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P8139

Sigma-Aldrich

佛波醇12-十四酸酯13-乙酸酯

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

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

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About This Item

经验公式（希尔记法）:
C36H56O8
CAS号:
16561-29-8
分子量:
616.83
Beilstein:
2407201
MDL编号:
MFCD00036736
UNSPSC代码:
12352211
PubChem化学物质编号:
24278653
NACRES:
NA.77

product name

佛波醇12-十四酸酯13-乙酸酯, ≥99% (TLC), film or powder

质量水平

200

检测方案

≥99% (TLC)

形式

film or powder

溶解性

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

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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一般描述

12-肉豆蔻酸-13-乙酸佛波醇酯(PMA)具有较强的抗炎作用。可激活蛋白激酶C(PKC)活性。PMA可诱导蛋白酶、细胞因子和NADPH氧化酶的释放，导致组织损伤或组胺生成，促进血管重塑、发红、发热和促肿瘤作用。此外，还增强活性氧(ROS)产生，减少参与ROS解毒的酶。PMA还抑制超氧化物歧化酶(SOD)、过氧化氢酶和谷胱甘肽过氧化物酶的基础水平。
佛波醇12-肉豆蔻酸酯13-乙酸酯是一种佛波酯。它可作为肿瘤促进因子并通过蛋白激酶C（PKC）信号通路参与基因转录、细胞生长、分化、程序性细胞死亡、免疫途径和受体脱敏。佛波醇12-肉豆蔻酸酯13-乙酸酯还是一种研究生长因子、激素和细胞因子介导的细胞生长和分化调控的模范试剂。
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.

应用

佛波醇12-肉豆蔻酸酯13-乙酸酯用于：
  • 诱导THP-1单核细胞向巨噬细胞分化。
  • 刺激外周血淋巴细胞增殖。
  • 刺激HL-60细胞来源中性粒细胞样细胞，诱导呼吸爆发，增强超弱光子辐射(ultra-weak photon emission)发生。
  • 联合离子霉素钙盐刺激T细胞活化。
  • 刺激各种细胞，包括脾脏细胞、静止淋巴细胞和胚胎胸腺细胞。
  • 激活细胞中的蛋白激酶C(PKC)。

特点和优势

该化合物是受体分类及信号转导手册上PKC页面上的特色化合物。想要浏览手册的其他页面， 请单击此处。

注意

光敏感的

其他说明

2024年CiteAb奖——成功的帕金森研究供应商(2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research)

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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)

输入产品批号来搜索 分析证书(COA) 。批号可以在产品标签上"批“ （Lot或Batch）字后找到。

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  1. What is the difference between Phorbol 12-myristate 13-acetate, Product P8139 and molecular biology grade Product P1585?

    Product P1585 has been tested and found suitable for stimulation of interleukin 2 production of Jurkat cells. Product P8139 has not tested in this application.

  2. Why do I not see any solid in the Phorbol 12-myristate 13-acetate bottle, Product P8139?

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

  3. How should Product P8139, Phorbol 12-myristate 13-acetatebe dissolved?

    Stock solutions of 20 mM can be prepared in DMSO and diluted into aqueous buffers. View more information on P8139 solubility in the product information sheet (under Documents, above).

  4. How should I store the solutions of Product P8139, Phorbol 12-myristate 13-acetate?

    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.

  5. Do you have any application information for Product P8139, Phorbol 12-myristate 13-acetate?

    View the P8139 product information sheet (under Documents, above).

  6. 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.

  7. 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.

  8. 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.

  9. 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. 

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

    Ask a Scientist here.

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)
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)
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)
Rejection of H-Y disparate skin grafts by monospecific CD4+ Th1 and Th2 cells: no requirement for CD8+ T cells or B cells.
Zelenika D, et al.
Journal of Immunology, 161, 1868-1868 (1998)
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