Reaction participants Show >> << Hide
- Name help_outline a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) Identifier CHEBI:57880 Charge -1 Formula C11H16O13PR2 SMILEShelp_outline [C@@H]1([C@@H]([C@@H]([C@@H]([C@H]([C@@H]1O)O)O)O)OP(OC[C@@H](COC(=O)*)OC(=O)*)(=O)[O-])O 2D coordinates Mol file for the small molecule Search links Involved in 74 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline an α-D-mannosylinositol-1-phospho-N-(2-hydroxyacyl)-4R-hydroxysphingoid base Identifier CHEBI:167046 Charge -1 Formula C18H31NO18PR2 SMILEShelp_outline *[C@H]([C@H]([C@H](COP([O-])(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H]([C@H]1O)O)O)O)O[C@@H]2[C@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)NC(=O)C(*)O)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
- Name help_outline a 1,2-diacyl-sn-glycerol Identifier CHEBI:17815 Charge 0 Formula C5H6O5R2 SMILEShelp_outline OC[C@@H](COC([*])=O)OC([*])=O 2D coordinates Mol file for the small molecule Search links Involved in 197 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline an inositol-1-phospho-D-mannosyl-α-1→6-inositol-1-phospho-N-(2-hydroxyacyl)-4R-hydroxysphingoid base Identifier CHEBI:167049 Charge -2 Formula C24H41NO26P2R2 SMILEShelp_outline N([C@H]([C@@H]([C@@H](*)O)O)COP([O-])(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H]([C@H]1O)O)O)O)O[C@@H]2[C@H]([C@H]([C@@H]([C@H](O2)COP([O-])(=O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H]([C@H]3O)O)O)O)O)O)O)O)C(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
Cross-references
| RHEA:66288 | RHEA:66289 | RHEA:66290 | RHEA:66291 | |
|---|---|---|---|---|
| Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
| UniProtKB help_outline |
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Related reactions help_outline
Specific form(s) of this reaction
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RHEA:64603
a 1,2-diacyl-sn-glycero-3-phospho-(1D-myo-inositol) + an α-D-mannosyl-(1↔6)-1D-myo-inositol-1-phospho-N-(2-hydroxy-very-long-chain fatty acyl)-(R)-4-hydroxysphingoid base <=> a 1,2-diacyl-sn-glycerol + an α-D-mannosyl-6-(1D-myo-inositol phospho)-(1↔6)-1D-myo-inositol-1-phospho-N-(2-hydroxy-very-long-chain fatty acyl)-(R)-4-hydroxysphingoid base
More general form(s) of this reaction
Publications
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Synthesis of mannose-(inositol-P)2-ceramide, the major sphingolipid in Saccharomyces cerevisiae, requires the IPT1 (YDR072c) gene.
Dickson R.C., Nagiec E.E., Wells G.B., Nagiec M.M., Lester R.L.
Knowledge of the Saccharomyces cerevisiae genes and proteins necessary for sphingolipid biosynthesis is far from complete. Such information should expedite studies of pathway regulation and sphingolipid functions. Using the Aur1 protein sequence, recently identified as necessary for synthesis of t ... >> More
Knowledge of the Saccharomyces cerevisiae genes and proteins necessary for sphingolipid biosynthesis is far from complete. Such information should expedite studies of pathway regulation and sphingolipid functions. Using the Aur1 protein sequence, recently identified as necessary for synthesis of the sphingolipid inositol-P-ceramide (IPC), we show that a homolog (open reading frame YDR072c), termed Ipt1 (inositolphosphotransferase 1) is necessary for synthesis of mannose-(inositol-P)2-ceramide (M(IP)2C), the most abundant and complex sphingolipid in S. cerevisiae. This conclusion is based upon analysis of an ipt1-deletion strain, which fails to accumulate M(IP)2C and instead accumulates increased amounts of the precursor mannose-inositol-P-ceramide. The mutant also fails to incorporate radioactive precursors into M(IP)2C, and membranes prepared from it do not incorporate [3H-inositol]phosphatidylinositol into M(IP)2C, indicating a lack of M(IP)2C synthase activity (putatively phosphatidylinositol:mannose-inositol-P-ceramide phosphoinositol transferase). M(IP)2C synthase activity is inhibited in the micromolar range by aureobasidin A, but drug sensitivity is over 1000-fold lower than reported for IPC synthase activity. An ipt1-deletion mutant has no severe phenotypic effects but is slightly more resistant to growth inhibition by calcium ions. Identification of the IPT1 gene should be helpful in determining the function of the M(IP)2C sphingolipid and in determining the catalytic mechanism of IPC and M(IP)2C synthases. << Less
J. Biol. Chem. 272:29620-29625(1997) [PubMed] [EuropePMC]
This publication is cited by 5 other entries.