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4ex8

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==Crystal structure of the prealnumycin C-glycosynthase AlnA==
==Crystal structure of the prealnumycin C-glycosynthase AlnA==
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<StructureSection load='4ex8' size='340' side='right' caption='[[4ex8]], [[Resolution|resolution]] 2.10&Aring;' scene=''>
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<StructureSection load='4ex8' size='340' side='right'caption='[[4ex8]], [[Resolution|resolution]] 2.10&Aring;' scene=''>
== Structural highlights ==
== Structural highlights ==
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<table><tr><td colspan='2'>[[4ex8]] is a 1 chain structure with sequence from [http://en.wikipedia.org/wiki/Streptomyces_sp._cm020 Streptomyces sp. cm020]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=4EX8 OCA]. For a <b>guided tour on the structure components</b> use [http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=4EX8 FirstGlance]. <br>
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<table><tr><td colspan='2'>[[4ex8]] is a 1 chain structure with sequence from [https://en.wikipedia.org/wiki/Streptomyces_sp._CM020 Streptomyces sp. CM020]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=4EX8 OCA]. For a <b>guided tour on the structure components</b> use [https://proteopedia.org/fgij/fg.htm?mol=4EX8 FirstGlance]. <br>
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</td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat"><scene name='pdbligand=CA:CALCIUM+ION'>CA</scene>, <scene name='pdbligand=CL:CHLORIDE+ION'>CL</scene>, <scene name='pdbligand=PEG:DI(HYDROXYETHYL)ETHER'>PEG</scene>, <scene name='pdbligand=SO4:SULFATE+ION'>SO4</scene></td></tr>
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</td></tr><tr id='method'><td class="sblockLbl"><b>[[Empirical_models|Method:]]</b></td><td class="sblockDat" id="methodDat">X-ray diffraction, [[Resolution|Resolution]] 2.1&#8491;</td></tr>
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<tr id='related'><td class="sblockLbl"><b>[[Related_structure|Related:]]</b></td><td class="sblockDat">[[4ex6|4ex6]], [[4ex7|4ex7]], [[4ex9|4ex9]]</td></tr>
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<tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat" id="ligandDat"><scene name='pdbligand=CA:CALCIUM+ION'>CA</scene>, <scene name='pdbligand=CL:CHLORIDE+ION'>CL</scene>, <scene name='pdbligand=PEG:DI(HYDROXYETHYL)ETHER'>PEG</scene>, <scene name='pdbligand=SO4:SULFATE+ION'>SO4</scene></td></tr>
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<tr id='gene'><td class="sblockLbl"><b>[[Gene|Gene:]]</b></td><td class="sblockDat">alnA ([http://www.ncbi.nlm.nih.gov/Taxonomy/Browser/wwwtax.cgi?mode=Info&srchmode=5&id=569580 Streptomyces sp. CM020])</td></tr>
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<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[https://proteopedia.org/fgij/fg.htm?mol=4ex8 FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=4ex8 OCA], [https://pdbe.org/4ex8 PDBe], [https://www.rcsb.org/pdb/explore.do?structureId=4ex8 RCSB], [https://www.ebi.ac.uk/pdbsum/4ex8 PDBsum], [https://prosat.h-its.org/prosat/prosatexe?pdbcode=4ex8 ProSAT]</span></td></tr>
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<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=4ex8 FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=4ex8 OCA], [http://pdbe.org/4ex8 PDBe], [http://www.rcsb.org/pdb/explore.do?structureId=4ex8 RCSB], [http://www.ebi.ac.uk/pdbsum/4ex8 PDBsum], [http://prosat.h-its.org/prosat/prosatexe?pdbcode=4ex8 ProSAT]</span></td></tr>
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</table>
</table>
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<div style="background-color:#fffaf0;">
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== Function ==
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== Publication Abstract from PubMed ==
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[https://www.uniprot.org/uniprot/B6SEG5_9ACTN B6SEG5_9ACTN]
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Alnumycin A is an exceptional aromatic polyketide that contains a carbohydrate-like 4'-hydroxy-5'-hydroxymethyl-2',7'-dioxane moiety attached to the aglycone via a carbon-carbon bond. Recently, we have identified the d-ribose-5-phosphate origin of the dioxane unit and demonstrated that AlnA and AlnB are responsible for the overall C-ribosylation reaction. Here, we provide direct evidence that AlnA is a natural C-glycosynthase, which catalyzes the attachment of d-ribose-5-phosphate to prealnumycin by formation of the C(8)-C(1') bond as demonstrated by the structure of the intermediate alnumycin P. This compound is subsequently dephosphorylated by AlnB, an enzyme of the haloacid dehalogenase superfamily. Structure determination of the native trimeric AlnA to 2.1-A resolution revealed a highly globular fold encompassing an alpha/beta/alpha sandwich. The crystal structure of the complex with d-ribose-5-phosphate indicated that the phosphosugar is bound in the open-chain configuration. Identification of residues E29, K86, and K159 near the C-1 carbonyl of the ligand led us to propose that the carbon-carbon bond formation proceeds through a Michael-type addition. Determination of the crystal structure of the monomeric AlnB in the open conformation to 1.25-A resolution showed that the protein consists of core and cap domains. Modeling of alnumycin P inside the cap domain positioned the phosphate group next to a Mg(2+) ion present at the junction of the domains. Mutagenesis data were consistent with the canonical reaction mechanism for this enzyme family revealing the importance of residues D15 and D17 for catalysis. The characterization of the prealnumycin C-ribosylation illustrates an alternative means for attachment of carbohydrates to natural products.
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Structural basis for C-ribosylation in the alnumycin A biosynthetic pathway.,Oja T, Niiranen L, Sandalova T, Klika KD, Niemi J, Mantsala P, Schneider G, Metsa-Ketela M Proc Natl Acad Sci U S A. 2013 Jan 7. PMID:23297194<ref>PMID:23297194</ref>
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From MEDLINE&reg;/PubMed&reg;, a database of the U.S. National Library of Medicine.<br>
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</div>
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<div class="pdbe-citations 4ex8" style="background-color:#fffaf0;"></div>
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== References ==
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<references/>
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__TOC__
__TOC__
</StructureSection>
</StructureSection>
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[[Category: Streptomyces sp. cm020]]
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[[Category: Large Structures]]
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[[Category: Klika, K D]]
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[[Category: Streptomyces sp. CM020]]
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[[Category: Mantsala, P]]
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[[Category: Klika KD]]
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[[Category: Metsa-Ketela, M]]
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[[Category: Mantsala P]]
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[[Category: Niemi, J]]
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[[Category: Metsa-Ketela M]]
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[[Category: Niiranen, L]]
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[[Category: Niemi J]]
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[[Category: Oja, T]]
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[[Category: Niiranen L]]
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[[Category: Sandalova, T]]
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[[Category: Oja T]]
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[[Category: Schneider, G]]
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[[Category: Sandalova T]]
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[[Category: Alpha/beta/alpha-domain]]
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[[Category: Schneider G]]
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[[Category: C-glycosynthase]]
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[[Category: Divalent metal ion binding]]
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[[Category: Ligase]]
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Current revision

Crystal structure of the prealnumycin C-glycosynthase AlnA

PDB ID 4ex8

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