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Merck
CN

D7821

Sigma-Aldrich

dPPA

≥98% (HPLC)

Synonym(s):

12-Deoxyphorbol 13-phenylacetate 20-acetate, DOPPA

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About This Item

Empirical Formula (Hill Notation):
C30H36O7
CAS Number:
54662-30-5
Molecular Weight:
508.60
MDL number:
MFCD01741294
UNSPSC Code:
12352200
PubChem Substance ID:
329798788
NACRES:
NA.77

Key Documents

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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

Signal Word

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

Storage Class Code

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

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Certificates of Analysis (COA)

Lot/Batch Number
076M4722V
101M4728V

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