Pular para o conteúdo
Merck
Todas as fotos(1)

Documentos Principais

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).

Sinônimo(s):

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

Faça loginpara ver os preços organizacionais e de contrato
Todas as fotos(1)

About This Item

Fórmula empírica (Notação de Hill):
C47H82O19P3 · 3NH4
Número CAS:
383907-42-4
Peso molecular:
1098.18
Número MDL:
MFCD02264339
Código UNSPSC:
12352211
NACRES:
NA.77

Nível de qualidade

100

Ensaio

≥98% (TLC)

Formulário

solid

fabricante/nome comercial

Calbiochem®

condição de armazenamento

OK to freeze
desiccated (hygroscopic)
protect from light

cor

white to off-white

solubilidade

water: 10 mg/mL
chloroform: 50 mg/mL

Condições de expedição

wet ice

temperatura de armazenamento

−70°C

cadeia de caracteres SMILES

[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

chave InChI

GAIOWTITBYPFJE-JVILRMJCSA-N

Categorias relacionadas

Descrição geral

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.

Ações bioquímicas/fisiológicas

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

Embalagem

Packaged under inert gas

Advertência

Toxicity: Irritant (B)

Reconstituição

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.

Outras notas

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.

Informações legais

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

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

Já possui este produto?

Encontre a documentação dos produtos que você adquiriu recentemente na biblioteca de documentos.

Visite a Biblioteca de Documentos

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
J R Williamson
Hypertension (Dallas, Tex. : 1979), 8(6 Pt 2), II140-II156 (1986-06-01)
Many hormones, neurotransmitters, and secretagogues act by increasing the intracellular free Ca2+ concentration in target cells. The initial event following binding of agonists to specific receptors in the plasma membrane involves a receptor-mediated activation of a guanosine nucleotide-binding protein (G
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
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
Exibir todos os documentos relacionados

Nossa equipe de cientistas tem experiência em todas as áreas de pesquisa, incluindo Life Sciences, ciência de materiais, síntese química, cromatografia, química analítica e muitas outras.

Entre em contato com a assistência técnica