Stock solutions should be made in pure, anhydrous DMSO.
P8139
Phorbol 12-myristate 13-acetate
≥99% (TLC), film or powder, PKC activator
Phorbol 12-myristate 13-acetate
Synonym(s):
12-O-Tetradecanoylphorbol 13-acetate, 4β,9α,12β,13α,20-Pentahydroxytiglia-1,6-dien-3-one 12-tetradecanoate 13-acetate, PMA, TPA
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| Pack Size | SKU | Availability | Price |
|---|---|---|---|
| 1 mg | Check Cart for Availability | $128.00 | |
| 5 mg | Check Cart for Availability | $327.00 | |
| 10 mg | Check Cart for Availability | $758.00 | |
| 25 mg | Check Cart for Availability | $1,200.00 |
About This Item
Empirical Formula (Hill Notation):
C36H56O8
CAS Number:
Molecular Weight:
616.83
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
Beilstein/REAXYS Number:
2407201
Assay:
≥99% (TLC)
Form:
film or powder
Product Name
Phorbol 12-myristate 13-acetate, ≥99% (TLC), film or powder
Quality Segment
assay
≥99% (TLC)
form
film or powder
solubility
DMSO: soluble, ethanol: soluble (Dissolve in water-miscible organic solvent prior to preparing aqueous solutions.)
storage temp.
−20°C
SMILES string
CCCCCCCCCCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)C(C=C(CO)C[C@@]3(O)C2C=C(C)C3=O)C4C(C)(C)[C@]14OC(C)=O
InChI
1S/C36H56O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-29(39)43-32-24(3)35(42)27(30-33(5,6)36(30,32)44-25(4)38)20-26(22-37)21-34(41)28(35)19-23(2)31(34)40/h19-20,24,27-28,30,32,37,41-42H,7-18,21-22H2,1-6H3/t24-,27+,28-,30-,32-,34-,35-,36-/m1/s1
InChI key
PHEDXBVPIONUQT-RGYGYFBISA-N
General description
Phorbol 12-myristate 13-acetate (PMA) exhibits high inflammatory properties. It stimulates protein kinase C (PKC) activity. PMA induces the release of proteases, cytokines, and NADPH oxidases, leading to tissue damage or histamine production, and promoting vascular remodeling, redness, heat, and tumor promotion. Additionally, it enhances reactive oxygen species (ROS) production and decreases enzymes involved in ROS detoxification. PMA also inhibits the basal level of superoxide dismutase (SOD), catalase, and glutathione peroxidase.
Dissolve in water-miscible organic solvent prior to preparing aqueous solutions. DMSO solutions can be stored dark at -20 °C for at least six months.
Phorbol 12-myristate 13-acetate is a phorbol ester. It works as a tumor promoter and is involved in gene transcription, cell growth, differentiation, programmed cell death, immune pathway and receptor desensitization via protein kinase C (PKC) signaling pathways. Phorbol 12-myristate 13-acetate is also a model agent to study growth factors-, hormones-, and cytokines-mediated regulation of cellular growth and differentiation.
Application
Phorbol 12-myristate 13-acetate has been used:
- to induce differentiation of THP-1monocytes to macrophage.[1]
- to stimulate the proliferation of peripheral blood lymphocytes.
- to induce respiratory bursts and enhance the generation of ultra-weak photon emission (UPE) from the neutrophil-like cells derived from HL-60 cells.
- in conjugation with Ionomycin calcium salt to stimulate T-cell activation[2]
- for the stimulation of various cells including spleen cells, quiescent lymphocytes, and fetal thymocytes.
- for the activation of PKC (protein kinase C) in cells.
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.
Disclaimer
Photosensitive
1 of 1
This Item | |||
|---|---|---|---|
| assay ≥99% (TLC) | assay - | assay ≥98.0% (TLC) | assay ≥99% (HPLC) |
| form film or powder | form solid | form film, powder or solid (or crystals) | form (Lyophilisate) |
| Quality Level 200 | Quality Level 100 | Quality Level 200 | Quality Level 200 |
| storage temp. −20°C | storage temp. - | storage temp. −20°C | storage temp. −20°C |
| solubility DMSO: soluble, ethanol: soluble (Dissolve in water-miscible organic solvent prior to preparing aqueous solutions.) | solubility - | solubility chloroform: 10 mg/mL, clear, colorless to light yellow | solubility DMSO: soluble (DMSO solutions can be stored dark at −20 °C for at least six months.), ethanol: soluble (Dissolve in water-miscible organic solvent prior to preparing aqueous solutions) |
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Danger
Hazard Classifications
Acute Tox. 1 Dermal - Acute Tox. 1 Inhalation - Acute Tox. 2 Oral - Carc. 2 - Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Product Information Sheet
Global Trade Item Number
| SKU | GTIN |
|---|---|
| P8139-10MG | 04061835558759 |
| P8139-25MG | 04061835546343 |
| P8139-1MG | 04061835518241 |
| P8139-5MG | 04061835558766 |
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When making up the 20mM solution of PMA, what percentage/molarity of DMSO should be within this solution? Is the solution in water + DMSO?
1 answer-
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Hello, do you have any information on the stability of this product with regard to freeze/thaw after it is reconstituted? We normally thaw our aliquot, take what we need, and then refreeze our aliquots.
1 answer-
Freeze/thaw cycles are not recommended for this product.
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What is the Department of Transportation shipping information for this product?
1 answer-
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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Do you have any application information for Product P8139, Phorbol 12-myristate 13-acetate?
1 answer-
View the P8139 product information sheet (under Documents, above).
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Why do I not see any solid in the Phorbol 12-myristate 13-acetate bottle, Product P8139?
1 answer-
Phorbol 12-myristate 13-acetate may be an invisible film in the bottle.
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How should I store the solutions of Product P8139, Phorbol 12-myristate 13-acetate?
1 answer-
Stock solutions in DMSO can be stored protected from light as aliquots at -20°C for at least 6 months, or at 2-8°C for up to 3 months.
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How should Product P8139, Phorbol 12-myristate 13-acetatebe dissolved?
1 answer-
Stock solutions of 20 mM can be prepared in DMSO and diluted into aqueous buffers. View more information on P8139 solubility in the product information sheet (under Documents, above).
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What is the difference between Phorbol 12-myristate 13-acetate, Product P8139 and molecular biology grade Product P1585?
1 answer-
Product P1585 has been tested and found suitable for stimulation of interleukin 2 production of Jurkat cells. Product P8139 has not tested in this application.
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