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I8636

Sigma-Aldrich

D-myo-Inositol 1,3,4,5-tetrakis(phosphate) ammonium salt

≥95%

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Synonym(s):
IP4
Linear Formula:
C6H16O18P4 · 8NH3
Molecular Weight:
636.32
MDL number:
MFCD00213747
UNSPSC Code:
12352207
PubChem Substance ID:
24896142
NACRES:
NA.77

Quality Level

100

Assay

≥95%

storage temp.

−20°C

SMILES string

N.O[C@H]1[C@H](OP(O)(O)=O)[C@H](O)[C@H](OP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@@H]1OP(O)(O)=O

InChI

1S/C6H16O18P4.H3N/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);1H3/t1-,2-,3-,4+,5-,6-;/m0./s1

InChI key

LDRGGXGJARVUBP-SUBVTSALSA-N

Related Categories

Biochem/physiol Actions

Precursor of inositol 1,3,4-trisphosphate; increases entry of calcium across the plasma membrane; proposed regulator of intracellular calcium by control of plasma membrane transport of calcium ions.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Karsten Sauer et al.
Nature reviews. Immunology, 10(4), 257-271 (2010-03-26)
The membrane lipid phosphatidylinositol-3,4,5-trisphosphate (PtdInsP(3)) regulates membrane receptor signalling in many cells, including immunoreceptor signalling. Here, we review recent data that have indicated essential roles for the soluble PtdInsP(3) analogue inositol-1,3,4,5-tetrakisphosphate (InsP(4)) in T cell, B cell and neutrophil development
Yonghui Jia et al.
Cell cycle (Georgetown, Tex.), 7(18), 2803-2808 (2008-09-05)
Many neutrophil functions are mediated by PtdIns(3,4,5)P3 that exerts its role by mediating protein translocation via binding to their PH-domains. Inositol 1,3,4,5-tetrakisphosphate (Ins(1,3,4,5)P4) binds the same PH domain, competes for its binding to PtdIns(3,4,5)P3, and thus negatively regulates PtdIns(3,4,5)P3 signaling.
Joanna M Swarbrick et al.
Organic & biomolecular chemistry, 7(8), 1709-1715 (2009-04-04)
Synthetic myo-inositol 1,4,5-triphosphate, Ins(1,4,5)P(3), and myo-inositol 1,3,4,5-tetraphosphate, Ins(1,3,4,5)P(4), continue to be valuable in biological studies. Inositol orthoesters have proved an important class of intermediate to access these compounds. We investigated the ability of steric bulk from a 4-O protecting group
Natalia Riquelme et al.
Foods (Basel, Switzerland), 9(1) (2020-01-18)
The aim of this work was to study the effect of two emulsifiers (M1: SL-soy lecithin, Tw80-Tween 80 and CasCa-calcium caseinate and M2: SL-soy lecithin, Tw80-Tween 80 and SE-sucrose esters) on the oxidative stability of avocado oil-based nanoemulsions. Oil-in-water nanoemulsions
Reiko Sakaguchi et al.
Bioorganic & medicinal chemistry, 17(20), 7381-7386 (2009-09-19)
A fluorescent sensor for the detection of inositol-1,3,4,5-tetrakisphosphate, Ins(1,3,4,5)P(4), was constructed from a split PH domain and a single circularly permuted GFP. A structure-based design was conducted to transduce a ligand-induced subtle structural perturbation of the split PH domain to
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