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
• Empirical Formula (Hill Notation): C₃₆H₅₆O₈
• CAS Number: 16561-29-8
• Molecular Weight: 616.83
• Beilstein/REAXYS Number: 2407201
• MDL number: MFCD00036736
• UNSPSC Code: 12352200
• PubChem Substance ID: 24898219
• NACRES: NA.52

Properties

• grade: for molecular biology
• Quality Level: 200
• 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

Description

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.

Phorbol 12-myristate 13-acetate (PMA) can induce the activity of PLD1 (phospholipase D1) but not PLD2 (phospholipase D2).

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
• in CellROX oxidative stress assay
• for Huh7 cell stimulation to investigate dipeptidyl peptidase 9 (DPP9) re-distribution
• as a positive control in B-cell receptor (BCR) stimulation of chronic lymphocytic leukaemia (CLL) cells
• in the differentiation of monocytes (THP -1) into macrophages

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

Safety Information

• pictograms: GHS06,GHS08,GHS05
• signalword: Danger
• hcodes: H300 + H310 + H330,H314,H317,H334,H351
• pcodes: P202 - P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• 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_germany: WGK 3
• ppe: dust mask type N95 (US), Eyeshields, Gloves