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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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About This Item

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

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)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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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