5w7m: Difference between revisions

Revision as of 05:28, 27 June 2018

Crystal structure of RoqN

Structural highlights

5w7m is a 1 chain structure. Full crystallographic information is available from OCA. For a guided tour on the structure components use FirstGlance.
Ligands:	SAH
Resources:	FirstGlance, OCA, PDBe, RCSB, PDBsum, ProSAT

Function

[ROQN_PENRW] Glandicoline B O-methyltransferase; part of the gene cluster that mediates the biosynthesis of the mycotoxin meleagrin (PubMed:22118684, PubMed:23776469). The first stage is catalyzed by the dipeptide synthase roqA which condenses histidine and tryptophan to produce histidyltryptophanyldiketopiperazine (HTD) (PubMed:22118684, PubMed:23776469). HTD is then converted to roquefortine C through two possible pathways (PubMed:23776469). In the first pathway, prenyltransferase roqD transforms HTD to the intermediate roquefortine D, which is in turn converted to roquefortine C by the cytochrome P450 monooxygenase roqR (PubMed:23776469). In the second pathway, HTD is first converted to the intermediate dehydrohistidyltryptophanyldi-ketopiperazine (DHTD) by roqR which is then prenylated by roqD to form roquefortine C (PubMed:23776469). Roquefortine C can be further transformed to meleagrin via three more reactions including oxydation to glandicolin A by roqM, which is further reduced to glandicoline B by roqO (PubMed:23776469). Finally, glandicoline B is converted to meleagrin by the glandicoline B O-methyltransferase roqN (PubMed:22118684, PubMed:23776469). More studies identified further branching and additional metabolites produced by the roquefortine/meleagrin cluster, including roquefortine F, roquefortine L, roquefortine M, roquefortine N and neoxaline (PubMed:24225953).^[1] ^[2] ^[3]

References

↑ Garcia-Estrada C, Ullan RV, Albillos SM, Fernandez-Bodega MA, Durek P, von Dohren H, Martin JF. A single cluster of coregulated genes encodes the biosynthesis of the mycotoxins roquefortine C and meleagrin in Penicillium chrysogenum. Chem Biol. 2011 Nov 23;18(11):1499-512. doi: 10.1016/j.chembiol.2011.08.012. PMID:22118684 doi:https://dx.doi.org/10.1016/j.chembiol.2011.08.012
↑ Ali H, Ries MI, Nijland JG, Lankhorst PP, Hankemeier T, Bovenberg RA, Vreeken RJ, Driessen AJ. A branched biosynthetic pathway is involved in production of roquefortine and related compounds in Penicillium chrysogenum. PLoS One. 2013 Jun 12;8(6):e65328. doi: 10.1371/journal.pone.0065328. Print 2013. PMID:23776469 doi:https://dx.doi.org/10.1371/journal.pone.0065328
↑ Ries MI, Ali H, Lankhorst PP, Hankemeier T, Bovenberg RA, Driessen AJ, Vreeken RJ. Novel key metabolites reveal further branching of the roquefortine/meleagrin biosynthetic pathway. J Biol Chem. 2013 Dec 27;288(52):37289-95. doi: 10.1074/jbc.M113.512665. Epub, 2013 Nov 13. PMID:24225953 doi:https://dx.doi.org/10.1074/jbc.M113.512665

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OCA

[1] Garcia-Estrada C, Ullan RV, Albillos SM, Fernandez-Bodega MA, Durek P, von Dohren H, Martin JF. A single cluster of coregulated genes encodes the biosynthesis of the mycotoxins roquefortine C and meleagrin in Penicillium chrysogenum. Chem Biol. 2011 Nov 23;18(11):1499-512. doi: 10.1016/j.chembiol.2011.08.012. PMID:22118684 doi:https://dx.doi.org/10.1016/j.chembiol.2011.08.012

[2] Ali H, Ries MI, Nijland JG, Lankhorst PP, Hankemeier T, Bovenberg RA, Vreeken RJ, Driessen AJ. A branched biosynthetic pathway is involved in production of roquefortine and related compounds in Penicillium chrysogenum. PLoS One. 2013 Jun 12;8(6):e65328. doi: 10.1371/journal.pone.0065328. Print 2013. PMID:23776469 doi:https://dx.doi.org/10.1371/journal.pone.0065328

[3] Ries MI, Ali H, Lankhorst PP, Hankemeier T, Bovenberg RA, Driessen AJ, Vreeken RJ. Novel key metabolites reveal further branching of the roquefortine/meleagrin biosynthetic pathway. J Biol Chem. 2013 Dec 27;288(52):37289-95. doi: 10.1074/jbc.M113.512665. Epub, 2013 Nov 13. PMID:24225953 doi:https://dx.doi.org/10.1074/jbc.M113.512665

[1]

[2]

[3]

@@ Line 1: / Line 1: @@
-'''Unreleased structure'''
-The entry 5w7m is ON HOLD  until Paper Publication
+==Crystal structure of RoqN==
+<StructureSection load='5w7m' size='340' side='right' caption='[[5w7m]], [[Resolution|resolution]] 1.70&Aring;' scene=''>
-Authors: Newmister, S.A., Romminger, S., Schmidt, J.J., Williams, R.M., Smith, J.L., Berlinck, R.G.S., Sherman, D.H.
+== Structural highlights ==
+<table><tr><td colspan='2'>[[5w7m]] is a 1 chain structure. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=5W7M OCA]. For a <b>guided tour on the structure components</b> use [http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=5W7M FirstGlance]. <br>
-Description: Crystal structure of RoqN
+</td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat"><scene name='pdbligand=SAH:S-ADENOSYL-L-HOMOCYSTEINE'>SAH</scene></td></tr>
-[[Category: Unreleased Structures]]
+<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=5w7m FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=5w7m OCA], [http://pdbe.org/5w7m PDBe], [http://www.rcsb.org/pdb/explore.do?structureId=5w7m RCSB], [http://www.ebi.ac.uk/pdbsum/5w7m PDBsum], [http://prosat.h-its.org/prosat/prosatexe?pdbcode=5w7m ProSAT]</span></td></tr>
+</table>
+== Function ==
+[[http://www.uniprot.org/uniprot/ROQN_PENRW ROQN_PENRW]] Glandicoline B O-methyltransferase; part of the gene cluster that mediates the biosynthesis of the mycotoxin meleagrin (PubMed:22118684, PubMed:23776469). The first stage is catalyzed by the dipeptide synthase roqA which condenses histidine and tryptophan to produce histidyltryptophanyldiketopiperazine (HTD) (PubMed:22118684, PubMed:23776469). HTD is then converted to roquefortine C through two possible pathways (PubMed:23776469). In the first pathway, prenyltransferase roqD transforms HTD to the intermediate roquefortine D, which is in turn converted to roquefortine C by the cytochrome P450 monooxygenase roqR (PubMed:23776469). In the second pathway, HTD is first converted to the intermediate dehydrohistidyltryptophanyldi-ketopiperazine (DHTD) by roqR which is then prenylated by roqD to form roquefortine C (PubMed:23776469). Roquefortine C can be further transformed to meleagrin via three more reactions including oxydation to glandicolin A by roqM, which is further reduced to glandicoline B by roqO (PubMed:23776469). Finally, glandicoline B is converted to meleagrin by the glandicoline B O-methyltransferase roqN (PubMed:22118684, PubMed:23776469). More studies identified further branching and additional metabolites produced by the roquefortine/meleagrin cluster, including roquefortine F, roquefortine L, roquefortine M, roquefortine N and neoxaline (PubMed:24225953).<ref>PMID:22118684</ref> <ref>PMID:23776469</ref> <ref>PMID:24225953</ref>
+== References ==
+<references/>
+__TOC__
+</StructureSection>
+[[Category: Berlinck, R G.S]]
+[[Category: Newmister, S A]]
 [[Category: Romminger, S]]
-[[Category: Sherman, D.H]]
+[[Category: Schmidt, J J]]
-[[Category: Smith, J.L]]
+[[Category: Sherman, D H]]
-[[Category: Newmister, S.A]]
+[[Category: Smith, J L]]
-[[Category: Berlinck, R.G.S]]
+[[Category: Williams, R M]]
-[[Category: Schmidt, J.J]]
+[[Category: Hydrolase]]
-[[Category: Williams, R.M]]
+[[Category: Indole alkaloid]]
+[[Category: Methyltransferase]]
+[[Category: Oxaline]]
+[[Category: Penicillium chrysogenum]]

5w7m: Difference between revisions

Revision as of 05:28, 27 June 2018

Crystal structure of RoqN

Structural highlights

Function

References

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