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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:

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

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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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
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
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
B J Lynch et al.
The Journal of pharmacology and experimental therapeutics, 280(2), 974-982 (1997-02-01)
Agonist-stimulated phosphoinositide hydrolysis is the principal mechanism underlying pharmacomechanical coupling in airways smooth muscle. In bovine tracheal smooth muscle, activation of muscarinic cholinoceptors results in sustained phospholipase C-mediated PtdIns(4,5)P2 hydrolysis but transient Ins(1,4,5)P3 accumulation, which implies agonist-stimulated metabolism of Ins(1,4,5)P3.

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