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524644

L-α-Phosphatidyl-D-myo-inositol-4,5-bisphosphate, Triammonium Salt, Porcine Brain

A component of membrane-bound receptors in association with phospholipase C (PLC).

别名:

L-α-Phosphatidyl-D-myo-inositol-4,5-bisphosphate, Triammonium Salt, Porcine Brain, PIP2

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关于此项目

经验公式（希尔记法）:
C47H82O19P3 · 3NH4
化学文摘社编号:
383907-42-4
分子量:
1098.18
MDL number:
MFCD02264339
UNSPSC Code:
12352211
NACRES:
NA.77
Assay:
≥98% (TLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze, desiccated (hygroscopic), protect from light
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Quality Level

100

assay

≥98% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated (hygroscopic), protect from light

color

white to off-white

solubility

water: 10 mg/mL, chloroform: 50 mg/mL

shipped in

wet ice

storage temp.

−70°C

SMILES string

[P](=O)(O[C@@H]1C([C@@H](C(C(C1O)O[P](=O)(O)O)O[P](=O)(O)O)O)O)(OC[C@H](OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC)COC(=O)CCCCCCCCCCCCCCCCC)O.N.N.N

InChI

1S/C47H85O19P3.3H3N/c1-3-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-36-41(49)63-39(37-61-40(48)35-33-31-29-27-25-23-21-18-16-14-12-10-8-6-4-2)38-62-69(59,60)66-45-42(50)43(51)46(64-67(53,54)55)47(44(45)52)65-68(56,57)58;;;/h11,13,17,19,22,24,28,30,39,42-47,50-52H,3-10,12,14-16,18,20-21,23,25-27,29,31-38H2,1-2H3,(H,59,60)(H2,53,54,55)(H2,56,57,58);3*1H3/b13-11-,19-17-,24-22-,30-28-;;;/t39-,42?,43+,44?,45-,46?,47?;;;/m1.../s1

InChI key

GAIOWTITBYPFJE-JVILRMJCSA-N

General description

A component of membrane-bound receptors in association with phospholipase C. Hydrolysis of PIP2 yields IP3 and diacylglycerol, causing the release of intracellular Ca2+ and activation of protein kinase C. Potently stimulates phospholipase D activity in vitro in brain tissue. A substrate for PI 3-kinase. Antagonist of ATP inhibtion of ATP-sensitive potassium (KATP) channels when applied to inside-out membrane patches.



Note: This product is not to be used for animal treatment, in vivo research or in any other contact procedure with livestock.

Biochem/physiol Actions

Cell permeable: no
Primary Target
Brain phospholipase D (PLD)
Product does not compete with ATP.
Reversible: no

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution in H₂O, store in the refrigerator (4°C). Do not freeze aqueous solutions. Following reconstitution in chloroform, aliquot and freeze (-20°C). Aqueous stock solutions are stable for up to 2 days at 4°C. Chloroform stock solutions are stable for up to 1 month at -20°C.

Other Notes

Baukrowitz, T., et al. 1998. Science 282, 1141.
Shyng, S.-L., and Nichols, C.G. 1998. Science 282, 1138.
Mazzotti, G., et al. 1995. J. Histochem. Cytochem. 43, 181.
Liscovitch, M., et al. 1994. J. Biol. Chem. 269, 21403.
Chauhan, A., et al. 1991. Biochem. Biophys. Res. Commun. 175, 852.
Williamson, J.R. 1986. Hypertension 8, 140.
Berridge, M.J., and Irvine, R.F. 1984. Nature312, 315.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Irritant (B)

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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M Liscovitch et al.
The Journal of biological chemistry, 269(34), 21403-21406 (1994-08-26)
The activation of phospholipase D (PLD) is a receptor-mediated event that has been implicated in signal transduction and membrane traffic in eukaryotic cells. Little is known about the biochemical and molecular properties of signal-activated PLDs, and none has been isolated.
T Baukrowitz et al.
Science (New York, N.Y.), 282(5391), 1141-1144 (1998-11-06)
Adenosine triphosphate (ATP)-sensitive potassium (KATP) channels couple electrical activity to cellular metabolism through their inhibition by intracellular ATP. ATP inhibition of KATP channels varies among tissues and is affected by the metabolic and regulatory state of individual cells, suggesting involvement
Natsuki Watanabe et al.
Microorganisms, 8(7) (2020-07-19)
Phosphatidylinositol phosphates (PIPs) are involved in many cellular events as important secondary messengers. In Entamoeba histolytica, a human intestinal protozoan parasite, virulence-associated mechanisms such as cell motility, vesicular traffic, trogo- and phagocytosis are regulated by PIPs. It has been well
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全球贸易项目编号

货号GTIN
524644-100UG04055977197624
524644-1MG04055977197617