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- Name help_outline 5-dehydro-L-gluconate Identifier CHEBI:137108 Charge -1 Formula C6H9O7 InChIKeyhelp_outline IZSRJDGCGRAUAR-LMVFSUKVSA-M SMILEShelp_outline O[C@H]([C@@H](O)C(=O)CO)[C@H](O)C([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 2 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline keto-D-tagaturonate Identifier CHEBI:17886 (Beilstein: 3907133) help_outline Charge -1 Formula C6H9O7 InChIKeyhelp_outline IZSRJDGCGRAUAR-WDCZJNDASA-M SMILEShelp_outline OCC(=O)[C@@H](O)[C@@H](O)[C@H](O)C([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 6 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
| RHEA:53272 | RHEA:53273 | RHEA:53274 | RHEA:53275 | |
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| Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
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Publications
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Novel inositol catabolic pathway in Thermotoga maritima.
Rodionova I.A., Leyn S.A., Burkart M.D., Boucher N., Noll K.M., Osterman A.L., Rodionov D.A.
myo-inositol (MI) is a key sugar alcohol component of various metabolites, e.g. phosphatidylinositol-based phospholipids that are abundant in animal and plant cells. The seven-step pathway of MI degradation was previously characterized in various soil bacteria including Bacillus subtilis. Through ... >> More
myo-inositol (MI) is a key sugar alcohol component of various metabolites, e.g. phosphatidylinositol-based phospholipids that are abundant in animal and plant cells. The seven-step pathway of MI degradation was previously characterized in various soil bacteria including Bacillus subtilis. Through a combination of bioinformatics and experimental techniques we identified a novel variant of the MI catabolic pathway in the marine hyperthermophilic bacterium Thermotoga maritima. By using in vitro biochemical assays with purified recombinant proteins we characterized four inositol catabolic enzymes encoded in the TM0412-TM0416 chromosomal gene cluster. The novel catabolic pathway in T. maritima starts as the conventional route using the myo-inositol dehydrogenase IolG followed by three novel reactions. The first 2-keto-myo-inositol intermediate is oxidized by another, previously unknown NAD-dependent dehydrogenase TM0412 (named IolM), and a yet unidentified product of this reaction is further hydrolysed by TM0413 (IolN) to form 5-keto-l-gluconate. The fourth step involves epimerization of 5-keto-l-gluconate to d-tagaturonate by TM0416 (IolO). T. maritima is unable to grow on myo-inositol as a single carbon source. The determined in vitro specificity of the InoEFGK (TM0418-TM0421) transporter to myo-inositol-phosphate suggests that the novel pathway in Thermotoga utilizes a phosphorylated derivative of inositol. << Less
Environ. Microbiol. 15:2254-2266(2013) [PubMed] [EuropePMC]
This publication is cited by 2 other entries.