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Merck

A6671

Actinonin

≥98% (TLC), powder, leucine aminopeptidase inhibitor

Synonym(e):

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

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10 MG

€ 259,00

25 MG

€ 548,00

€ 259,00


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Über diesen Artikel

Empirische Formel (Hill-System):
C19H35N3O5
CAS-Nummer:
Molekulargewicht:
385.50
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Beilstein/REAXYS Number:
1555250
Assay:
≥98% (TLC)
Form:
powder
Quality level:

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Unterstützung erhalten

Produktname

Actinonin,

form

powder

InChI

1S/C19H35N3O5/c1-4-5-6-8-14(11-16(24)21-27)18(25)20-17(13(2)3)19(26)22-10-7-9-15(22)12-23/h13-15,17,23,27H,4-12H2,1-3H3,(H,20,25)(H,21,24)

SMILES string

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

InChI key

XJLATMLVMSFZBN-UHFFFAOYSA-N

biological source

synthetic (organic)

assay

≥98% (TLC)

solubility

ethanol: 50 mg/mL, clear, colorless

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

enzyme | inhibits

storage temp.

−20°C

Quality Level

Gene Information

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Dieser Artikel
A1276A6191I0160
assay

≥98% (TLC)

assay

≥97% (HPLC)

assay

-

assay

≥98% (HPLC)

form

powder

form

powder

form

lyophilized powder

form

powder

Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

100

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

solubility

ethanol: 50 mg/mL, clear, colorless

solubility

methanol: 1 mM (Stock solution stable for 1 month at −20 °C. Working solution stable for 1 day.)

solubility

H2O: 50 mg/mL, 1-butanol: soluble, 1-propanol: soluble, DMSO: soluble, ethanol: soluble, methanol: soluble

solubility

H2O: >5 mg/mL

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

Streptomyces sp.

biological source

-

General description

Chemical structure: peptide

Application

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.

Biochem/physiol Actions

Actinonin is an inhibitor of leucine aminopeptidase. Actinonin has also been used to improve antibacterial activity and antiobesity therapeutics.
Actinonin has inhibitory action against peptide deformylase (PDF). It is effective against Gram-positive and fastidious Gram-negative microorganisms.

Features and Benefits

This compound is featured on the Neuropeptidases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Lagerklasse

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Die Dokumentenbibliothek aufrufen

Actinonin, a naturally occurring antibacterial agent, is a potent deformylase inhibitor
Chen DZ, et al.
Biochemistry, 39(6), 1256-1262 (2000)
Diana Mader et al.
Microbes and infection, 12(5), 415-419 (2010-02-17)
The biosynthesis of proteins with N-terminal formylated methionine residues and subsequent protein deformylation are unique and invariant bacterial processes. They are exploited by the capacity of the human innate immune system to sense formylated peptides (FPs) and targeted by the
Sonia Fieulaine et al.
PLoS biology, 9(5), e1001066-e1001066 (2011-06-02)
For several decades, molecular recognition has been considered one of the most fundamental processes in biochemistry. For enzymes, substrate binding is often coupled to conformational changes that alter the local environment of the active site to align the reactive groups
Ligand-induced changes in the structure and dynamics of Escherichia coli peptide deformylase
Amero CD, et al.
Biochemistry, 48(32), 7595-7607 (2009)
Jennifer Hamner et al.
Scientific reports, 10(1), 6358-6358 (2020-04-15)
Vaginal delivery with obstetrical trauma is a risk factor for pelvic organ prolapse later in life. Loss of fibulin-5 (FBLN5), an elastogenesis-promoting cellular matrix protein, results in prolapse in mice. Here, we evaluated effects of pregnancy, parturition, and obstetrical injury

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