consecutive condensation of farnesyl pyrophosphate (FPP) with 8 molecules of isopentenyl pyrophosphate (IPP) to produce undecaprenyl pyrophosphate. Undecaprenyl pyrophosphate serves as a lipid carrier for peptidoglycan synthesis of bacterial cell wall<ref>PMID:15788389</ref>.  UPPS or '''NUS1''' is a subunit  of ''cis''-prenyltransferase<ref>PMID:27402831</ref>.  Bisphosphonate drugs are UPP inhibitors.
'''Undecaprenyl pyrophosphate synthase''' or '''isoprenyl transferase''' or '''poly-cis-prenyltransferase''' or '''ditrans,polycis-undecaprenyl pyrophosphate synthase ((2E,6E) farnesyl diphosphate specific)''' (UPPS) catalyzes the consecutive condensation of farnesyl pyrophosphate (FPP) with 8 molecules of isopentenyl pyrophosphate (IPP) to produce undecaprenyl pyrophosphate. Undecaprenyl pyrophosphate serves as a lipid carrier for peptidoglycan synthesis of bacterial cell wall<ref>PMID:15788389</ref>.  '''UPPS''' or '''NUS1''' is a subunit  of ''cis''-prenyltransferase<ref>PMID:27402831</ref>.  Bisphosphonate drugs are UPP inhibitors.


== Relevance ==
== Relevance ==
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== Structural highlights ==
== Structural highlights ==
The <scene name='59/591995/Cv/5'>active site</scene> of UPP (water molecules are shown as red spheres) contains an <scene name='59/591995/Cv/6'>octahedrally coordinated Mg+2 ion bound to the pyrophosphate group of isopentenyl pyrophosphate</scene><ref>PMID:15788389</ref>.  
The <scene name='59/591995/Cv/5'>active site</scene> of UPPS (water molecules are shown as red spheres) contains an <scene name='59/591995/Cv/6'>octahedrally coordinated Mg+2 ion bound to the pyrophosphate group of isopentenyl pyrophosphate</scene><ref>PMID:15788389</ref>.  
</StructureSection>


==3D structures of undecaprenyl pyrophosphate synthase==
==3D structures of undecaprenyl pyrophosphate synthase==


Updated on {{REVISIONDAY2}}-{{MONTHNAME|{{REVISIONMONTH}}}}-{{REVISIONYEAR}}
[[Undecaprenyl pyrophosphate synthase 3D structures]]
{{#tree:id=OrganizedByTopic|openlevels=0|
 
*Undecaprenyl pyrophosphate synthase
 
**[[1f75]] – UPP (mutant) – ''Micrococcus luteus''<br />
**[[3qas]], [[5cqb]], [[5oon]], [[6cb2]] – EcUPP – ''Escherichia coli''<br />
**[[1jp3]] – EcUPP (mutant) <br />
**[[2d2r]] – HpUPP (mutant) – ''Helicobacter pylori''<br />
**[[2vg4]] – MtUPP – ''Mycobacterium tuberculosis''<br />
**[[5kh2]] – SpUPP – ''Streptococcus pneumoniae''<br />
**[[3wyi]] – SaUPP - ''Staphylococcus aureus'' <br />
**[[5xk3]] – StUPP – ''Streptmyces''<br />
**[[6acs]] - AbUPP - ''Acinetobacter baumannii''<br />
**[[6loi]] - AbUPP - ''Enterococcus faecalis''<br />
**[[7jli]] – BsUPP – ''Bacillus subtilis''<br />
 
*Undecaprenyl pyrophosphate synthase complexes
 
**[[1ueh]] – EcUPP + Mg + SO4 + triton<br />
**[[1v7u]] – EcUPP + FPP <br />
**[[4u82]] – EcUPP + Mg + FPP derivative<br />
**[[1x06]] – EcUPP + Mg + FPP analog + IPP<br />
**[[1x08]] – EcUPP (mutant) + Mg + FPP analog + IPP<br />
**[[1x07]] – EcUPP + Mg + PO4 + IPP<br />
**[[1x09]] – EcUPP (mutant) + Mg + IPP<br />
**[[2e98]], [[2e99]], [[2e9a]], [[2e9c]], [[2e9d]], [[3th8]], [[3sgt]], [[3sgv]], [[3sgx]], [[3sh0]], [[4h2j]], [[4h2m]], [[4h2o]], [[4h38]], [[4h3c]], [[4h3a]], [[4h8e]], [[3wyj]] – EcUPP + bisphosphonate<br />
**[[5cqj]], [[5zhe]] – EcUPP + inhibitor <br />
**[[5kh4]] – SpUPP + FPP <br />
**[[5kh5]] – SpUPP + inhibitor <br />
**[[2dtn]] – HpUPP + pyrophosphate<br />
**[[3ugs]] - UPP + FPP analog – ''Campylobacter jejuni''<br />
**[[2vg2]] – MtUPP + Pi + PPi + methyl butenyl diphosphate <br />
**[[2vg3]] – MtUPP + Pi + Mg + geranyl diphosphate <br />
**[[5xk8]] – StUPP + GPP <br />
**[[5xk6]] – StUPP + IPP <br />
**[[5xk7]] – StUPP + DMAPP <br />
**[[5xk9]] – StUPP + GSPP + DMAPP <br />
**[[6szg]], [[6szh]] - AbUPP + inhibitor<br />
**[[7jljj]], [[7jlm]], [[7jlr]] – BsUPP + inhibitor <br />
}}


== References ==
== References ==
<references/>
<references/>
 
</StructureSection>
[[Category:Topic Page]]
[[Category:Topic Page]]

Latest revision as of 11:44, 22 August 2024


Function

Undecaprenyl pyrophosphate synthase or isoprenyl transferase or poly-cis-prenyltransferase or ditrans,polycis-undecaprenyl pyrophosphate synthase ((2E,6E) farnesyl diphosphate specific) (UPPS) catalyzes the consecutive condensation of farnesyl pyrophosphate (FPP) with 8 molecules of isopentenyl pyrophosphate (IPP) to produce undecaprenyl pyrophosphate. Undecaprenyl pyrophosphate serves as a lipid carrier for peptidoglycan synthesis of bacterial cell wall[1]. UPPS or NUS1 is a subunit of cis-prenyltransferase[2]. Bisphosphonate drugs are UPP inhibitors.

Relevance

UPPS inhibitors are investigated as potential antibacterials[3].

Structural highlights

The of UPPS (water molecules are shown as red spheres) contains an [4].

3D structures of undecaprenyl pyrophosphate synthase

Undecaprenyl pyrophosphate synthase 3D structures

References

  1. ↑ Guo RT, Ko TP, Chen AP, Kuo CJ, Wang AH, Liang PH. Crystal structures of undecaprenyl pyrophosphate synthase in complex with magnesium, isopentenyl pyrophosphate, and farnesyl thiopyrophosphate: roles of the metal ion and conserved residues in catalysis. J Biol Chem. 2005 May 27;280(21):20762-74. Epub 2005 Mar 23. PMID:15788389 doi:10.1074/jbc.M502121200
  2. ↑ Grabińska KA, Park EJ, Sessa WC. cis-Prenyltransferase: New Insights into Protein Glycosylation, Rubber Synthesis, and Human Diseases. J Biol Chem. 2016 Aug 26;291(35):18582-90. PMID:27402831 doi:10.1074/jbc.R116.739490
  3. ↑ Jukic M, Rozman K, Gobec S. Recent Advances in the Development of Undecaprenyl Pyrophosphate Synthase Inhibitors as Potential Antibacterials. Curr Med Chem. 2016;23(5):464-82. PMID:26718796
  4. ↑ Guo RT, Ko TP, Chen AP, Kuo CJ, Wang AH, Liang PH. Crystal structures of undecaprenyl pyrophosphate synthase in complex with magnesium, isopentenyl pyrophosphate, and farnesyl thiopyrophosphate: roles of the metal ion and conserved residues in catalysis. J Biol Chem. 2005 May 27;280(21):20762-74. Epub 2005 Mar 23. PMID:15788389 doi:10.1074/jbc.M502121200

Structure of E. coli UPP complex with isopentenyl pyrophosphate, phosphate and Mg+2 (green) (PDB code 1x07).

Drag the structure with the mouse to rotate

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Michal Harel, Alexander Berchansky
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