佛波醇12-十四酸酯13-乙酸酯

中文名称:

佛波醇12-十四酸酯13-乙酸酯

中文同义词:

乙酸佛波酯;乙酸佛波酯 PMA;豆蔻酰佛波醇乙酯;佛波脂酸(5MG/ML);TISSUE PLASMINOGEN ACTIVATOR 人;佛波酯;12-十四酸酯13-乙酸佛波醇酯;12-O-十四烷酰佛波醋酸酯-13

英文名称:

PHORBOL 12-MYRISTATE 13-ACETATE

英文同义词:

13-o-acetylphorbol12-myristate;4)benz(1,2-e)azulen-5-one9a-acetate,(+)-ethyl-5h-cyclopropa(;5h-cyclopropa(3,4)benz(1,2-e)azulen-5-one,1,1a-beta,1b-alpha,4,4a,7a-beta,7b,;12-O-Tetradecanoyl-Phorbol-13-Acetate(TPA, MPA) 16561-29-8;12-O-tetradecanoyl phorbol-13-acetate (PMA);Phorbol-12-myristate-13-acetate - CAS 16561-29-8 - Calbiochem;InSolution Phorbol-12-myristate-13-acetate - CAS 16561-29-8 - Calbiochem;4BETA-PHORBOL 12-MYRISTATE 13-ACETATE

CAS号:

16561-29-8

分子式:

C36H56O8

分子量:

616.83

EINECS号:

605-413-5

相关类别:

标准品;精细化工;对照品;生化试剂;对照品-中药对照品;Activator;enzyme;Protein Kinase;Signalling;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Diterpenoids

Mol文件:

16561-29-8.mol

沸点 

571.87°C (rough estimate)

密度 

1.17±0.1 g/cm3 (20 ºC 760 Torr)

折射率 

1.4900 (estimate)

储存条件 

-20°C

溶解度 

DMSO: DMSO solutions can be stored dark at −20?#x00b0;C for at least six months.soluble

形态

Fine Crystalline Powder

酸度系数(pKa)

11.19±0.70(Predicted)

颜色

Off-white to light yellow

水溶解性 

Very soluble in methanol, soluble in DMSO, chloroform, ethanol or acetone, ether, ethyl acetate, DMF or acetonitrile. Insoluble in water.

敏感性 

Light Sensitive

BRN 

2407201

InChIKey

PHEDXBVPIONUQT-RGYGYFBISA-N

CAS 数据库

16561-29-8(CAS DataBase Reference)

EPA化学物质信息

12-O-Tetradecanoylphorbol 13-acetate (16561-29-8)

佛波酯

佛波酯又称佛波醇酯、大戟二萜醇酯，是巴豆油中的成分，十四烷酸和佛波醇形成的酯。已证实是一种促癌剂。其促癌活性大小不一，活性最高的是12-邻十四烷酰大戟二萜醇-13-乙酸酯(TPA)，其余依次为大戟二萜醇-12，13-双癸酸酯、大戟二萜醇-12，13-双丁酸酯、4-邻甲基大戟二萜酸-12-十四烷酰-13-乙酸酯、大戟二萜醇-12，13-双癸酸酯。促癌机制不很清楚，近期认为与启动细胞膜相互作用，促进第二信使的合成和增加蛋白激酶活性有关。 佛波酯能激活导致细胞增殖或分化的信号通路而具有促进细胞癌变的作用。其中活性最高的是12-邻-14-烷酰佛波醇-13-乙酸酯。

生物活性

Phorbol 12-myristate 13-acetate (PMA, 12-O-Tetradecanoylphorbol-13-acetate, TPA)是一种有效的PKC激活剂，在纳摩尔浓度范围内具有活性作用。Phorbol 12-myristate 13-acetate (PMA)可诱导sphingosine-1-phosphate (S1P)。

靶点

PKC 11.7 nM (EC 50 )

PKC 11.7 nM (EC 50 )

体外研究

In order to examine the role of PKC in p38MAPK phosphorylation, the cells are stimulated with the PKC activator, PMA (100 nM), which mimics the binding of DAG, the natural activator of PKC, to the C1 region of the PKCs. p38MAPK phosphorylation by PMA is observed in the two cell types similar to that observed by GnRH in αT3-1 cells, that is, a slow sustained activation (3.2-fold and 3.6-fold, respectively at 30 min). The paradoxical findings that PKCs activated by GnRH and PMA play a differential role in p38MAPK phosphorylation may be explained by differential localization of the PKCs. Basal, GnRH- and PMA- stimulation of p38MAPK phosphorylation in αT3-1 cells is mediated by Ca 2+ influx via voltage-gated Ca 2+ channels and Ca 2+ mobilization, while in the differentiated LβT2 gonadotrope cells it is mediated only by Ca 2+ mobilization. THP-1 cells are differentiated into macrophage-like cells (THP-1 macrophages) by incubation in the presence of PMA (200 ng/mL; 1-5 days), which leads to a macrophage-like phenotype characterized by changes in morphology and increased cell surface expression of CD11 and CD14. In the monocytic cell line THP-1, PMA results in a more differentiated phenotype than VD3, according to adherence, loss of proliferation, phagocytosis of latex beads, and expression of CD11b and CD14.

体内研究

PMA is a PKC agonist, which reverses the damage induced by 5-hydroxydecanoic acid (5-HD). Thus, activation of the mitoKATP protected mitochondrial function in SOD and MDA via the PKC pathway.

类别

有毒物品

毒性分级

剧毒

急性毒性

静脉- 小鼠 LD50: 0.309 毫克/公斤

可燃性危险特性

可燃, 火场排出辛辣刺激烟雾

储运特性

库房通风低温干燥; 与食品分开储运

灭火剂

水, 砂土, 泡沫

危险品标志 

Xi

危险类别码 

38-36/37/38

安全说明 

36/37-26

危险品运输编号 

2928

WGK Germany 

3

RTECS号

QH4377000

F 

8-10

HazardClass 

6.1(a)

PackingGroup 

II

海关编码 

29153900