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I8636

Sigma-Aldrich

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

≥95%

Synonym(s):

IP4

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0.1 MG
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About This Item

Linear Formula:
C6H16O18P4 · 8NH3
Molecular Weight:
636.32
MDL number:
UNSPSC Code:
12352207
PubChem Substance ID:
NACRES:
NA.77

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Quality Level

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

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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.
Kensaku Anraku et al.
Bioorganic & medicinal chemistry, 19(22), 6833-6841 (2011-10-15)
A bifunctional molecule containing biotin and d-myo-inositol 1,3,4,5-tetrakisphosphate was synthesized. This molecule was designed on the basis of X-ray structure of the complex of d-myo-inositol 1,3,4,5-tetrakisphosphates, Ins(1,3,4,5)P(4), and Grp1 PH (general receptor of phosphoinositides pleckstrin homology) domain for the application
An in vivo fluorescent sensor reveals intracellular ins(1,3,4,5)P4 dynamics in single cells.
Reiko Sakaguchi et al.
Angewandte Chemie (International ed. in English), 49(12), 2150-2153 (2009-11-10)
Xavier Pesesse et al.
Biochemical and biophysical research communications, 336(1), 157-162 (2005-09-06)
Hyperosmotic stress induces water diffusion out of the cell, resulting in cell shrinkage, and leading to DNA damage, cell cycle arrest, and cytoskeletal reorganization. A previous report showed that low concentrations of sorbitol (200mM) could increase up to 25-fold the

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