佛波醇12-十四酸酯13-乙酸酯

英文名称:Phorbol 12-myristate 13-acetate
CAS号:16561-29-8
分子式:C36H56O8
分子量:616.83
EINECS号:605-413-5
Mol文件:16561-29-8.mol
佛波醇12-十四酸酯13-乙酸酯 结构式

佛波醇12-十四酸酯13-乙酸酯 性质

熔点 65-79oC
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 可溶于DMSO,DMSO 溶液可以在20℃下避光保存至少六个月。
酸度系数(pKa) 11.19±0.70(Predicted)
形态 精细结晶粉末
颜色 灰白色至浅黄色
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
稳定性 可在-20°下的DMSO或乙醇溶液保存长达2个月。
InChIKey PHEDXBVPIONUQT-RGYGYFBISA-N
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
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)

佛波醇12-十四酸酯13-乙酸酯 用途与合成方法

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。 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)。

PKC

11.7 nM (EC 50 )

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.

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

安全信息

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 Germany3
RTECS号QH4377000
F8-10
危险等级6.1(a)
包装类别II
海关编码29153900
存储类别6.1A - 可燃,急性毒性物质(类别1和类别2)
剧毒的危险物质
危险性类别急性毒性 类别1 经皮
急性毒性 类别1 吸入
急性毒性 类别2 经口
致癌性 类别2
严重眼损伤 类别1
呼吸道致敏物 类别1
皮肤腐蚀 类别1B
皮肤致敏物 类别1
毒害物质数据16561-29-8(Hazardous Substances Data)
毒性Diesters of phorbol, particularly 12-O-tetradecanoylphorbol 13-acetate, also known as phorbol myristate acetate, have been identified as the potent, highly lipophilic tumor-promoting components in croton oil. They are potent promoters of skin tumors in vivo and have been shown to transform cultured fibroblasts and embryonic cells previously exposed to polycyclic aromatic hydrocarbon carcinogens in vitro. The structure of phorbol, the parent alcohol is shown below. Phorbol esters also have important effects on leukocytes and on the immune system of the intact animal. There appears to be a specific receptor for phorbol esters on T cells, a finding that may account for the selective toxicity of phorbol esters for T cells. The mechanism of tumor promotion by phorbol esters is still largely unknown, but findings suggest an initial cell membrane interaction (often with stimulation of second messenger synthesis and increased protein kinase activity), with subsequent effects on nuclear regulatory events.

MSDS信息

语言:English
提供商:ACROS
语言:English
提供商:SigmaAldrich

佛波醇12-十四酸酯13-乙酸酯 价格(试剂级)

更新日期 产品编号 产品名称 CAS号 包装 价格
2026-09-15 HY-18739R 佛波醇12-十四酸酯13-乙酸酯 16561-29-8 1 mg 1650
2026-09-15 HY-18739R 佛波醇12-十四酸酯13-乙酸酯 16561-29-8 5 mg 3300

佛波醇12-十四酸酯13-乙酸酯供应商 更多

上海晗光生物科技有限公司
黄金产品
联系电话:13302171746 13302171746
产品介绍:
中文名称:佛波酯 PMA
CAS:16561-29-8
纯度:>=98%
包装信息:50mg
成都普睿法药物研发有限公司
黄金产品
联系电话:82633860 18982077548
产品介绍:
中文名称:伏波酯
英文名称:Phorbol-12-Myristate-13-Acetate
CAS:16561-29-8
纯度:>95%,98%,99% by HPLC-UV or HPLC-ELSD
包装信息:From mgs to grams,According to customer request. Inquire for Bulk scale.
备注:可以大量定制
武汉艾美捷科技有限公司
黄金产品
联系电话:4006800868;027-59626688 18771149750
产品介绍:
中文名称:重组人组织纤溶酶原激活蛋白
英文名称:Recombinant Human Tissue Plasminogen Activator
纯度:1g
包装信息:20ug/
备注:LC Laboratories(LC Labs)公司成立于1980年,经营41年以来,一直专注于信号转导,肿瘤以及其他临床前试剂的研究和生产,主要提供抗癌物质、酶抑制剂、激活剂和离子通道试剂。LC L
上海阿摩尔生物科技有限公司
黄金产品
联系电话:13370042665 18916960931
产品介绍:
中文名称:佛波醇12-十四酸酯13-乙酸酯
英文名称:Phorbol 12-myristate 13-acetate (PMA)
CAS:16561-29-8
纯度:10mM in DMSO
包装信息:1ml
爱必信(上海)生物科技有限公司
黄金产品 大货
联系电话: 13761418683
产品介绍:
中文名称:佛波酯
英文名称:PMA
CAS:16561-29-8
纯度:≥98%
包装信息:1mg/RMB 525;5mg

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