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Actinonin

Catalog No.
C3331
peptidomimetic antibiotic that inhibits aminopeptidases
Grouped product items
SizePriceStock Qty
5mg
$121.00
Ship with 5-10 days
25mg
$516.00
Ship with 5-10 days

Tel: +1-832-696-8203

Email: [email protected]

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Background

Actinonin is an antibiotic and CD13/aminopeptidase N (APN) inhibitor. Actinonin is a naturally occuring antibacterial agent produced by antinomycete with potent deformylase inhibitory effect [1].

In vitro: Actinonin showed an inhibitory effect in cell growth. The in vitro IC50 values of actinonin against NB4, HL6O human cell lines, AKR mouse leukemia cells CD13-negative cell lines RA.JI and DAUDI human lymphoma were about 2-5 μg/ml. Cell cycle analysis indicated that actinonin induced a G1 arrest in NB4 and HL6O cells. Intracellular flow cytometry showed that actinonin could induce cell apoptosis in 20-35% of the cells [2]. Actinonin dose-dependently inhibited the three forms (Zn-, Ni-, and Fe-) of peptide deformylases from both S. aureus and E. coli bacteria. The IC50 values of actinonin were 90, 3, 0.8, and 11 nM for Zn-PDF (E. coli), Ni-PDF (E. coli), Fe-PDF (E. coli), and Ni-PDF (S. aureus), respectively [2]. Actinonin is a tight binding inhibitor of E. coli Ni-PDF with a Ki of 0.3 nM [3].

In vivo: Actinonin showed dose-dependent antitumor effects on AKR leukemia, resulting in a survival advantage. In the syngeneic AKR mouse leukemia model, treatment with 100 p.g actinonin daily for 3 days beginning at day 3 after transplantation showed significant antitumor effects [2].

References:
[1].  Gordon J J, Kelly B K, Miller G A. Actinonin: an antibiotic substance produced by an actinomycete[J]. Nature, 1962, 195: 701-702.
[2].  Xu Y, Lai L T, Gabrilove J L, et al. Antitumor activity of actinonin in vitro and in vivo[J]. Clinical cancer research, 1998, 4(1): 171-176.
[3].  Chen D Z, Patel D V, Hackbarth C J, et al. Actinonin, a naturally occurring antibacterial agent, is a potent deformylase inhibitor[J]. Biochemistry, 2000, 39(6): 1256-1262.

Chemical Properties

Physical AppearanceA solid
StorageStore at -20°C
M.Wt385.5
Cas No.13434-13-4
FormulaC19H35N3O5
Synonyms(-)-Actinonin,Ro 06-1467
Solubility≤30mg/ml in ethanol;30mg/ml in DMSO;30mg/ml in dimethyl formamide
Chemical Name(2R)-N4-hydroxy-N1-[(1S)-1-[[(2S)-2-(hydroxymethyl)-1-pyrrolidinyl]carbonyl]-2-methylpropyl]-2-pentyl-butanediamide
SDFDownload SDF
Canonical SMILESO=C([[email protected]](C(C)C)NC([[email protected]](CCCCC)CC(NO)=O)=O)N1CCC[[email protected]]1CO
Shipping ConditionEvaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tipsFor obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.

Protocol

Cell experiment [1]:

Cell lines

MDA-MB-468 cell

Preparation method

The solubility of this compound in DMSO is ≤30mg/ml. General tips for obtaining a higher concentration: Please warm the tube at 37 ℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months.

Reacting condition

6.9 μM

Applications

Actinonin inhibits the growth of MDA-MB-468 cells.

Animal experiment [1]:

Animal models

Human tumor growth in xenograft mouse models

Dosage form

200 mg/kg (i.p.), 500 mg/kg (p.o.), twice a day for two weeks

Application

Actinonin has antitumor activity in vitro, but it does not appear to be significantly toxic to normal tissues, and there is no evidence of poisoning in animal treatment. In a CWR22 human prostate tumor xenograft model in nude mice, Actinonin administered intraperitoneally or orally has significant antitumor activity.

Other notes

Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal.

References:

[1]. Lee MD, She Y, Soskis MJ, Borella CP, Gardner JR, Hayes PA, Dy BM, Heaney ML, Philips MR, Bornmann WG, Sirotnak FM, Scheinberg DA. Human mitochondrial peptide deformylase, a new anticancer target of actinonin-based antibiotics. J Clin Invest. 2004 Oct;114(8):1107-16. PubMed PMID: 15489958; PubMed Central PMCID:PMC522256.

Quality Control

Quality Control & MSDS

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Chemical structure

Actinonin