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524644

Sigma-Aldrich

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).

Szinonimák:

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

Bejelentkezésa Szervezeti és Szerződéses árazás megtekintéséhez


About This Item

Tapasztalati képlet (Hill-képlet):
C47H82O19P3 · 3NH4
CAS-szám:
Molekulatömeg:
1098.18
MDL-szám:
UNSPSC kód:
12352211
NACRES:
NA.77

Minőségi szint

Teszt

≥98% (TLC)

Forma

solid

gyártó/kereskedő neve

Calbiochem®

tárolási körülmény

OK to freeze
desiccated (hygroscopic)
protect from light

szín

white to off-white

oldhatóság

water: 10 mg/mL
chloroform: 50 mg/mL

kiszállítva

wet ice

tárolási hőmérséklet

−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

Nemzetközi kémiai azonosító kulcs

GAIOWTITBYPFJE-JVILRMJCSA-N

Általános leírás

A component of membrane-bound receptors in association with phospholipase C (PLC). Potently stimulates brain phospholipase D (PLD) activity in vitro. Has been shown to activate protein kinase C (PKC) in the presence of phosphatidylserine and Ca2+. Antagonist of ATP-sensitive potassium (KATP) channels when applied to inside-out membrane patches.
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.

Biokémiai/fiziológiai hatások

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

Kiszerelés

Packaged under inert gas

Figyelmeztetés

Toxicity: Irritant (B)

Feloldás

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.

Egyéb megjegyzések

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.

Jogi információk

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

Tárolási osztály kódja

11 - Combustible Solids

WGK

WGK 3

Lobbanási pont (F)

Not applicable

Lobbanási pont (C)

Not applicable


Analitikai tanúsítványok (COA)

Analitikai tanúsítványok (COA) keresése a termék sarzs-/tételszámának megadásával. A sarzs- és tételszámok a termék címkéjén találhatók, a „Lot” vagy „Batch” szavak után.

Már rendelkezik ezzel a termékkel?

Az Ön által nemrégiben megvásárolt termékekre vonatkozó dokumentumokat a Dokumentumtárban találja.

Dokumentumtár megtekintése

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
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
S L Shyng et al.
Science (New York, N.Y.), 282(5391), 1138-1141 (1998-11-06)
Adenosine triphosphate (ATP)-sensitive potassium (KATP) channels couple cell metabolism to electrical activity. Phosphatidylinositol phosphates (PIPs) profoundly antagonized ATP inhibition of KATP channels when applied to inside-out membrane patches. It is proposed that membrane-incorporated PIPs can bind to positive charges in
G Mazzotti et al.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 43(2), 181-191 (1995-02-01)
Phosphatidylinositol 4,5-bisphosphate (PIP2) is a key element of signal transduction, being the preferential substrate of specific phospholipases that produce second messengers such as inositol trisphosphate (IP3) and diacylglycerol (DG). Because PIP2 has been cytochemically identified by monoclonal antibodies not only
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.

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