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D7821

Sigma-Aldrich

dPPA

≥98% (HPLC)

Synonim(y):

12-Deoxyphorbol 13-phenylacetate 20-acetate, DOPPA

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About This Item

Wzór empiryczny (zapis Hilla):
C30H36O7
Numer CAS:
54662-30-5
Masa cząsteczkowa:
508.60
Numer MDL:
MFCD01741294
Kod UNSPSC:
12352200
Identyfikator substancji w PubChem:
329798788
NACRES:
NA.77

Poziom jakości

100

Próba

≥98% (HPLC)

Postać

oil

kolor

colorless to light yellow

temp. przechowywania

−20°C

ciąg 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

Klucz InChI

MEDVHSNRBPAIPU-XMOZQXTISA-N

Zastosowanie

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
  • to treat HT-22 and B12 cells to study its effects on cell viability
  • to treat neurons and measure primary cortical neurons using the 2,5-diphenyl-2H-tetrazolium bromide (MTT) assay

Działania biochem./fizjol.

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.

Cechy i korzyści

This compound is featured on the PKC page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This page may contain text that has been machine translated.

Piktogramy

Skull and crossbones
GHS06

Hasło ostrzegawcze

Danger

Zwroty wskazujące rodzaj zagrożenia

H300 + H310 + H330,H315,H319,H335

Klasyfikacja zagrożeń

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

Organy docelowe

Respiratory system

Kod klasy składowania

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

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Certyfikaty analizy (CoA)

Poszukaj Certyfikaty analizy (CoA), wpisując numer partii/serii produktów. Numery serii i partii można znaleźć na etykiecie produktu po słowach „seria” lub „partia”.

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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
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
Y Masuda et al.
International journal of cancer, 71(4), 691-697 (1997-05-16)
In a previous study, we showed that geranylgeraniol (GGO) is a potent inducer of apoptosis in human leukemia cells, including HL60 promyelocytic leukemia cells. The present study describes the effects of activators of protein kinase C (PKC) on GGO-induced apoptosis
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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Produkty

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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