Reaction participants Show >> << Hide
- Name help_outline 1,2-di-(9Z-octadecenoyl)-sn-glycero-3-phosphoethanolamine Identifier CHEBI:74986 Charge 0 Formula C41H78NO8P InChIKeyhelp_outline MWRBNPKJOOWZPW-NYVOMTAGSA-N SMILEShelp_outline O(C(=O)CCCCCCC/C=C\CCCCCCCC)[C@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)COP(=O)([O-])OCC[NH3+] 2D coordinates Mol file for the small molecule Search links Involved in 16 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline H2O Identifier CHEBI:15377 (Beilstein: 3587155; CAS: 7732-18-5) help_outline Charge 0 Formula H2O InChIKeyhelp_outline XLYOFNOQVPJJNP-UHFFFAOYSA-N SMILEShelp_outline [H]O[H] 2D coordinates Mol file for the small molecule Search links Involved in 6,204 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline (9Z)-octadecenoate Identifier CHEBI:30823 (Beilstein: 1913148; CAS: 115-06-0) help_outline Charge -1 Formula C18H33O2 InChIKeyhelp_outline ZQPPMHVWECSIRJ-KTKRTIGZSA-M SMILEShelp_outline CCCCCCCC\C=C/CCCCCCCC([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 114 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline H+ Identifier CHEBI:15378 Charge 1 Formula H InChIKeyhelp_outline GPRLSGONYQIRFK-UHFFFAOYSA-N SMILEShelp_outline [H+] 2D coordinates Mol file for the small molecule Search links Involved in 9,431 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline sn-glycero-3-phosphoethanolamine Identifier CHEBI:143890 Charge 0 Formula C5H14NO6P InChIKeyhelp_outline JZNWSCPGTDBMEW-RXMQYKEDSA-N SMILEShelp_outline O[C@H](CO)COP(=O)([O-])OCC[NH3+] 2D coordinates Mol file for the small molecule Search links Involved in 18 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
| RHEA:60624 | RHEA:60625 | RHEA:60626 | RHEA:60627 | |
|---|---|---|---|---|
| Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
| UniProtKB help_outline |
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Related reactions help_outline
More general form(s) of this reaction
Publications
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Direct activation of a phospholipase by cyclic GMP-AMP in El Tor Vibrio cholerae.
Severin G.B., Ramliden M.S., Hawver L.A., Wang K., Pell M.E., Kieninger A.K., Khataokar A., O'Hara B.J., Behrmann L.V., Neiditch M.B., Benning C., Waters C.M., Ng W.L.
Sensing and responding to environmental changes is essential for bacteria to adapt and thrive, and nucleotide-derived second messengers are central signaling systems in this process. The most recently identified bacterial cyclic dinucleotide second messenger, 3', 3'-cyclic GMP-AMP (cGAMP), was fir ... >> More
Sensing and responding to environmental changes is essential for bacteria to adapt and thrive, and nucleotide-derived second messengers are central signaling systems in this process. The most recently identified bacterial cyclic dinucleotide second messenger, 3', 3'-cyclic GMP-AMP (cGAMP), was first discovered in the El Tor biotype of <i>Vibrio cholerae</i> The cGAMP synthase, DncV, is encoded on the VSP-1 pathogenicity island, which is found in all El Tor isolates that are responsible for the current seventh pandemic of cholera but not in the classical biotype. We determined that unregulated production of DncV inhibits growth in El Tor <i>V. cholerae</i> but has no effect on the classical biotype. This cGAMP-dependent phenotype can be suppressed by null mutations in <i>vc0178</i> immediately 5' of <i>dncV</i> in VSP-1. VC0178 [renamed as cGAMP-activated phospholipase in Vibrio (CapV)] is predicted to be a patatin-like phospholipase, and coexpression of <i>capV</i> and <i>dncV</i> is sufficient to induce growth inhibition in classical <i>V. cholerae</i> and <i>Escherichia coli</i> Furthermore, cGAMP binds to CapV and directly activates its hydrolase activity in vitro. CapV activated by cGAMP in vivo degrades phospholipids in the cell membrane, releasing 16:1 and 18:1 free fatty acids. Together, we demonstrate that cGAMP activates CapV phospholipase activity to target the cell membrane and suggest that acquisition of this second messenger signaling pathway may contribute to the emergence of the El Tor biotype as the etiological agent behind the seventh cholera pandemic. << Less
Proc. Natl. Acad. Sci. U.S.A. 115:E6048-E6055(2018) [PubMed] [EuropePMC]