Reaction participants Show >> << Hide
- Name help_outline (2E,17Z)-hexacosadienoyl-CoA Identifier CHEBI:232758 Charge -4 Formula C47H78N7O17P3S InChIKeyhelp_outline VVEDQQFMUCPMSM-LBUOMOQLSA-J SMILEShelp_outline [C@@H]1(N2C3=C(C(=NC=N3)N)N=C2)O[C@H](COP(OP(OCC(C)([C@H](C(NCCC(NCCSC(=O)/C=C/CCCCCCCCCCCCC/C=C\CCCCCCCC)=O)=O)O)C)(=O)[O-])(=O)[O-])[C@H]([C@H]1O)OP([O-])([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 H2O Identifier CHEBI:15377 (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 6,648 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline (3R)-hydroxy-(17Z)-hexacosenoyl-CoA Identifier CHEBI:232757 Charge -4 Formula C47H80N7O18P3S InChIKeyhelp_outline KDNVOWMIAAVRMO-UEPLPJRISA-J SMILEShelp_outline [C@@H]1(N2C3=C(C(=NC=N3)N)N=C2)O[C@H](COP(OP(OCC(C)([C@H](C(NCCC(NCCSC(=O)C[C@@H](CCCCCCCCCCCCC/C=C\CCCCCCCC)O)=O)=O)O)C)(=O)[O-])(=O)[O-])[C@H]([C@H]1O)OP([O-])([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
Cross-references
| RHEA:83119 | RHEA:83120 | RHEA:83121 | RHEA:83122 | |
|---|---|---|---|---|
| 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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The 3-hydroxyacyl-CoA dehydratases HACD1 and HACD2 exhibit functional redundancy and are active in a wide range of fatty acid elongation pathways.
Sawai M., Uchida Y., Ohno Y., Miyamoto M., Nishioka C., Itohara S., Sassa T., Kihara A.
Differences among fatty acids (FAs) in chain length and number of double bonds create lipid diversity. FA elongation proceeds via a four-step reaction cycle, in which the 3-hydroxyacyl-CoA dehydratases (HACDs) HACD1-4 catalyze the third step. However, the contribution of each HACD to 3-hydroxyacyl ... >> More
Differences among fatty acids (FAs) in chain length and number of double bonds create lipid diversity. FA elongation proceeds via a four-step reaction cycle, in which the 3-hydroxyacyl-CoA dehydratases (HACDs) HACD1-4 catalyze the third step. However, the contribution of each HACD to 3-hydroxyacyl-CoA dehydratase activity in certain tissues or in different FA elongation pathways remains unclear. <i>HACD1</i> is specifically expressed in muscles and is a myopathy-causative gene. Here, we generated <i>Hacd1</i> KO mice and observed that these mice had reduced body and skeletal muscle weights. In skeletal muscle, <i>HACD1</i> mRNA expression was by far the highest among the <i>HACDs</i> However, we observed only an ∼40% reduction in HACD activity and no changes in membrane lipid composition in <i>Hacd1</i>-KO skeletal muscle, suggesting that some HACD activities are redundant. Moreover, when expressed in yeast, both HACD1 and HACD2 participated in saturated and monounsaturated FA elongation pathways. Disruption of <i>HACD2</i> in the haploid human cell line HAP1 significantly reduced FA elongation activities toward both saturated and unsaturated FAs, and <i>HACD1 HACD2</i> double disruption resulted in a further reduction. Overexpressed HACD3 exhibited weak activity in saturated and monounsaturated FA elongation pathways, and no activity was detected for HACD4. We therefore conclude that HACD1 and HACD2 exhibit redundant activities in a wide range of FA elongation pathways, including those for saturated to polyunsaturated FAs, with HACD2 being the major 3-hydroxyacyl-CoA dehydratase. Our findings are important for furthering the understanding of the molecular mechanisms in FA elongation and diversity. << Less
J Biol Chem 292:15538-15551(2017) [PubMed] [EuropePMC]
This publication is cited by 1 other entry.