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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

wgk_germany

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
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
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
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
Jun Wang et al.
Developmental biology, 302(1), 143-153 (2006-10-10)
Integrin signaling modulates trophoblast adhesion to extracellular matrices during blastocyst implantation. Fibronectin (FN)-binding activity on the apical surface of trophoblast cells is strengthened after elevation of intracellular Ca(2+) downstream of integrin ligation by FN. We report here that phosphoinositide-specific phospholipase

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