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P148

Sigma-Aldrich

4α-Phorbol 12-myristate 13-acetate

solid, ≥95% (TLC)

Sinonimo/i:

4α-PMA

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About This Item

Formula empirica (notazione di Hill):
C36H56O8
Numero CAS:
63597-44-4
Peso molecolare:
616.83
Numero MDL:
MFCD00153860
Codice UNSPSC:
12352211
ID PubChem:
24898203
NACRES:
NA.77

Livello qualitativo

100

Saggio

≥95% (TLC)

Forma fisica

solid

Colore

white

Solubilità

H2O: ~2 μM
DMSO: soluble
ethanol: soluble

Temperatura di conservazione

−20°C

Stringa SMILE

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
PHEDXBVPIONUQT-LQLWEASQSA-N

Descrizione generale

Though having aqueous solubility, it is recommended that this compound first be dissolved in a water miscible organic solvent before dilution to working concentrations in aqueous media.

Azioni biochim/fisiol

Negative control for phorbol ester activation of protein kinase C.

Confezionamento

Sealed glass ampule.

Avvertenza

Photosensitive

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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Sigma-Aldrich

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Sigma-Aldrich

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B L Van Duuren et al.
Cancer research, 39(7 Pt 1), 2644-2646 (1979-07-01)
4a alpha-Phorbol-9,9a-didecanoate, 4a alpha-phorbol-9-myristate-9a-acetate, and phorbol-9-myristate-9a-acetate-3-aldehyde were tested for skin tumor-promoting activity by using 7,12-dimethylbenz(a)anthracene as the initiating agent. There were 30 female ICR/Ha mice/group, and tests were continued for 434 to 461 days. 4a alpha-Phorbol-9,9a-didecanoate and 4a alpha-phorbol-9-myristate-9a-acetate were
Feng Xu et al.
British journal of pharmacology, 140(2), 413-421 (2003-09-13)
1. We investigated whether protein kinase C (PKC) activation stimulates Ca2+ entry in HEK 293 cells transfected with human TRPV4 cDNA and loaded with fura-2. 2. Phorbol 12-myristate 13-acetate (PMA), a PKC-activating phorbol ester, increased the intracellular Ca2+ concentration ([Ca2+]i)
Gautam Bhave et al.
Proceedings of the National Academy of Sciences of the United States of America, 100(21), 12480-12485 (2003-10-03)
Protein kinase C (PKC) modulates the function of the capsaicin receptor transient receptor potential vanilloid 1 (TRPV1). This modulation manifests as increased current when the channel is activated by capsaicin. In addition, studies have suggested that phosphorylation by PKC might
R A Nichols et al.
Journal of neurochemistry, 48(2), 615-621 (1987-02-01)
Neurotransmitter release from rat brain synaptosomes was measured following pretreatment with various phorbol esters. Ca2+-dependent, evoked neurotransmitter release was increased by phorbol esters that were active in stimulating protein kinase C. Protein kinase C activation was demonstrated by increased incorporation
Hussein Ghamlouch et al.
PloS one, 8(3), e60370-e60370 (2013-04-05)
B-chronic lymphocytic leukemia (B-CLL), the most common human leukemia, is characterized by predominantly non-dividing malignant mature CD5+ B lymphocytes with an apoptosis defect. Various microenvironmental stimuli confer a growth advantage on these leukemic cells and extend their survival in vivo.
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