Reaction participants Show >> << Hide
- Name help_outline (4R)-hydroxysphinganine 1-phosphate Identifier CHEBI:64795 Charge -1 Formula C18H39NO6P InChIKeyhelp_outline AYGOSKULTISFCW-KSZLIROESA-M SMILEShelp_outline CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H]([NH3+])COP([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 (2R)-hydroxyhexadecanal Identifier CHEBI:138635 Charge 0 Formula C16H32O2 InChIKeyhelp_outline BKBDVQVDRVGXKT-MRXNPFEDSA-N SMILEShelp_outline C(CCCCCCCCC[C@H](C(=O)[H])O)CCCC 2D coordinates Mol file for the small molecule Search links Involved in 1 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline phosphoethanolamine Identifier CHEBI:58190 Charge -1 Formula C2H7NO4P InChIKeyhelp_outline SUHOOTKUPISOBE-UHFFFAOYSA-M SMILEShelp_outline [NH3+]CCOP([O-])([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 21 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
| RHEA:55208 | RHEA:55209 | RHEA:55210 | RHEA:55211 | |
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| Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
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Related reactions help_outline
More general form(s) of this reaction
Publications
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Identification of the phytosphingosine metabolic pathway leading to odd-numbered fatty acids.
Kondo N., Ohno Y., Yamagata M., Obara T., Seki N., Kitamura T., Naganuma T., Kihara A.
The long-chain base phytosphingosine is a component of sphingolipids and exists in yeast, plants and some mammalian tissues. Phytosphingosine is unique in that it possesses an additional hydroxyl group compared with other long-chain bases. However, its metabolism is unknown. Here we show that phyt ... >> More
The long-chain base phytosphingosine is a component of sphingolipids and exists in yeast, plants and some mammalian tissues. Phytosphingosine is unique in that it possesses an additional hydroxyl group compared with other long-chain bases. However, its metabolism is unknown. Here we show that phytosphingosine is metabolized to odd-numbered fatty acids and is incorporated into glycerophospholipids both in yeast and mammalian cells. Disruption of the yeast gene encoding long-chain base 1-phosphate lyase, which catalyzes the committed step in the metabolism of phytosphingosine to glycerophospholipids, causes an ~40% reduction in the level of phosphatidylcholines that contain a C15 fatty acid. We also find that 2-hydroxypalmitic acid is an intermediate of the phytosphingosine metabolic pathway. Furthermore, we show that the yeast MPO1 gene, whose product belongs to a large, conserved protein family of unknown function, is involved in phytosphingosine metabolism. Our findings provide insights into fatty acid diversity and identify a pathway by which hydroxyl group-containing lipids are metabolized. << Less
Nat. Commun. 5:5338-5338(2014) [PubMed] [EuropePMC]
This publication is cited by 6 other entries.