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Merck
CN

79346

Sigma-Aldrich

佛波醇12-十四酸酯13-乙酸酯

synthetic, ≥98.0% (TLC)

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别名:
12-O-十四烷酰基佛波醇13-乙酸酯, 4β,9α,12β,13α,20-五羟基噻吩-1,6-二烯-3-酮12-十四烷酸酯13-乙酸酯, PMA, TPA
经验公式(希尔记法):
C36H56O8
CAS号:
分子量:
616.83
Beilstein:
2407201
MDL编号:
UNSPSC代码:
12352211
PubChem化学物质编号:
NACRES:
NA.25

质量水平

检测方案

≥98.0% (TLC)

形式

film

质量

synthetic

溶解性

chloroform: 10 mg/mL, clear, colorless to light yellow

储存温度

−20°C

SMILES字符串

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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应用

佛波醇12-十四酸酯13-乙酸酯已可用于刺激白细胞介素(IL)-18、IL-10 和巨噬细胞的 体外 生产。它也被用来诱导蛋白激酶C的活性。

生化/生理作用

佛波醇12-十四酸酯13-乙酸酯是一种有效的肿瘤启动子,在 体内体外都能激活蛋白激酶C。这是一种佛波酯,与许多细胞反应有关,包括基因转录、细胞分裂和分化、凋亡和免疫反应。它还参与蛋白激酶C (PKC)介导的受体脱敏。佛波醇12-十四酸酯13-乙酸酯诱导PKC在细胞质中定位, 使酶与细胞膜结合。

其他说明

体内体外 纳米级浓度下激活蛋白激酶C;高效肿瘤促进剂和丝裂原:巴豆油的活性原理。综述

警示用语:

Danger

危险分类

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

WGK

WGK 3

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


分析证书(COA)

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How should Product 79346, Phorbol 12-myristate 13-acetate - synthetic, be dissolved?

    PMA is soluble in acetone, DMSO, ethyl acetate, ethanol and methylene chloride, but is practically insoluble in water. The solubility of 79346 has been tested in chloroform at a concentration of 10 mg/mL.  Stock solutions of 20 mM can be prepared in DMSO and diluted into aqueous buffers.

  4. Why do I not see any solid in the bottle of Product 79346, Phorbol 12-myristate 13-acetate - synthetic?

    Phorbol 12-myristate 13-acetate may be an invisible film in the bottle.

  5. What is the difference between product 79346, Phorbol 12-myristate 13-acetate - synthetic, and molecular biology grade product P1585?

    Product P1585 has been tested and found suitable for stimulation of interleukin 2 production of Jurkat cells. Product 79346 has not tested in this application.

  6. How can I store the Product 79346, Phorbol 12-myristate 13-acetate - synthetic (PMA), solution solution?  How long?

    Stock solutions in DMSO can be stored protected from light as aliquots at -20°C for at least 6 months, or at 2-8°C for up to 3 months.

  7. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  8. What is the Department of Transportation shipping information for this product?

    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. 

  9. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Differential effect of bryostatin 1 and phorbol 12-myristate 13-acetate on HOP-92 cell proliferation is mediated by down-regulation of protein kinase Cdelta
Choi SH, et al.
Cancer Research, 66(14), 7261-7269 (2006)
R D Estensen
Journal of experimental pathology, 1(2), 71-77 (1984-01-01)
Tumor promoters act on carcinogen-initiated tissues to cause phenotypic expression of malignancy. Phorbol ester tumor promoters, like hormones, act on cells and tissues at nanomolar concentrations, often producing "physiological" effects. These promoters also act on cells to produce what appear
Adipose tissue-derived mesenchymal stem cells are more potent suppressors of dendritic cells differentiation compared to bone marrow-derived mesenchymal stem cells
Ivanova-Todorova E, et al.
Immunology Letters, 126(1-2), 37-42 (2009)
E. Kontny et al.
Eur. J. Pharmacol., Molec. Pharmacol. Sec., 227, 333-333 (1992)
The calcium ATPase SERCA2 regulates desmoplakin dynamics and intercellular adhesive strength through modulation of PKCalpha signaling
Hobbs RP, et al.
Faseb Journal, 25(3), 990-1001 (2011)

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