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Anisomycin (Synonyms: Flagecidin, NSC 76712, Wuningmeisu C)

Catalog No.GC11559

Anisomycin, un antibiótico aislado de Streptomyces griseus, también es un activador de JNK.

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Anisomycin Chemical Structure

Cas No.: 22862-76-6

Tamaño Precio Disponibilidad Cantidad
10mM (in 1mL DMSO)
36,00 $
Disponible
10mg
37,00 $
Disponible
50mg
74,00 $
Disponible

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Sample solution is provided at 25 µL, 10mM.

Product has been cited by 6 publications

Description of Anisomycin

Anisomycin, un antibiótico aislado de Streptomyces griseus, también es un activador de JNK. La anisomicina inhibe la síntesis de proteínas principalmente al bloquear la actividad de la peptidil transferasa de la subunidad ribosomal en 80S. Además, la anisomicina induce apoptosis en varios tipos celulares a través de la activación de las vías P38, JNK y ERK1/2, lo que la convierte en un fármaco quimioterapéutico prometedor para el cáncer[1-4].

La anisomicina (10-100nM; 24h) reduce la viabilidad celular de manera dependiente de la concentración en células de melanoma B16[5]. La anisomicina (1-80 ng/ml; 24h) puede activar la vía de señalización P53/P21/P27 para reducir la expresión de ICBP90, inhibir la expresión de P-CDK2 para bloquear las células en las fases S y G2/M, y, finalmente, inhibir la proliferación de las células T Jurkat[6]. La anisomicina (31.8 μM) inhibe la proliferación, migración y angiogénesis de las CTEOs al alterar la expresión del ARN antisentido NCBP2-AS2[7].

La anisomicina (5 mg/kg; i.p; 3 semanas) interfiere eficazmente en la angiogénesis del cáncer de mama al afectar la formación de la red capilar, inhibir la migración, proliferación y supervivencia celular en modelos de cáncer de mama basados en células MD-MBA-231[8]. La anisomicina (2-200 μg/kg; i.p; 30 días) aumenta los niveles de la proteína utrofina en el diafragma del ratón mdx[9].

References:
[1]. Grollman AP. Inhibitors of protein biosynthesis. II. Mode of action of anisomycin. J Biol Chem. 1967 Jul 10;242(13):3226-33. PMID: 6027796.
[2]. Hall SS, Loebenberg D, et,al. Structure-activity relationships of synthetic antibiotic analogues of anisomycin. J Med Chem. 1983 Apr;26(4):469-75. doi: 10.1021/jm00358a003. PMID: 6834379.
[3]. Schmeits PC, Katika MR, et,al. DON shares a similar mode of action as the ribotoxic stress inducer anisomycin while TBTO shares ER stress patterns with the ER stress inducer thapsigargin based on comparative gene expression profiling in Jurkat T cells. Toxicol Lett. 2014 Jan 30;224(3):395-406. doi: 10.1016/j.toxlet.2013.11.005. Epub 2013 Nov 15. PMID: 24247028.
[4]. Slipicevic A, Øy GF, et,al. Low-dose anisomycin sensitizes melanoma cells to TRAIL induced apoptosis. Cancer Biol Ther. 2013 Feb;14(2):146-54. doi: 10.4161/cbt.22953. Epub 2012 Nov 28. PMID: 23192275; PMCID: PMC3571996.
[5]. Ushijima H, Monzaki R, et,al. Suppressive Effects of Anisomycin on the Proliferation of B16 Mouse Melanoma Cells In Vitro. Anticancer Res. 2021 Dec;41(12):6113-6121. doi: 10.21873/anticanres.15431. PMID: 34848466.
[6]. Yu C, Xing F, et,al. Anisomycin suppresses Jurkat T cell growth by the cell cycle-regulating proteins. Pharmacol Rep. 2013;65(2):435-44. doi: 10.1016/s1734-1140(13)71019-3. PMID: 23744428.
[7]. Ling L, Wen Y, et,al. Anisomycin inhibits the activity of human ovarian cancer stem cells via regulating antisense RNA NCBP2-AS2/MEK/ERK/STAT3 signaling. J Gene Med. 2024 Jan;26(1):e3571. doi: 10.1002/jgm.3571. Epub 2023 Jul 22. PMID: 37483091.
[8]. Yang W, Zhou C, et,al. Anisomycin inhibits angiogenesis, growth, and survival of triple-negative breast cancer through mitochondrial dysfunction, AMPK activation, and mTOR inhibition. Can J Physiol Pharmacol. 2022 Jul 1;100(7):612-620. doi: 10.1139/cjpp-2021-0577. Epub 2022 Jul 19. PMID: 35852219.
[9]. Hadwen J, Farooq F, et,al. Anisomycin Activates Utrophin Upregulation Through a p38 Signaling Pathway. Clin Transl Sci. 2018 Sep;11(5):506-512. doi: 10.1111/cts.12562. Epub 2018 Jun 7. PMID: 29877606; PMCID: PMC6132359.

Protocol of Anisomycin

Experimentos celulares [1]:

Líneas celulares

Células B16

Método de preparación

Las células fueron sembradas en una microplaca de 96 pozos (6×10³ células/pozo). Después de 24 h, el medio fue cambiado por un medio fresco que contenía diferentes concentraciones de anisomicina, seguido de una incubación adicional durante 24 h.

Condiciones de reacción

0-100nM; 24h

Áreas de aplicación

Una concentración de anisomicina superior a 10 nM provocó una disminución en la viabilidad celular de manera dependiente de la concentración.
Experimentos con animales [2]:

Modelos animales

Ratones SCID de seis semanas de edad (modelo de cáncer de mama con células MD-MBA-231)

Método de preparación

Los tratamientos se iniciaron una semana después de la inoculación del tumor. Se administró anisomicina a 5 mg/kg o 100 µL de PBS vía inyección intraperitoneal.

Forma de dosificación

5 mg/kg; i.p; 3 semanas

Áreas de aplicación

La anisomicina suprime significativamente el crecimiento del tumor MD-MBA-231 in vivo.

Referencias:

[1]. Ushijima H, Monzaki R,et,al. Suppressive Effects of Anisomycin on the Proliferation of B16 Mouse Melanoma Cells In Vitro. Anticancer Res. 2021 Dec;41(12):6113-6121. doi: 10.21873/anticanres.15431. PMID: 34848466.

[2]. Yang W, Zhou C, et,al. Anisomycin inhibits angiogenesis, growth, and survival of triple-negative breast cancer through mitochondrial dysfunction, AMPK activation, and mTOR inhibition. Can J Physiol Pharmacol. 2022 Jul 1;100(7):612-620. doi: 10.1139/cjpp-2021-0577. Epub 2022 Jul 19. PMID: 35852219.

Chemical Properties of Anisomycin

Cas No. 22862-76-6 SDF
Sinónimos Flagecidin, NSC 76712, Wuningmeisu C
Chemical Name (2R,3S,4S)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidin-3-yl acetate
Canonical SMILES O[C@@H]1[C@H]([C@@H](CC(C=C2)=CC=C2OC)NC1)OC(C)=O
Formula C14H19NO4 M.Wt 265.31
Solubility ≥ 26.5mg/mL in DMSO Storage Store at -20°C,protect from light
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Anisomycin

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1 mg 5 mg 10 mg
1 mM 3.7692 mL 18.8459 mL 37.6918 mL
5 mM 0.7538 mL 3.7692 mL 7.5384 mL
10 mM 0.3769 mL 1.8846 mL 3.7692 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 36 reference(s) in Google Scholar.)

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