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D7821

dPPA

≥98% (HPLC)

别名:

12-Deoxyphorbol 13-phenylacetate 20-acetate, DOPPA

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关于此项目

经验公式（希尔记法）:
C30H36O7
化学文摘社编号:
54662-30-5
分子量:
508.60
NACRES:
NA.77
PubChem Substance ID:
329798788
UNSPSC Code:
12352200
MDL number:
MFCD01741294
Assay:
≥98% (HPLC)
Form:
oil
Quality level:
100
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Quality Level

100

assay

≥98% (HPLC)

form

oil

color

colorless to light yellow

storage temp.

−20°C

SMILES string

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

InChI key

MEDVHSNRBPAIPU-XMOZQXTISA-N

Application

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

Biochem/physiol Actions

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.

Features and Benefits

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

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

存储类别

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
076M4722V
101M4728V

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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.

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
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
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
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全球贸易项目编号

货号GTIN
D7821-1MG04061826703205