The packaging consists of an amber serum vial sealed with a septum and an aluminum crimp cap. The product is typically dissolved in the vial by injecting the appropriate volume of the selected solvent through the septum using a syringe. Additional solubility and solution stability information can be reviewed in the datasheet available for the general use product, P8139. See the link below to review these recommendations:
https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/816/596/p8139pis.pdf
P1585
PMA
for use in molecular biology applications, ≥99% (HPLC)
Synonym(s):
Phorbol 12-myristate 13-acetate, NF-κB Activator, PKC Activator, croton oil, phorbol ester, protein kinase C activator, 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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1 MG
MXP 3,148.00
5 MG
MXP 6,551.00
10 MG
MXP 18,848.00
25 MG
MXP 26,662.00
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1 MG
MXP 3,148.00
5 MG
MXP 6,551.00
10 MG
MXP 18,848.00
25 MG
MXP 26,662.00
About This Item
Empirical Formula (Hill Notation):
C36H56O8
CAS Number:
Molecular Weight:
616.83
Beilstein:
2407201
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.52
Recommended Products
grade
for molecular biology
Quality Level
Assay
≥99% (HPLC)
form
(Lyophilisate)
mol wt
616.83 g/mol
storage condition
protect from light
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)
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
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General description
PMA (Phorbol 12-myristate 13-acetate) is an activator of protein kinase C (PKC) and a known tumor promoting agent. PMA also exhibits clastogenic (chromosome-breaking) activity.[1]
Phorbol 12-myristate 13-acetate (PMA) can induce the activity of PLD1 (phospholipase D1) but not PLD2 (phospholipase D2).[2]
Through the protein kinase C (PKC) signaling pathway, PMA is a tumor promoter associated with:
Phorbol 12-myristate 13-acetate is used to study:
Through the protein kinase C (PKC) signaling pathway, PMA is a tumor promoter associated with:
- gene transcription
- cell growth
- cell differentiation
- programmed cell death
- immune pathway
- receptor desensitization
Phorbol 12-myristate 13-acetate is used to study:
- growth factors
- hormones
- cytokines-mediated regulation of cellular growth and differentiation
Application
PMA has been used:
- for the detection of intracellular cytokines[3]
- in CellROX oxidative stress assay[4]
- for Huh7 cell stimulation to investigate dipeptidyl peptidase 9 (DPP9) re-distribution[5]
- as a positive control in B-cell receptor (BCR) stimulation of chronic lymphocytic leukaemia (CLL) cells[6]
- in the differentiation of monocytes (THP -1) into macrophages[7]
Suitable for
- molecular biology studies as standard
- analytical studies of tumor promoters
- promotion of cell growth
Biochem/physiol Actions
Potent tumor promoter; activates protein kinase C (PKC) in vivo and in vitro.
Features and Benefits
- Stimulation of interleukin 2 production of Jurkat cells
- T-cell stimulation
- Protein kinase C (PKC) activator
- NF-κB Activator
- Promotion of cell growth
- Used in analytical studies of tumor promoters
- Molecular Biology grade
Caution
Photosensitive, protect from light.
Analysis Note
- Stimulation of interleukin 2 production of Jurkat cells
- T-cell stimulation
- Protein kinase C (PKC) activator
- NF-κB Activator
- Promotion of cell growth
- Used in analytical studies of tumor promoters
- Molecular Biology grade
related product
Signal Word
Danger
Hazard Statements
Precautionary Statements
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 Code
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Find documentation for the products that you have recently purchased in the Document Library.
The immune responses of central and effector memory BCG-specific CD4+ T cells in BCG-vaccinated PPD+ donors were modulated by Treg cells
Li L, et al.
Immunobiology, 216(4), 477-484 (2011)
Tumour promoter phorbol-12-myristate-13-acetate induces chromosomal damage via indirect action.
I Emerit et al.
Nature, 293(5828), 144-146 (1981-09-10)
Identification of a potential biomarker for FABP4 inhibition: the power of lipidomics in preclinical drug testing
Suhre K, et al.
Journal of Biomolecular Screening, 16(5), 467-475 (2011)
Biological properties and measurement of phospholipase D activation by ADP-ribosylation factor (ARF)
Cockcroft S, et al.
Methods in Enzymology, 329, 355-372 (2001)
Proteomic analysis of B-cell receptor signaling in chronic lymphocytic leukaemia reveals a possible role for kininogen
Kashuba E, et al.
Journal of Proteomics, 91(2), 478-485 (2013)
Related Content
T-cell activation is normally triggered by the interaction of a cell surface receptor to its specific ligand molecule
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How can I resuspend properly the PMA into the shipped vial? Can I open the vial?
1 answer-
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What is the stock concentration of the PMA when adding DMSO. and How much of DMSO do we add?
1 answer-
Suitability Assay - 2.5 ml of Jurkat cells (1 x 10e6 cells/mL) and 2.5 mLof fresh media (RPMI 1640 + 10% fetal calf serum containing 10 ml/l penicillin-streptomycin) were added to 25 cm2 culture bottles.
The following additions were made in duplicate.
a. Control - no additions
b. 1 µg/ml PHA Control - add 10 µl PHA stock solution (0.5 mg/ml PHA in filter-sterilized PBS)
c. 1 µg/ml PHA + 50 ng/ml PMA – 10 µl PHA stock solution + 2.5 µl PMA stock solution (100 µg/ml PMA in DMSO).As stated in part c. - the PMA stock solution is 100µg/ml PMA in DMSO.
Please see the datasheet for more details:
https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/311/794/p1585dat.pdfHelpful?
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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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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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There isn't any powder in the Phorbol 12-myristate 13-acetate, Product P1585, vial?
1 answer-
The product is usually a clear film on the walls of the vial and may not be easily visible.
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What is the stability of stock solutions of Phorbol 12-myristate 13-acetate, Product P1585, and how should I store them?
1 answer-
Stock solutions in DMSO can be stored in the dark as aliquots at -20°C for at least six months.
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How can I dissolve Phorbol 12-myristate 13-acetate, Product P1585?
1 answer-
Phorbol 12-myristate 13-acetate (PMA) is soluble in DMSO at a 20 mM concentration. It is also soluble in ethanol.
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What is the storage temperature for Phorbol 12-myristate 13-acetate, Product P1585?
1 answer-
Phorbol 12-myristate 13-acetate should be stored at -20°C.
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How much Phorbol 12-myristate 13-acetate, Product P1585, product should I use?
1 answer-
A concentration of 50 ng/ml was used on Jurkat cells.
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How is Product P1585, Phorbol-12-myristate-13-acetate, packaged?
1 answer-
P1585-1MG, P1585-10MG and P1585-25MG come to us pre-packaged by our supplier; all three sizes are packaged the same way. The packaging consists of an amber serum vial with a septum and an aluminum crimp cap. The septum has a PTFE (Teflon) liner, so the material inside the vial could only come in contact with glass and Teflon.
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