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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:
PubChem Substance ID:
NACRES:
NA.77

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

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This Item
P7686D1262A5285
Quality Level

100

Quality Level

200

Quality Level

-

Quality Level

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
Nathan Pages et al.
Bulletin of mathematical biology, 81(5), 1394-1426 (2019-01-16)
We have constructed a spatiotemporal model of [Formula: see text] dynamics in parotid acinar cells, based on new data about the distribution of inositol trisphophate receptors (IPR). The model is solved numerically on a mesh reconstructed from images of a
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.
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)
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

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