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Merck
CN

I3264

Sigma-Aldrich

D-myo-Inositol 4,5-bisphosphate ammonium salt

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About This Item

Empirical Formula (Hill Notation):
C6H14O12P2
CAS Number:
Molecular Weight:
340.12
MDL number:
UNSPSC Code:
12352207
PubChem Substance ID:
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storage temp.

−20°C

SMILES string

N.O[C@@H]1[C@H](O)[C@H](O)[C@@H](OP(O)(O)=O)[C@H](OP(O)(O)=O)[C@H]1O

InChI

1S/C6H14O12P2.H3N/c7-1-2(8)4(10)6(18-20(14,15)16)5(3(1)9)17-19(11,12)13;/h1-10H,(H2,11,12,13)(H2,14,15,16);1H3/t1-,2+,3-,4-,5+,6+;/m0./s1

InChI key

SGJUQYWLNXRPQO-BPYBYLIXSA-N

Storage Class Code

13 - Non 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

Regulatory Information

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C Linard et al.
Regulatory peptides, 41(3), 219-226 (1992-10-13)
The effects of somatostatin-14 and bombesin on [3H]inositol phosphate accumulation were studied in 24 h myo-[3H]inositol-prelabeled cultured rat acinar cells. Bombesin, 10 nM, stimulated basal formation of phosphatidyl monophosphate (InsP1), phosphatidyl 4,5-biphosphate (InsP2) and inositol 1,4,5-triphosphate (InsP3) by 128 +/-
Shizhen Wang et al.
Nature communications, 3, 617-617 (2012-01-12)
Inward rectifier potassium (Kir) channels are physiologically regulated by a wide range of ligands that all act on a common gate, although structural details of gating are unclear. Here we show, using small molecule fluorescent probes attached to introduced cysteines
F Ruiz-Larrea et al.
Biochimica et biophysica acta, 1178(1), 63-72 (1993-07-28)
Previous work in [3H]inositol-labelled GH3 pituitary tumor cells stimulated with thyrotropin-releasing hormone (TRH) reported the existence of at least ten distinct [3H]inositol-containing substances which were identified as different inositol mono-, bis- and tris-phosphate isomers [1]. Here a complete kinetic study
B Barylko et al.
The Journal of biological chemistry, 273(6), 3791-3797 (1998-03-07)
Hydrolysis of GTP by dynamin is essential for budding clathrin-coated vesicles from the plasma membrane. Two distinct domains of dynamin are implicated in the interactions with dynamin GTPase activators. Microtubules and Grb2 bind to the carboxyl-terminal proline/arginine-rich domain (PRD), whereas
T M Fonovich de Schroeder et al.
Comparative biochemistry and physiology. Part C, Pharmacology, toxicology & endocrinology, 112(1), 61-67 (1995-09-01)
Carbachol treatment in Bufo arenarum oocytes decreases the radioactivity in [32P]PIP2 in the following 20 min after stimulation and increases the [3H]glycerol labeling of 1,2-DAG at 1 min of stimulation. On the contrary, in Dieldrin treated oocytes carbachol stimulation produces

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