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Key Documents

I3389

Sigma-Aldrich

D-myo-Inositol 1,3,4-tris-phosphate ammonium salt

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About This Item

Linear Formula:
C6H15O15P3 · 6NH3
CAS Number:
Molecular Weight:
522.28
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:

storage temp.

−20°C

SMILES string

OC1C(O)C(OP(O)(O)=O)C(OP(O)(O)=O)C(O)C1OP(O)(O)=O

InChI

1S/C6H15O15P3/c7-1-2(8)5(20-23(13,14)15)6(21-24(16,17)18)3(9)4(1)19-22(10,11)12/h1-9H,(H2,10,11,12)(H2,13,14,15)(H2,16,17,18)

InChI key

MMWCIQZXVOZEGG-UHFFFAOYSA-N

Biochem/physiol Actions

Occurs naturally in carbachol-stimulated rat parotid glands1 and in adrenal glomerular cells.2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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M P Wilson et al.
Biochemical and biophysical research communications, 232(3), 678-681 (1997-03-27)
We have sequenced and recombinantly expressed as a fusion protein an expressed sequence tag clone (GB Z25963) from Arabidopsis thaliana that represents the plant homologue of human inositol 1,3,4 trisphosphate 5/6-kinase. The 1365 base pair clone has an open reading
A M Riley et al.
Journal of medicinal chemistry, 37(23), 3918-3927 (1994-11-11)
Syntheses of the enantiomers of myo-inositol 1,3,4-trisphosphate are described. 1,4-Di-O-allyl-myo-inositol was regioselectively p-methoxybenzylated at the 3-position to give 1,4-di-O-allyl-3-O-(p-methoxybenzyl)-myo-inositol followed by benzylation of the remaining free hydroxyl groups to give the key intermediate 1,4-di-O-allyl-2,5,6-tri-O-benzyl-3-O-(p-methoxybenzyl)-myo-inositol. Removal of the p-methoxybenzyl and allyl
C B Baron et al.
Biochimica et biophysica acta, 1401(1), 81-92 (1998-02-12)
Our goal was to quantitate inositol 1,4,5-trisphosphate (Ins(1,4,5)P3) binding to aldolase C tetramer (aldolase4) and its displacement by inositol 1,3,4-trisphosphate (Ins(1,3,4)P3) under conditions which approximated the in vivo state. Anions were found to have major effects. Decreasing [KCl] from 100
M T Rudolf et al.
Bioorganic & medicinal chemistry letters, 8(14), 1857-1860 (1999-01-05)
The synthesis of rac-2,5,6-tri-O-butyryl-myo-inositol 1,3,4-trisphosphate hexakis(acetoxymethyl) ester [Bt3-Ins(1,3,4)P3/AM, 1], a membrane-permeant derivative of myo-inositol 1,3,4-trisphosphate [Ins(1,3,4)P3] is reported. 1 inhibited calcium-mediated chloride secretion of T84 cells, suggesting a regulatory link of Ins(1,3,4)P3 and the biosynthesis of the known inhibitor myo-inositol
H Plattner et al.
Cell calcium, 51(5), 351-382 (2012-03-06)
The importance of Ca2+-signaling for many subcellular processes is well established in higher eukaryotes, whereas information about protozoa is restricted. Recent genome analyses have stimulated such work also with Alveolates, such as ciliates (Paramecium, Tetrahymena) and their pathogenic close relatives

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