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Merck

P8139

Sigma-Aldrich

Phorbol 12-myristate 13-acetate

≥99% (TLC), film or powder, PKC activator

Synonim(y):

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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About This Item

Wzór empiryczny (zapis Hilla):
C36H56O8
Numer CAS:
Masa cząsteczkowa:
616.83
Beilstein:
2407201
Numer MDL:
Kod UNSPSC:
12352211
Identyfikator substancji w PubChem:
NACRES:
NA.77

product name

Phorbol 12-myristate 13-acetate, ≥99% (TLC), film or powder

Poziom jakości

Próba

≥99% (TLC)

Postać

film or powder

rozpuszczalność

DMSO: soluble
ethanol: soluble (Dissolve in water-miscible organic solvent prior to preparing aqueous solutions.)

temp. przechowywania

−20°C

ciąg SMILES

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

Klucz InChI

PHEDXBVPIONUQT-RGYGYFBISA-N

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Opis ogólny

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 (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.
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.

Zastosowanie

Phorbol 12-myristate 13-acetate has been used:
  • to induce differentiation of THP-1monocytes to macrophage.
  • 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
  • for the stimulation of various cells including spleen cells, quiescent lymphocytes, and fetal thymocytes.
  • for the activation of PKC (protein kinase C) in cells.

Cechy i korzyści

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

Przestroga

Photosensitive

Hasło ostrzegawcze

Danger

Zwroty wskazujące rodzaj zagrożenia

Klasyfikacja zagrożeń

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

Kod klasy składowania

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

Klasa zagrożenia wodnego (WGK)

WGK 3

Środki ochrony indywidualnej

dust mask type N95 (US), Eyeshields, Gloves


Certyfikaty analizy (CoA)

Poszukaj Certyfikaty analizy (CoA), wpisując numer partii/serii produktów. Numery serii i partii można znaleźć na etykiecie produktu po słowach „seria” lub „partia”.

Masz już ten produkt?

Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

Inhibition of protein kinase C results in decreased expression of bovine leukemia virus.
Jensen WA et al.
Journal of Virology, 66, 4427-4427 (1992)
Phorbol 12-Myristate 13-Acetate Induced Toxicity Study and the Role of Tangeretin in Abrogating HIF-1 alpha-NF-kappa B Crosstalk In Vitro and In Vivo
Chang SN, et al.
International Journal of Molecular Sciences (2020)
Phorbol 12-myristate 13-acetate up-regulates the transcription of MUC2 intestinal mucin via Ras, ERK, and NF-kappa B.
Lee HW et al.
The Journal of Biological Chemistry, 277, 32624-32624 (2002)
Optical spectral analysis of ultra-weak photon emission from tissue culture and yeast cells
Nerudova M, et al.
Journal of Separation Science, 9450, 162-168 (2015)
Liwang Liu et al.
Journal of biophotonics, 12(8), e201900045-e201900045 (2019-05-31)
Advances in microscopy with new visualization possibilities often bring dramatic progress to our understanding of the intriguing cellular machinery. Picosecond optoacoustic micro-spectroscopy is an optical technique based on ultrafast pump-probe generation and detection of hypersound on time durations of picoseconds

Produkty

Cancer research has revealed that the classical model of carcinogenesis, a three step process consisting of initiation, promotion, and progression, is not complete.

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