Wortmannin

目录号: GC12338纯度: >98.00%同义词: 渥曼青霉素; SL-2052; KY-12420

渥曼青霉素是一种高效的 PI3 激酶特异性直接抑制剂，最初源自真菌 (1,2)。

Cas No.: 19545-26-7

规格	价格	库存	数量
5mg	¥620.00	现货	1
10mg	¥893.00	现货	1
20mg	¥1,449.00	现货	1
10mM (in 1mL DMSO)	¥819.00	现货	1

电话: 400-920-5774Email: sales@glpbio.cn

文献被引

本产品暂无引用记录;以下为 GlpBio 产品在 Nature / Cell / Science 等顶刊的客户引用样例

Nature
641, 529–536 (2025)
Nature
628, 630–638 (2024)
Nature
632, 686–694 (2024)
Nature
618, 1017–1023 (2023)
Nature
610, 366–372 (2022)
Cell
187(9):2288-2304 (2024)
Cell
183(7):1867-1883 (2020)
Science
388(6745) (2025)
Science
387(6739) (2025)
Science
387(6734) (2025)
Cell Research
35, 97–116 (2025)
Cell Research
34, 683–706 (2024)
Cell Research
33, 273–287 (2023)
Cell Research
33, 546–561 (2023)
Cell Research
33, 904–922 (2023)
Cell Research
31, 1291–1307 (2021)

产品描述 Description

Wortmannin is a highly potent direct inhibitor of PI3-kinase specificity originally derived from fungi (1,2). This inhibition is irreversible and non-competitive with an IC50 of 3 nM^[2]^[3]. Wortmannin does not inhibit PI4 kinase, protein kinase C, or protein tyrosine kinases^[4].

In Jurkat cell, at the concentrations of wortmannin commonly used to inhibit PI 3-kinases, PLK1 is also significantly inhibited^[5]. In Swiss 3T3 cells, Wortmannin is a selective and reversible phosphatidylinositol 3-kinase inhibitor with an IC50 value of 1.9 nM^[4].PI3-kinase is involved in the signal transduction pathway responsible for histamine secretion following stimulation of Fc epsilon RI and that wortmannin blocks these responses through direct interaction with the catalytic subunit of this enzyme^[1].

Wortmannin treatment significantly slower the growth rate of murine C3H mammary tumor and human MCF-7 breast cancer xenograft. A dose of 1 mg/kg Wortmannin for 7 days decrease the tumor burdens in mice with established murine C3H mammary tumors by 54% relative to controls. Human MCF-7 breast cancer xenograft burdens are decreased by 97% relative to controls after 14 days of 1 mg/kg Wortmannin beginning 1 day after tumor implantation^[6]. Wortmannin inhibits myosin light chain phosphorylation and contraction in rat aorta. As an inhibitor of MLCK, wortmannin can be used as a vasodilator and anti-inflammatory agent^[7].

References:
[1]: Yano H, Nakanishi S, et,al. Inhibition of histamine secretion by wortmannin through the blockade of phosphatidylinositol 3-kinase in RBL-2H3 cells. J Biol Chem. 1993 Dec 5;268(34):25846-56. PMID: 7503989.
[2]: Moon EK, Kim SH, et,al. Autophagy inhibitors as a potential antiamoebic treatment for Acanthamoeba keratitis. Antimicrob Agents Chemother. 2015 Jul;59(7):4020-5. doi: 10.1128/AAC.05165-14. Epub 2015 Apr 20. PMID: 25896709; PMCID: PMC4468686.
[3]: Liu Y, Jiang N, et,al. Polo-like kinases inhibited by wortmannin. Labeling site and downstream effects. J Biol Chem. 2007 Jan 26;282(4):2505-11. doi: 10.1074/jbc.M609603200. Epub 2006 Nov 29. PMID: 17135248.
[4]: Powis G, Bonjouklian R, et,al. Wortmannin, a potent and selective inhibitor of phosphatidylinositol-3-kinase. Cancer Res. 1994 May 1;54(9):2419-23. PMID: 8162590.
[5]: Liu Y, Shreder KR, et,al. Wortmannin, a widely used phosphoinositide 3-kinase inhibitor, also potently inhibits mammalian polo-like kinase. Chem Biol. 2005 Jan;12(1):99-107. doi: 10.1016/j.chembiol.2004.11.009. PMID: 15664519.
[6]: Lemke LE, Paine-Murrieta GD, et,al. Wortmannin inhibits the growth of mammary tumors despite the existence of a novel wortmannin-insensitive phosphatidylinositol-3-kinase. Cancer Chemother Pharmacol. 1999;44(6):491-7. doi: 10.1007/s002800051123. PMID: 10550570.
[7]: Nakanishi S, Kakita S, et,al.Wortmannin, a microbial product inhibitor of myosin light chain kinase. J Biol Chem. 1992 Feb 5;267(4):2157-63. PMID: 1733924.

渥曼青霉素是一种高效的 PI3 激酶特异性直接抑制剂,最初源自真菌 (1,2)。这种抑制是不可逆的和非竞争性的,IC50 为 3 nM^[2]^[3]。渥曼青霉素不抑制 PI4 激酶、蛋白激酶 C 或蛋白酪氨酸激酶^[4]。

在 Jurkat 细胞中,在通常用于抑制 PI 3-激酶的渥曼青霉素浓度下, PLK1 也被显着抑制^[5]。在 Swiss 3T3 细胞中,Wortmannin 是一种选择性和可逆的磷脂酰肌醇 3-激酶抑制剂,IC50 值为 1.9 nM^[4]。PI3-激酶参与刺激后组胺分泌的信号转导通路Fc epsilon RI 和渥曼青霉素通过与该酶的催化亚基直接相互作用来阻断这些反应^[1]。

渥曼青霉素治疗显着减缓了小鼠 C3H 乳腺肿瘤的生长速度和人类 MCF-7 乳腺癌异种移植物。相对于对照组,以 1 mg/kg 的剂量服用 Wortmannin 7 天可使患有小鼠 C3H 乳腺肿瘤的小鼠的肿瘤负荷降低 54%。在肿瘤植入后 1 天开始使用 1 mg/kg 渥曼青霉素 14 天后,人类 MCF-7 乳腺癌异种移植物负荷相对于对照组降低了 97%^[6]。 Wortmannin 抑制大鼠主动脉肌球蛋白轻链磷酸化和收缩。作为MLCK抑制剂,渥曼青霉素可作为血管扩张剂和抗炎剂使用^[7]。

实验参考方法 Experimental Reference Method

Kinase experiment [1]:
Preparation Method	For studies of the kinetics of inhibition of PtdIns-3-kinase by wortmannin, bovine brain enzyme was incubated with 0 to 14 nM wortmannin with varying ATP concentrations from 2.5 to 20 μM. For studies of the time course of PtdIns-3-kinase inhibition, wortmannin 0 to 14 nM, enzyme, and PtdIns were incubated for various times at room temperature before adding [γ-32P]ATP to start the reaction.
Reaction Conditions	0-14 nM wortmannin
Applications	Kinetic analysis demonstrates that wortmannin is a noncompetitive, irreversible inhibitor of phosphatidylinositol-3-kinase, with inactivation being both time- and concentration-dependent.
Cell experiment [2]:
Cell lines	Jurkat cells
Preparation Method	Jurkat-soluble fractions were treated with AX7503 (50 nM) for 60 min with or without preincubation with various concentrations of wortmannin (0.25‿0 nM) or LY294002 (10‿0,000 nM) for 10 min.
Reaction Conditions	Wortmannin (0.25‿0 nM) for 10 min
Applications	PLK1 activity was inhibited by wortmannin with an IC 50 value of 24 nM.
Animal experiment [3]:
Animal models	Scid mice
Preparation Method	Oral gavage; daily; in Scid mice; one group of eight mice is dosed with Wortmannin 1 mg/kg for all 14 days. The second group of eight mice is dosed with Wortmannin 1.5 mg/kg for the first 5 days and the dose is decreased to 1 mg/kg for the remaining treatment period.
Dosage form	1 mg/kg for 14 days; 1.5 mg/kg for 5 days + 1.0 mg/kg for 9 days.
Applications	Wortmannin treatment significantly slower the growth rate of murine C3H mammary tumor and human MCF-7 breast cancer xenograft. A dose of 1 mg/kg Wortmannin for 7 days decrease the tumor burdens in mice with established murine C3H mammary tumors by 54% relative to controls. Human MCF-7 breast cancer xenograft burdens are decreased by 97% relative to controls after 14 days of 1 mg/kg Wortmannin beginning 1 day after tumor implantation.
References: [1]. Powis G, Bonjouklian R, et al. Wortmannin, a potent and selective inhibitor of phosphatidylinositol-3-kinase. Cancer Res. 1994 May 1;54(9):2419-23. PMID: 8162590. [2]. Liu Y, Shreder KR, et al. Wortmannin, a widely used phosphoinositide 3-kinase inhibitor, also potently inhibits mammalian polo-like kinase. Chem Biol. 2005 Jan;12(1):99-107. doi: 10.1016/j.chembiol.2004.11.009. PMID: 15664519. [3]. Lemke LE, Paine-Murrieta GD, et al. Wortmannin inhibits the growth of mammary tumors despite the existence of a novel wortmannin-insensitive phosphatidylinositol-3-kinase. Cancer Chemother Pharmacol. 1999;44(6):491-7. doi: 10.1007/s002800051123. PMID: 10550570.

产品文档 Product Documents

批次：Purity:>98.00%

化学性质Chemical Properties

CAS 号

19545-26-7

同义词

渥曼青霉素; SL-2052; KY-12420

化学名

(1S,6bR,9aS,11R,11bR)-1-(methoxymethyl)-9a,11b-dimethyl-3,6,9-trioxo-3,6,6b,7,8,9,9a,10,11,11b-decahydro-1H-furo[4,3,2-de]indeno[4,5-h]isochromen-11-yl acetate

SMILES

O=C1[C@](C([H])([H])[C@@]2([H])OC(C([H])([H])[H])=O)(C([H])([H])[H])[C@](C([H])([H])C1([H])[H])([H])C(C3=O)=C2[C@]4(C([H])([H])[H])C5=C3OC([H])=C5C(O[C@]4([H])C([H])([H])OC([H])([H])[H])=O

分子式

C₂₃H₂₄O₈

分子量

428.43 g/mol

溶解性

≥ 21.42mg/mL in DMSO

保存条件

Store at -20°C

General tips

请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。
储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。
为了提高溶解度，请将管子加热至 37°C，然后在超声波浴中震荡一段时间。

Shipping Condition

评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备 RT，或根据请求配备蓝冰。

计算工具摩尔浓度 / 稀释 / 分子量 / 单位换算 / 体内配方 / 溶解度

质量 (Mass)

体积 (Volume)

浓度 (Concentration)

分子量 (MW)

g/mol