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P148

Sigma-Aldrich

4α-Phorbol 12-myristate 13-acetate

solid, ≥95% (TLC)

Synonyme(s) :

4α-PMA

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About This Item

Formule empirique (notation de Hill):
C36H56O8
Numéro CAS:
63597-44-4
Poids moléculaire :
616.83
Numéro MDL:
MFCD00153860
Code UNSPSC :
12352211
ID de substance PubChem :
24898203
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥95% (TLC)

Forme

solid

Couleur

white

Solubilité

H2O: ~2 μM
DMSO: soluble
ethanol: soluble

Température de stockage

−20°C

Chaîne 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

Clé InChI

PHEDXBVPIONUQT-LQLWEASQSA-N

Description générale

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.

Actions biochimiques/physiologiques

Negative control for phorbol ester activation of protein kinase C.

Conditionnement

Sealed glass ampule.

Attention

Photosensitive

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Cancer research, 51(3), 850-856 (1991-02-01)
There is substantial evidence that the tumor promoter 4 beta-12-O-tetradecanoylphorbol-13-acetate (TPA) elicits enhanced arachidonic acid release and its metabolism to prostaglandins and lipoxygenase products in many cell types. The goal of this study was to determine whether 4 alpha-12-O-tetradecanoylphorbol-13-acetate (4
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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.
Shirley A Cotton et al.
Kidney international, 61(1), 61-67 (2002-01-12)
Significant variability exists in the outcome of renal parenchymal inflammation following urinary tract infection (UTI) in childhood as some children experience renal parenchymal scarring (RPS) while others do not scar. Since TGF-beta1 is pro-fibrotic, we examined the role of this
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
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
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