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discounted EARLY registration ends Dec 31, 2014
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discounted EARLY registration ends Dec 31, 2014
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MetaCyc Compound: D-myo-inositol (1,3,4,5)-tetrakisphosphate

Synonyms: Ins(1,3,4,5)P4, inositol (1,3,4,5)-tetrakisphosphate, 1D-myo-inositol (1,3,4,5)-tetrakisphosphate

Superclasses: an alcohol a cyclic alcohol a cyclitol an inositol a modified inositol an inositol phosphate a myo-inositol-polyphosphate a myo-inositol tetrakisphosphate

Summary:
D-myo-inositol (1,3,4,5)-tetrakisphosphate can greatly influence the overall cellular Ca2+ response by promoting Ca2+ entry into cells. This action is mediated by GAP1IP4BP, a GTPase-activating receptor that is located in the plasma membrane [Cullen94, Cullen95, Raha95, Cullen97, LoomisHusselbee98].

Chemical Formula: C6H8O18P4

Molecular Weight: 492.01 Daltons

Monoisotopic Molecular Weight: 499.9287097514 Daltons

SMILES: C1(O)(C(OP(=O)([O-])[O-])C(OP(=O)([O-])[O-])C(OP(=O)([O-])[O-])C(O)C(OP([O-])([O-])=O)1)

InChI: InChI=1S/C6H16O18P4/c7-1-3(21-25(9,10)11)2(8)5(23-27(15,16)17)6(24-28(18,19)20)4(1)22-26(12,13)14/h1-8H,(H2,9,10,11)(H2,12,13,14)(H2,15,16,17)(H2,18,19,20)/p-8/t1-,2-,3-,4+,5-,6-/m0/s1

InChIKey: InChIKey=CIPFCGZLFXVXBG-CNWJWELYSA-F

Unification Links: ChEBI:57895 , HMDB:HMDB01059 , KEGG:C01272 , MetaboLights:MTBLC57895 , PubChem:24742076

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -1007.7628 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

1D-myo-inositol hexakisphosphate biosynthesis I (from Ins(1,4,5)P3) , 1D-myo-inositol hexakisphosphate biosynthesis V (from Ins(1,3,4)P3) :
D-myo-inositol (1,3,4,5)-tetrakisphosphate + ATP → D-myo-inositol 1,3,4,5,6-pentakisphosphate + ADP + H+

1D-myo-inositol hexakisphosphate biosynthesis II (mammalian) :
D-myo-inositol (1,3,4,5)-tetrakisphosphate + H2O → D-myo-inositol (1,3,4)-trisphosphate + phosphate

D-myo-inositol (1,3,4)-trisphosphate biosynthesis :
D-myo-inositol (1,3,4,5)-tetrakisphosphate + H2O → D-myo-inositol (1,3,4)-trisphosphate + phosphate
D-myo-inositol (1,3,4,5)-tetrakisphosphate + H2O → D-myo-inositol (1,4,5)-trisphosphate + phosphate

Not in pathways:
a cyclic alcohol + a quinone → a cyclic ketone + a quinol

Reactions known to produce the compound:

1D-myo-inositol hexakisphosphate biosynthesis I (from Ins(1,4,5)P3) , 1D-myo-inositol hexakisphosphate biosynthesis II (mammalian) , D-myo-inositol (1,3,4)-trisphosphate biosynthesis :
D-myo-inositol (1,4,5)-trisphosphate + ATP → D-myo-inositol (1,3,4,5)-tetrakisphosphate + ADP + H+

1D-myo-inositol hexakisphosphate biosynthesis V (from Ins(1,3,4)P3) :
D-myo-inositol (1,3,4)-trisphosphate + ATP → D-myo-inositol (1,3,4,5)-tetrakisphosphate + ADP + H+

β-D-glucuronide and D-glucuronate degradation :
a β-D-glucuronoside + H2O → D-glucopyranuronate + an alcohol

glycerophosphodiester degradation :
a glycerophosphodiester + H2O → an alcohol + sn-glycerol 3-phosphate + H+

phosphate acquisition , phosphate utilization in cell wall regeneration :
a phosphate monoester + H2O ↔ an alcohol + phosphate

Not in pathways:
an alcohol + NAD+ + H2O ← an organic hydroperoxide + NADH + H+
an α-D-glucuronoside + H2O → D-glucopyranuronate + an alcohol
an α amino acid ester + H2O → an alcohol + an α amino acid + H+
a phosphate monoester + H2O → an alcohol + phosphate
RH + a reduced [NADPH-hemoprotein reductase] + oxygen → ROH + an oxidized [NADPH-hemoprotein reductase] + H2O
an oligosaccharide with β-L-arabinopyranose at the non-reducing end + H2O → β-L-arabinopyranose + an alcohol
an N-acetyl-β-D-hexosaminide + H2O → an N-acetyl-β-D-hexosamine + an alcohol
a carboxylic ester + H2O → an alcohol + a carboxylate + H+
an acetic ester + H2O → an alcohol + acetate + H+
a reduced thioredoxin + an organic hydroperoxide → an oxidized thioredoxin + an alcohol + H2O
a 6-O-(β-D-xylopyranosyl)-β-D-glucopyranoside + H2O → β-primeverose + an alcohol
an organic molecule + H2O + 2 oxygen → an alcohol + 2 superoxide + 2 H+
an N5-acyl-L-ornithine-ester + H2O → an N5-acyl-L-ornithine + an alcohol
α-L-fucoside + H2O → L-fucopyranose + an alcohol
a 2-deoxy-α-D-glucoside + H2O → 2-deoxy-D-glucose + an alcohol
a 6-phospho-β-D-galactoside + H2O → α-D-galactose 6-phosphate + an alcohol

In Reactions of unknown directionality:

Not in pathways:
D-myo-inositol (1,3,4,6)-tetrakisphosphate = D-myo-inositol (1,3,4,5)-tetrakisphosphate


a pyrophosphate-containing inositol phosphate + H2O = a myo-inositol-polyphosphate + phosphate


an alcohol + 3'-phosphoadenylyl-sulfate = adenosine 3',5'-bisphosphate + an organosulfate + H+
an alcohol + NAD(P)+ = an aldehyde + NAD(P)H + H+
an alcohol + NADP+ = an aldehyde + NADPH + H+
trans-cinnamoyl-β-D-glucoside + an alcohol = β-D-glucose + alkyl cinnamate
an alcohol + acetyl-CoA = an acetic ester + coenzyme A
2 protein cysteines + an organic hydroperoxide = a protein disulfide + an alcohol + H2O
an organic molecule + an organic hydroperoxide = 2 an alcohol
an organic molecule + hydrogen peroxide = an alcohol + H2O

Enzymes activated by D-myo-inositol (1,3,4,5)-tetrakisphosphate, sorted by the type of activation, are:

Activator (Mechanism unknown) of: phosphoenolpyruvate carboxylase [Izui83]

Credits:
Revised 19-Oct-2009 by Caspi R , SRI International


References

Cullen94: Cullen PJ, Patel Y, Kakkar VV, Irvine RF, Authi KS (1994). "Specific binding sites for inositol 1,3,4,5-tetrakisphosphate are located predominantly in the plasma membranes of human platelets." Biochem J 298 Pt 3;739-42. PMID: 8141791

Cullen95: Cullen PJ, Chung SK, Chang YT, Dawson AP, Irvine RF (1995). "Specificity of the purified inositol (1,3,4,5) tetrakisphosphate-binding protein from porcine platelets." FEBS Lett 358(3);240-2. PMID: 7843408

Cullen97: Cullen PJ, Loomis-Husselbee J, Dawson AP, Irvine RF (1997). "Inositol 1,3,4,5-tetrakisphosphate and Ca2+ homoeostasis: the role of GAP1IP4BP." Biochem Soc Trans 25(3);991-6. PMID: 9388588

Izui83: Izui K, Matsuda Y, Kameshita I, Katsuki H, Woods AE (1983). "Phosphoenolpyruvate carboxylase of Escherichia coli. Inhibition by various analogs and homologs of phosphoenolpyruvate." J Biochem (Tokyo) 1983;94(6);1789-95. PMID: 6368527

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

LoomisHusselbee98: Loomis-Husselbee JW, Walker CD, Bottomley JR, Cullen PJ, Irvine RF, Dawson AP (1998). "Modulation of Ins(2,4,5)P3-stimulated Ca2+ mobilization by ins(1,3,4, 5)P4: enhancement by activated G-proteins, and evidence for the involvement of a GAP1 protein, a putative Ins(1,3,4,5)P4 receptor." Biochem J 331 ( Pt 3);947-52. PMID: 9560326

Raha95: Raha S, Giri B, Bhattacharyya B, Biswas BB (1995). "Inositol(1,3,4,5) tetrakisphosphate plays an important role in calcium mobilization from Entamoeba histolytica." FEBS Lett 362(3);316-8. PMID: 7729520


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Thu Nov 27, 2014, BIOCYC13B.