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D7821

Sigma-Aldrich

dPPA

≥98% (HPLC)

Sinônimo(s):

12-Deoxyphorbol 13-phenylacetate 20-acetate, DOPPA

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1 MG
R$ 1.235,00

R$ 1.235,00

Previsão de entrega em17 de maio de 2025

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About This Item

Fórmula empírica (Notação de Hill):
C30H36O7
Número CAS:
54662-30-5
Peso molecular:
508.60
Número MDL:
MFCD01741294
Código UNSPSC:
12352200
ID de substância PubChem:
329798788
NACRES:
NA.77

R$ 1.235,00

Previsão de entrega em17 de maio de 2025

Nível de qualidade

100

Ensaio

≥98% (HPLC)

Formulário

oil

cor

colorless to light yellow

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

CC(C1=O)=C[C@]2([H])[C@]1(O)CC(COC(C)=O)=C[C@]3([H])[C@]2(O)[C@H](C)C[C@]4(OC(CC5=CC=CC=C5)=O)[C@H]3C4(C)C

InChI

1S/C30H36O7/c1-17-11-23-28(34,26(17)33)15-21(16-36-19(3)31)12-22-25-27(4,5)29(25,14-18(2)30(22,23)35)37-24(32)13-20-9-7-6-8-10-20/h6-12,18,22-23,25,34-35H,13-16H2,1-5H3/t18-,22+,23-,25-,28-,29+,30-/m1/s1

chave InChI

MEDVHSNRBPAIPU-XMOZQXTISA-N

Aplicação

dPPA/phorbol ester 12-deoxyphorbol 13-phenylacetate 20-acetate (DOPPA) may be used as a potent activator of PKC-β:
  • to treat transfected HT-22 cells to promote phosphorylation of p66Shc[1]
  • to treat HT-22 and B12 cells to study its effects on cell viability[1]
  • to treat neurons and measure primary cortical neurons using the 2,5-diphenyl-2H-tetrazolium bromide (MTT) assay[1]

Ações bioquímicas/fisiológicas

dPPA is a phorbol ester that selectively activates the β isotype of PKC. It is approximately 100-fold more potent for PKC-β than the α, γ or δ isotypes. PKC family members each have specific functions, but PKC-β and δ appear to share similar expression profiles, and both are involved in regulating apoptosis and B cell activation, thus dPPA is a useful tool in determining PKCβ specific signaling events.

Características e benefícios

This compound is featured on the PKC page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogramas

Skull and crossbones
GHS06

Palavra indicadora

Danger

Classificações de perigo

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

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Certificados de análise (COA)

Lot/Batch Number
076M4722V
101M4728V

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R N Cortright et al.
American journal of physiology. Endocrinology and metabolism, 278(3), E553-E562 (2000-03-11)
There is good evidence from cell lines and rodents that elevated protein kinase C (PKC) overexpression/activity causes insulin resistance. Therefore, the present study determined the effects of PKC activation/inhibition on insulin-mediated glucose transport in incubated human skeletal muscle and primary
J Pongracz et al.
Leukemia research, 20(4), 319-326 (1996-04-01)
Recent reports have claimed that activation of protein kinase C (PKC)-beta is sufficient for both differentiation and apoptosis in promyeloid HL60 cells. Phorbol esters which differentially activate PKC isoenzymes in vitro were used to induce differentiation and apoptosis in U937
David C Wright et al.
American journal of physiology. Endocrinology and metabolism, 287(2), E305-E309 (2004-04-01)
Recent evidence has shown that activation of lipid-sensitive protein kinase C (PKC) isoforms leads to skeletal muscle insulin resistance. However, earlier studies demonstrated that phorbol esters increase glucose transport in skeletal muscle. The purpose of the present study was to
T Husøy et al.
Carcinogenesis, 22(2), 221-231 (2001-02-22)
12-O:-tetradecanoylphorbol-13-acetate (TPA) inhibits gap junctional communication in many cell culture systems, but TPA-induced phosphorylation of the gap junction protein connexin43 (Cx43) varies much between systems. We have here studied whether these responses and their sensitivities can be correlated with total
S Aggarwal et al.
Journal of clinical immunology, 14(4), 248-256 (1994-07-01)
To determine a role of protein kinase C (PKC) isozymes in lymphocyte activation, human peripheral blood mononuclear cells were activated with 12-deoxyphorbol-13-O-phenylacetate (dPP; an agonist of both calcium-dependent and calcium-independent PKC isozymes), thymeleatoxin (TX; an activator of calcium-dependent PKC alpha
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Protein Kinase C (PKC)

Protein kinase C (PKC) is an AGC kinase that phosphorylates serine and threonine residues in many target proteins.

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