Reaction participants Show >> << Hide
- Name help_outline 1,2-di-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholine Identifier CHEBI:83717 Charge 0 Formula C40H76NO8P InChIKeyhelp_outline GPWHCUUIQMGELX-VHQDNGOZSA-N SMILEShelp_outline CCCCCC\C=C/CCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/CCCCCC 2D coordinates Mol file for the small molecule Search links Involved in 3 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline 1-hexadecanoyl-sn-glycero-3-phosphocholine Identifier CHEBI:72998 (CAS: 14863-27-5) help_outline Charge 0 Formula C24H50NO7P InChIKeyhelp_outline ASWBNKHCZGQVJV-HSZRJFAPSA-N SMILEShelp_outline [C@@H](COC(=O)CCCCCCCCCCCCCCC)(COP(OCC[N+](C)(C)C)(=O)[O-])O 2D coordinates Mol file for the small molecule Search links Involved in 77 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline 1-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholine Identifier CHEBI:73851 Charge 0 Formula C24H48NO7P InChIKeyhelp_outline LFUDDCMNKWEORN-ZXEGGCGDSA-N SMILEShelp_outline O(C(=O)CCCCCCC/C=C\CCCCCC)C[C@H](COP(OCC[N+](C)(C)C)(=O)[O-])O 2D coordinates Mol file for the small molecule Search links Involved in 3 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline 1-hexadecanoyl-2-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholine Identifier CHEBI:74000 (CAS: 53595-24-7) help_outline Charge 0 Formula C40H78NO8P InChIKeyhelp_outline QIBZFHLFHCIUOT-NPBIGWJUSA-N SMILEShelp_outline O(C(=O)CCCCCCC/C=C\CCCCCC)[C@H](COC(CCCCCCCCCCCCCCC)=O)COP(=O)([O-])OCC[N+](C)(C)C 2D coordinates Mol file for the small molecule Search links Involved in 3 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
RHEA:43808 | RHEA:43809 | RHEA:43810 | RHEA:43811 | |
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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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Formation of molecular species of mitochondrial cardiolipin. 1. A novel transacylation mechanism to shuttle fatty acids between sn-1 and sn-2 positions of multiple phospholipid species.
Malhotra A., Xu Y., Ren M., Schlame M.
Mitochondrial cardiolipin undergoes extensive remodeling of its acyl groups to generate uniformly substituted species, such as tetralinoleoyl-cardiolipin, but the mechanism of this remodeling has not been elucidated, except for the fact that it requires tafazzin. Here we show that purified recombi ... >> More
Mitochondrial cardiolipin undergoes extensive remodeling of its acyl groups to generate uniformly substituted species, such as tetralinoleoyl-cardiolipin, but the mechanism of this remodeling has not been elucidated, except for the fact that it requires tafazzin. Here we show that purified recombinant Drosophila tafazzin exchanges acyl groups between cardiolipin and phosphatidylcholine by a combination of forward and reverse transacylations. The acyl exchange is possible in the absence of phospholipase A(2) because it requires only trace amounts of lysophospholipids. We show that purified tafazzin reacts with various phospholipid classes and with various acyl groups both in sn-1 and sn-2 position. Expression studies in Sf9 insect cells suggest that the effect of tafazzin on cardiolipin species is dependent on the cellular environment and not on enzymatic substrate specificity. Our data demonstrate that tafazzin catalyzes general acyl exchange between phospholipids, which raises the question whether pattern formation in cardiolipin is the result of the equilibrium distribution of acyl groups between multiple phospholipid species. << Less
Biochim. Biophys. Acta 1791:314-320(2009) [PubMed] [EuropePMC]
This publication is cited by 13 other entries.