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Actinonin (CAS 13434-13-4)

Actinonin | CAS 13434-13-4 is rated 5.0 out of 5 by 1.

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Synonym: 3-[[1-[(2-(Hydroxymethyl)-1-pyrrolidinyl)carbonyl]-2-methylpropyl]carbamoyl]octanohydroxamic acid

Application: An antibiotic shown to inhibit CD13, MMP-1,2,3,7,8,9,10,12, and MMP-13

CAS Number: 13434-13-4

Purity: ≥98%

Molecular Weight: 385.50

Molecular Formula: C₁₉H₃₅N₃O₅

* Refer to Certificate of Analysis for lot specific data (including water content).

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Actinonin is a bioactive peptide and antibiotic that is a potent inhibitor of CD13 and Aminopeptidase (leucine aminopeptidase). Actinonin has been observed to inhibit PDF (peptide deformylase), meprin A, and thermolysin. This compound inhibits matrix metalloproteinases (MMP) such as MMP-1, MMP-2, MMP-3, MMP-7, MMP-8, MMP-9, MMP-10, MMP-12, and MMP-13, but not MMP-14. Actinonin also inhibits tumor cell invasion and matrix degradation along with antitumor and apoptosis inducing activity in vitro.

References

1. Umezawa, H., et al. 1985. J. Antibiot. 38: 1629-1630. PMID: 2867082
2. Brownell, J., et al. 1994. Arch. Biochem. Biophys. 314: 120-125. PMID: 7944383
3. Ho, T.F., et al. 1994. Gene. 146: 297-301. PMID: 8076835
4. Fujii, J., et al. 1996. Biol. Pharm. Bull. 19: 1614-1617. PMID: 8996650
5. Huang, K., et al. 1997. J. Biochem. 122: 779-787. PMID: 9399582
6. Lendeckel, U., et al. 1998. Biochem. Biophys. Res. Commun. 252: 5-9. PMID: 9813136
7. Xu, Y., et al. 1998. Clin. Cancer Res. 4: 171-176. PMID: 9516967
8. Chen, D.Z., et al. 2000. Biochemistry. 39: 1256-1262. PMID: 10684604
9. Bylander, J.E., et al. 2007. Biol. Chem. 388: 1163-1172. PMID: 17976009
10. Mitchell, J.K., et al. 2007. Bioorg. Med. Chem. Lett. 17: 6521-6524. PMID: 17933532

Appearance :

Powder

Physical State :

Solid

Derived From :

Synthetic

Solubility :

Soluble in 100% ethanol (20 mg/ml), and DMSO (>20 mg/ml).

Storage :

Store at -20° C

Melting Point :

281.97° C (Predicted)

Boiling Point :

648.51° C (Predicted)

Density :

1.1 g/cm³ (Predicted)

Refractive Index :

n²⁰_D 1.51

IC50 :

MMP-2: IC₅₀ = ~90 nM; MMP-7: IC₅₀ = ~3500 nM; MMP-10: IC₅₀ = ~500 nM; MMP-12: IC₅₀ = ~350 nM; MMP-13: IC₅₀ = ~100 nM; MMP-14: IC₅₀ = >1 mM; Exodeoxyribonuclease V beta chain: IC₅₀ = >39493 nM (Escherichia coli (strain K12)); : IC₅₀ = 15450 nM; : IC₅₀ = 13671 nM; : IC₅₀ = 77581 nM; : IC₅₀ = 33340 nM; Exodeoxyribonuclease V gamma chain: IC₅₀ = >39493 nM (Escherichia coli (strain K12)); Exodeoxyribonuclease V alpha chain: IC₅₀ = >39493 nM (Escherichia coli (strain K12)); : IC₅₀ = 20280 nM; : IC₅₀ = 12670 nM; : IC₅₀ = 77789 nM; : IC₅₀ = 143500 nM

Ki Data :

MMP-1: K_i= 300 nM; MMP-3: K_i= 1700 nM; MMP-8: K_i= 160 nM; MMP-9: K_i= 330 nM; mammalian collagenase: K_i= 14 mM

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

WGK Germany :

RTECS :

RG9900700

PubChem CID :

2020

MDL Number :

MFCD00080257

Beilstein Registry :

1555250

SMILES :

CCCCCC(CC(=O)NO)C(=O)NC(C(C)C)C(=O)N1CCCC1CO

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Actinonin Product Citations

See how others have used Actinonin. Click on the entry to view the PubMed entry .

Citations 1 to 1 of 1 total

PMID: # 23407310 Frank, JA. et al. 2013. ISME J. 7: 1150-60.

Citations 1 to 1 of 1 total

Rated 5 out of 5 by KG from Mitchell et al Mitchell et al. (PubMed ID 17933532) found that Actinonin, an inhibitor of astacin and stronmelysin, also inhibited thermolysin. -SCBT Publication Review

Date published: 2015-01-17

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Actinonin (CAS 13434-13-4)

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References

Download SDS (MSDS)

Certificate of Analysis

Actinonin Product Citations

Actinonin (CAS 13434-13-4)

QUICK LINKS

References

Download SDS (MSDS)

Certificate of Analysis

Actinonin Product Citations

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