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| | <StructureSection load='5th5' size='340' side='right'caption='[[5th5]], [[Resolution|resolution]] 2.41Å' scene=''> | | <StructureSection load='5th5' size='340' side='right'caption='[[5th5]], [[Resolution|resolution]] 2.41Å' scene=''> |
| | == Structural highlights == | | == Structural highlights == |
| - | <table><tr><td colspan='2'>[[5th5]] is a 4 chain structure with sequence from [http://en.wikipedia.org/wiki/"vibrio_subtilis"_ehrenberg_1835 "vibrio subtilis" ehrenberg 1835]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=5TH5 OCA]. For a <b>guided tour on the structure components</b> use [http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=5TH5 FirstGlance]. <br> | + | <table><tr><td colspan='2'>[[5th5]] is a 4 chain structure with sequence from [https://en.wikipedia.org/wiki/Bacillus_subtilis Bacillus subtilis]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=5TH5 OCA]. For a <b>guided tour on the structure components</b> use [https://proteopedia.org/fgij/fg.htm?mol=5TH5 FirstGlance]. <br> |
| - | </td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat"><scene name='pdbligand=7C5:5-O-(2-AMINO-4-OXO-1,4-DIHYDROPTERIDINE-6-CARBONYL)ADENOSINE'>7C5</scene>, <scene name='pdbligand=MET:METHIONINE'>MET</scene>, <scene name='pdbligand=SF4:IRON/SULFUR+CLUSTER'>SF4</scene></td></tr> | + | </td></tr><tr id='method'><td class="sblockLbl"><b>[[Empirical_models|Method:]]</b></td><td class="sblockDat" id="methodDat">X-ray diffraction, [[Resolution|Resolution]] 2.407Å</td></tr> |
| - | <tr id='related'><td class="sblockLbl"><b>[[Related_structure|Related:]]</b></td><td class="sblockDat">[[5tgs|5tgs]]</td></tr>
| + | <tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat" id="ligandDat"><scene name='pdbligand=7C5:5-O-(2-AMINO-4-OXO-1,4-DIHYDROPTERIDINE-6-CARBONYL)ADENOSINE'>7C5</scene>, <scene name='pdbligand=MET:METHIONINE'>MET</scene>, <scene name='pdbligand=SF4:IRON/SULFUR+CLUSTER'>SF4</scene></td></tr> |
| - | <tr id='gene'><td class="sblockLbl"><b>[[Gene|Gene:]]</b></td><td class="sblockDat">queE, ykvL, BSU13740 ([http://www.ncbi.nlm.nih.gov/Taxonomy/Browser/wwwtax.cgi?mode=Info&srchmode=5&id=1423 "Vibrio subtilis" Ehrenberg 1835])</td></tr>
| + | <tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[https://proteopedia.org/fgij/fg.htm?mol=5th5 FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=5th5 OCA], [https://pdbe.org/5th5 PDBe], [https://www.rcsb.org/pdb/explore.do?structureId=5th5 RCSB], [https://www.ebi.ac.uk/pdbsum/5th5 PDBsum], [https://prosat.h-its.org/prosat/prosatexe?pdbcode=5th5 ProSAT]</span></td></tr> |
| - | <tr id='activity'><td class="sblockLbl"><b>Activity:</b></td><td class="sblockDat"><span class='plainlinks'>[http://en.wikipedia.org/wiki/7-carboxy-7-deazaguanine_synthase 7-carboxy-7-deazaguanine synthase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=4.3.99.3 4.3.99.3] </span></td></tr>
| + | |
| - | <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=5th5 FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=5th5 OCA], [http://pdbe.org/5th5 PDBe], [http://www.rcsb.org/pdb/explore.do?structureId=5th5 RCSB], [http://www.ebi.ac.uk/pdbsum/5th5 PDBsum], [http://prosat.h-its.org/prosat/prosatexe?pdbcode=5th5 ProSAT]</span></td></tr> | + | |
| | </table> | | </table> |
| | == Function == | | == Function == |
| - | [[http://www.uniprot.org/uniprot/QUEE_BACSU QUEE_BACSU]] Catalyzes the complex heterocyclic radical-mediated conversion of 6-carboxy-5,6,7,8-tetrahydropterin (CPH4) to 7-carboxy-7-deazaguanine (CDG), a step common to the biosynthetic pathways of all 7-deazapurine-containing compounds.[HAMAP-Rule:MF_00917]<ref>PMID:14660578</ref> <ref>PMID:19354300</ref> <ref>PMID:23194065</ref> | + | [https://www.uniprot.org/uniprot/QUEE_BACSU QUEE_BACSU] Catalyzes the complex heterocyclic radical-mediated conversion of 6-carboxy-5,6,7,8-tetrahydropterin (CPH4) to 7-carboxy-7-deazaguanine (CDG), a step common to the biosynthetic pathways of all 7-deazapurine-containing compounds.[HAMAP-Rule:MF_00917]<ref>PMID:14660578</ref> <ref>PMID:19354300</ref> <ref>PMID:23194065</ref> |
| | <div style="background-color:#fffaf0;"> | | <div style="background-color:#fffaf0;"> |
| | == Publication Abstract from PubMed == | | == Publication Abstract from PubMed == |
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| | __TOC__ | | __TOC__ |
| | </StructureSection> | | </StructureSection> |
| - | [[Category: Vibrio subtilis ehrenberg 1835]] | + | [[Category: Bacillus subtilis]] |
| - | [[Category: 7-carboxy-7-deazaguanine synthase]]
| + | |
| | [[Category: Large Structures]] | | [[Category: Large Structures]] |
| - | [[Category: Dowling, D P]] | + | [[Category: Dowling DP]] |
| - | [[Category: Drennan, C L]] | + | [[Category: Drennan CL]] |
| - | [[Category: Grell, T A.J]] | + | [[Category: Grell TAJ]] |
| - | [[Category: Lyase]]
| + | |
| - | [[Category: S-adenosylmethionine radical enzyme]]
| + | |
| Structural highlights
Function
QUEE_BACSU Catalyzes the complex heterocyclic radical-mediated conversion of 6-carboxy-5,6,7,8-tetrahydropterin (CPH4) to 7-carboxy-7-deazaguanine (CDG), a step common to the biosynthetic pathways of all 7-deazapurine-containing compounds.[HAMAP-Rule:MF_00917][1] [2] [3]
Publication Abstract from PubMed
Radical S-adenosyl-L-methionine (SAM) enzymes are widely distributed and catalyze diverse reactions. SAM binds to the unique iron atom of a site-differentiated [4Fe-4S] cluster and is reductively cleaved to generate a 5-deoxyadenosyl radical, which initiates turnover. 7-Carboxy-7-deazaguanine (CDG) synthase catalyzes a key step in the biosynthesis of 7-deazapurine containing natural products. 6-Carboxypterin (6-CP), an oxidized analog of the natural substrate 6-carboxy-5,6,7,8-tetrahydropterin (CPH4), is shown to be an alternate substrate for CDG synthase. Under reducing conditions that would promote the reductive cleavage of SAM, 6-CP is turned over to 6-deoxyadenosylpterin, presumably by radical addition of the 5-deoxyadenosine followed by oxidative decarboxylation to the product. By contrast, in the absence of the strong reductant, dithionite, the carboxylate of 6-CP is esterified to generate 6-carboxypterin-5-deoxyadenosyl ester. Structural studies with 6-CP and SAM also reveal electron density consistent with the ester product being formed in crystallo. The differential reactivity of 6-CP under reducing and non-reducing conditions highlights the ability of radical SAM enzymes to carry out both polar and radical transformations in the same active site. .
7-Carboxy-7-deazaguanine synthase - A radical S-adenosyl-L-methionine enzyme with polar tendencies.,Bruender NA, Grell TA, Dowling DP, McCarty RM, Drennan CL, Bandarian V J Am Chem Soc. 2017 Jan 3. doi: 10.1021/jacs.6b11381. PMID:28045519[4]
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.
References
- ↑ Reader JS, Metzgar D, Schimmel P, de Crecy-Lagard V. Identification of four genes necessary for biosynthesis of the modified nucleoside queuosine. J Biol Chem. 2004 Feb 20;279(8):6280-5. Epub 2003 Dec 2. PMID:14660578 doi:http://dx.doi.org/10.1074/jbc.M310858200
- ↑ McCarty RM, Somogyi A, Lin G, Jacobsen NE, Bandarian V. The deazapurine biosynthetic pathway revealed: in vitro enzymatic synthesis of PreQ(0) from guanosine 5'-triphosphate in four steps. Biochemistry. 2009 May 12;48(18):3847-52. doi: 10.1021/bi900400e. PMID:19354300 doi:http://dx.doi.org/10.1021/bi900400e
- ↑ McCarty RM, Krebs C, Bandarian V. Spectroscopic, steady-state kinetic, and mechanistic characterization of the radical SAM enzyme QueE, which catalyzes a complex cyclization reaction in the biosynthesis of 7-deazapurines. Biochemistry. 2013 Jan 8;52(1):188-98. doi: 10.1021/bi301156w. Epub 2012 Dec 24. PMID:23194065 doi:http://dx.doi.org/10.1021/bi301156w
- ↑ Bruender NA, Grell TA, Dowling DP, McCarty RM, Drennan CL, Bandarian V. 7-Carboxy-7-deazaguanine synthase - A radical S-adenosyl-L-methionine enzyme with polar tendencies. J Am Chem Soc. 2017 Jan 3. doi: 10.1021/jacs.6b11381. PMID:28045519 doi:http://dx.doi.org/10.1021/jacs.6b11381
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