ACTINONIN

ChemicalBook > CAS DataBase List > ACTINONIN

Product Name: ACTINONIN
CAS No.: 13434-13-4
Chemical Name: ACTINONIN
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)
CBNumber: CB3273405
Molecular Formula: C19H35N3O5
Formula Weight: 385.5
MOL File: 13434-13-4.mol

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ACTINONIN Property

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).
pka: 9.19±0.20(Predicted)
form: White to off-white powder.
color: White
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)

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Safety

Safety Statements: 22-24/25
WGK Germany: 3
RTECS: RG9900700

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: A6671
Product name: Actinonin
Packaging: 10mg
Price: $403
Updated: 2024/03/01

Sigma-Aldrich

Product number: A6671
Product name: Actinonin
Packaging: 25mg
Price: $882
Updated: 2024/03/01

Cayman Chemical

Product number: 16605
Product name: Actinonin
Purity: ≥98%
Packaging: 5mg
Price: $113
Updated: 2024/03/01

Cayman Chemical

Product number: 16605
Product name: Actinonin
Purity: ≥98%
Packaging: 25mg
Price: $476
Updated: 2024/03/01

ApexBio Technology

Product number: C3331
Product name: Actinonin
Packaging: 25mg
Price: $516
Updated: 2021/12/16

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ACTINONIN Chemical Properties,Usage,Production

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

+4°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

ACTINONIN Preparation Products And Raw materials

Raw materials

Preparation Products

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ACTINONIN Suppliers

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13434-13-4, ACTINONINRelated Search:

KNK437 CL 82198 HYDROCHLORIDE FUMAGILLIN 4-(di(1H-indol-3-yl)Methyl)phenol Pepstatin Gabexate mesylate CHYMOSTATIN (L-3-TRANS-CARBOXYOXIRANE-2-CARBONYL)-L-LEUCYLAGMATINE HEMIHYDRATE N-ACETYL-EGLIN C 3,4-DICHLOROISOCOUMARIN glutamyl-glycyl-arginine chloromethyl ketone CAPRYLOHYDROXAMIC ACID O-O-DIBENZYL-(-)-ACTINONIN ACTINONIN HEXANOHYDROXAMIC ACID Heptanamide, N-hydroxy-

(-)-ACTINONIN

ACTINONIN

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

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

(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

(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

Actinonine

Butanediamide, N4-hydroxy-N1-(1S)-1-(2S)-2-(hydroxymethyl)-1-pyrrolidinylcarbonyl-2-methylpropyl-2-pentyl-, (2R)-

Actininin

13434-13-4

C19H35N3O5

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