6k96: Difference between revisions
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==Crystal structure of Ari2== | |||
<StructureSection load='6k96' size='340' side='right'caption='[[6k96]], [[Resolution|resolution]] 2.50Å' scene=''> | |||
== Structural highlights == | |||
<table><tr><td colspan='2'>[[6k96]] is a 2 chain structure. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=6K96 OCA]. For a <b>guided tour on the structure components</b> use [http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=6K96 FirstGlance]. <br> | |||
</td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat"><scene name='pdbligand=GOL:GLYCEROL'>GOL</scene>, <scene name='pdbligand=NA:SODIUM+ION'>NA</scene>, <scene name='pdbligand=NAD:NICOTINAMIDE-ADENINE-DINUCLEOTIDE'>NAD</scene></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=6k96 FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=6k96 OCA], [http://pdbe.org/6k96 PDBe], [http://www.rcsb.org/pdb/explore.do?structureId=6k96 RCSB], [http://www.ebi.ac.uk/pdbsum/6k96 PDBsum], [http://prosat.h-its.org/prosat/prosatexe?pdbcode=6k96 ProSAT]</span></td></tr> | |||
</table> | |||
<div style="background-color:#fffaf0;"> | |||
== Publication Abstract from PubMed == | |||
The myo-inositol-1-phosphate synthase (MIPS) ortholog Ari2, which is encoded in the aristeromycin biosynthetic gene cluster, catalyzes the formation of five-membered cyclitol phosphate using d-fructose 6-phosphate (F6P) as a substrate. To understand the stereochemistry during the Ari2 reaction in vivo, we carried out feeding experiments with (6S)-d-[6-(2)H1]- and (6R)-d-[6-(2)H1]glucose in the aristeromycin-producing strain Streptomyces citricolor. We observed retention of the (2)H atom of (6S)-d-[6-(2)H1]glucose and no incorporation of the (2)H atom from (6R)-d-[6-(2)H1]glucose in aristeromycin. This indicates that Ari2 abstracts the pro-R proton at C6 of F6P after oxidation of C5-OH by nicotinamide adenine dinucleotide (NAD(+)) to generate the enolate intermediate, which then attacks the C2 ketone to form the C-C bond via aldol-type condensation. The reaction of Ari2 with (6S)-d-[6-(2)H1]- and (6R)-d-[6-(2)H1]F6P in vitro exhibited identical stereochemistry compared with that observed during the feeding experiments. Furthermore, analysis of the crystal structure of Ari2, including NAD(+) as a ligand, revealed the active site of Ari2 to be similar to that of MIPS of Mycobacterium tuberculosis, supporting the similarity of the reaction mechanisms of Ari2 and MIPS. | |||
Stereochemistry in the Reaction of the myo-Inositol Phosphate Synthase Ortholog Ari2 during Aristeromycin Biosynthesis.,Kudo F, Tsunoda T, Yamaguchi K, Miyanaga A, Eguchi T Biochemistry. 2019 Dec 24;58(51):5112-5116. doi: 10.1021/acs.biochem.9b00981., Epub 2019 Dec 13. PMID:31825604<ref>PMID:31825604</ref> | |||
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.<br> | |||
[[Category: | </div> | ||
<div class="pdbe-citations 6k96" style="background-color:#fffaf0;"></div> | |||
== References == | |||
<references/> | |||
__TOC__ | |||
</StructureSection> | |||
[[Category: Large Structures]] | |||
[[Category: Eguchi, T]] | |||
[[Category: Kudo, F]] | |||
[[Category: Miyanaga, A]] | |||
[[Category: Tsunoda, T]] | |||
[[Category: Nad binding]] | |||
[[Category: Oxidoreductase]] | |||
[[Category: Rossmann fold]] | |||
