| Identification | More | [Name]
ACTINONIN | [CAS]
13434-13-4 | [Synonyms]
ACTINONIN
Actininin
Actinonine
(-)-ACTINONIN
hylpropyl)carbamoyl)-
octanohydroxamicacid,3-((1-((2-(hydroxymethyl)-1-pyrrolidinyl)carbonyl)-2-met
N'-Hydroxy-N-[1-[[2-(hydroxymethyl)-1-pyrrolidinyl]carbonyl]-2-methylpropyl]-2-pentylbutanediamide
3-[[1-[[2-(HYDROXYMETHYL)-1-PYRROLIDINYL]CARBONYL]-2-METHYL-PROPYL]CARBAMOYL]OCTANOHYDROXAMIC ACID
3-[[1-[[2-(HYDROXYMETHYL)-1-PYRROLIDINYL]-CARBONYL]-2-METHYLPROPYL]-CARBAMOYL]-OCTONOHYDROXAMIC ACID
N4-HYDROXY-N1-[(1S)-1[[(2S)-2-(HYDROXYMETHYL)-1-PYRROLDINYL]CARBONYL]-2-METHYLPROPYL]-2-PENTYL-,(2R)-(9CI)
(R)-N4-Hydroxy-N1-((S)-1-((S)-2-(hydroxymethyl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-yl)-2-pentylsuccinamide
Butanediamide, N4-hydroxy-N1-(1S)-1-(2S)-2-(hydroxymethyl)-1-pyrrolidinylcarbonyl-2-methylpropyl-2-pentyl-, (2R)-
(2R)-N'-hydroxy-N-[(2S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]-2-pentylbutanediamide
(2R)-N4-Hydroxy-N1-[(1S)-1-[[(2S)-2-(hydroxyMethyl)-1-pyrrolidinyl]carbonyl]-2-Methylpropyl]-2-pentyl-butanediaMide
(2R)-2-[2-(hydroxyamino)-2-keto-ethyl]-N-[(1S)-2-methyl-1-[(2S)-2-methylolpyrrolidine-1-carbonyl]propyl]enanthamide
(2R)-N'-hydroxy-N-[(2S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-3-methyl-1-oxo-butan-2-yl]-2-pentyl-butanediamide | [Molecular Formula]
C19H35N3O5 | [MDL Number]
MFCD00080257 | [Molecular Weight]
385.5 | [MOL File]
13434-13-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
137-139°C | [density ]
1.139±0.06 g/cm3(Predicted) | [storage temp. ]
−20°C
| [solubility ]
Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 20 mg/ml). | [form ]
White to off-white powder. | [pka]
9.19±0.20(Predicted) | [color ]
White | [Usage]
A potent in vivo inhibitor of collagenase | [BRN ]
1555250 | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months. | [CAS DataBase Reference]
13434-13-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
RG9900700
|
| Hazard Information | Back Directory | [Description]
Actinonin (13434-13-4) is a potent hydroxamic acid inhibitor of aminopeptidases which displays analgesic effects by inhibiting enkephalin-degrading enzymes.1?Actinonin also inhibits peptide deformylase.2?Induces apoptosis and displays antitumor activity in vivo.3?Inhibits neutrophil collagenase and other MMPs.4 Induces mitochondrial proteotoxicity.5 | [Chemical Properties]
Off-White Solid | [Uses]
(-)-Actinonin is a bioactive peptide and antibiotic that is a potent inhibitor of aminopeptidase M and leucine aminopeptidase. Actinonin has observed to be an inhibitor of peptide deformylase, meprin A, and thermolysin. Actinonin also inhibits tumor cell invasion and matrix degradation along with displayed antitumor activity in vitro and in vivo as well as acting as an apoptotic inducer. | [Uses]
Actinonin has been used as a control to inhibit meprin-β activity in C57BL/6 mice. It has also been used to study the high-affinity interaction of EcPDF with actinonin by 15N NMR spectroscopy and isothermal titration. | [Uses]
A potent in vivo inhibitor of collagenase | [General Description]
Chemical structure: peptide | [Biochem/physiol Actions]
Actinonin has inhibitory action against peptide deformylase (PDF). It is effective against Gram-positive and fastidious Gram-negative microorganisms. | [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]. | [storage]
Store at -20°C | [References]
1) Hachisu et al. (1987), Analgesic effect of actinonin, a new potent inhibitor of multiple encephalin degrading enzymes; Life Sci., 41 235
2) Lee et al. (2004), Human mitochondrial peptide deformylase, a new anticancer target of actinonin-based antibiotics; J. Clin. Invest., 114 1107
3) Xu et al. (1998), Antitumor activity of actinonin in vitro and in vivo; Clin. Cancer Res., 4 171
4) Sina et al. (2009), Cell-based evidence for aminopeptidase N/CD13 inhibitor actinonin targeting of MT1-MMP-mediated pro-MMP-2 activation; Cancer Lett., 279 171
5) Burman et al. (2017) Mitochondrial fission facilitate the selective mitophagy of protein aggregates; J. Cell Biol., 216 3231 |
|
| Company Name: |
BOC Sciences
|
| Tel: |
1-631-485-4226; 16314854226 |
| Website: |
https://www.bocsci.com |
| Company Name: |
Sigma-Aldrich
|
| Tel: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
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