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

Catalog No.GC11559

Anisomycin, un antibiotique isolé de Streptomyces griseus, est également un activateur de JNK.

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Anisomycin Chemical Structure

Cas No.: 22862-76-6

Taille Prix Stock Qté
10mM (in 1mL DMSO)
36,00 $US
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10mg
37,00 $US
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50mg
74,00 $US
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Sample solution is provided at 25 µL, 10mM.

Product has been cited by 6 publications

Description of Anisomycin

Anisomycin, un antibiotique isolé de Streptomyces griseus, est également un activateur de JNK. Anisomycin inhibe la synthèse des protéines principalement en inhibant l'activité peptidyl transférase de la sous-unité ribosomique à 80S. En outre, Anisomycin induit l'apoptose dans divers types de cellules par l'activation des voies P38, JNK et ERK1/2, ce qui en fait un médicament chimiothérapeutique prometteur contre le cancer[1-4].

Anisomycin (10-100nM ; 24h) réduit la viabilité cellulaire de manière dépendante de la concentration dans les cellules de mélanome B16[5]. Anisomycin (1-80 ng/ml ; 24h) peut activer la voie de signalisation P53/P21/P27 pour réduire l'expression de ICBP90, inhiber l'expression de P-CDK2 pour bloquer les cellules dans les phases S et G2/M, et finalement conduire à l'inhibition de la prolifération des cellules T Jurkat[6]. Anisomycin (31,8 μM) inhibe la prolifération, la migration et l'angiogenèse des OCSC en modifiant l'expression de l'ARN antisens NCBP2-AS2[7].

Anisomycin (5 mg/kg ; i.p. ; 3 semaines) perturbe efficacement l'angiogenèse du cancer du sein en altérant la formation du réseau capillaire, en inhibant la migration cellulaire, la prolifération et la survie dans les modèles de cancer du sein à base de cellules MD-MBA-231[8]. Anisomycin (2-200μg/kg ; i.p ; 30 jours) régule à la hausse les niveaux de protéine utrophine dans le diaphragme de la souris 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

Expériences cellulaires [1]:

Lignées cellulaires

Cellules B16

Méthode de préparation

Les cellules ont été ensemencées dans une microplaque à 96 puits (6×103 cellules/puits). Après 24 heures, le milieu a été remplacé par un milieu frais contenant différentes concentrations d'anisomycine, suivi d'une nouvelle incubation de 24 heures.

Conditions de réaction

0-100nM; 24h

Domaines d'application

Une concentration d'Anisomycin supérieure à 10 nM a entraîné une diminution de la viabilité cellulaire en fonction de la concentration.
Expériences animales [2]:

Modèles animaux

ouris SCID âgées de six semaines (modèle de cancer du sein avec cellules MD-MBA-231)

Méthode de préparation

Les traitements ont été initialisés après une semaine d'inoculation des tumeurs. Anisomycin à 5 mg/kg ou 100 µL de PBS a été administrée par injection intrapéritonéale.

Forme de dosage

5 mg/kg ; i.p. ; 3 semaines

Domaines d'application

Anisomycin supprime de manière significative la croissance de la tumeur MDA-MB-231 in vivo.

Références :

Chemical Properties of Anisomycin

Cas No. 22862-76-6 SDF
Synonymes 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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