Oleficin | CAS:12764-54-4 | Manufacturer ChemFaces

Oleficin

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Description:

Oleficin, a polyene antibiotic, it is active against Grampositive bacteria and has no effect upon the growth of fungi and yeasts.Oleficin has effects on mitochondrial functions can be explained on the basis of an increase of the inner membrane permeability as the consequence of the depletion of Mg2+ from mitochondria caused by the antibiotic. It could as an ionophore of Mg2+ in isolated rat liver mitochondria, preferentially inhibit growth of the yeast Saccharomyces cerevisiae on non-fermentable substrates.

Targets:

Sodium Channel | ATPase | Potassium Channel | Antifection

In vitro:

Biochim Biophys Acta. 1982 Dec 30;721(4):349-56.

Ionophores and intact cells. II. Oleficin acts on mitochondria and induces disintegration of the mitochondrial genome in yeast Saccharomyces cerevisiae.[Pubmed: 6818995]

METHODS AND RESULTS:
The non-macrolid polyene antibiotic Oleficin, which has been shown to function as an ionophore of Mg2+ in isolated rat liver mitochondria, preferentially inhibited growth of the yeast Saccharomyces cerevisiae on non-fermentable substrates. It uncoupled and inhibited respiration of intact cells and converted both growing and resting cells into respiration-deficient mutants. The mutants arose as a result of fragmentation of the mitochondrial genome. Another antibiotic known to be an ionophore of divalent cations, A23187, also selectively inhibited growth of the yeast on non-fermentable substrates, but did not produce the respiration-deficient mutants, neither antibiotic inhibited the energy-dependent uptake of divalent cations by yeast cells nor opened the plasma membrane for these cations.
CONCLUSIONS:
The results indicate that in Saccharomyces cerevisiae both Oleficin and A23187 preferentially affected the mitochondrial membrane without acting as ionophores in the plasma membrane.

J Antibiot (Tokyo). 1971 May;24(5):277-82.

Antibiotics produced by Streptomyces. 8. A new polyenic antibiotic, oleficin, exhibiting antibacterial activity[Reference: WebLink]

A new polyenic antibiotic has been isolated from a strain A-461, related to Streptomyces parvulus which is described in this paper.
METHODS AND RESULTS:
Oleficin was obtained as a dark red powder by methanolic extraction of the filtered mycelium, followed by evaporation of the solvent and re-extraction into ethyl acetate, evaporation, precipitation with petroleum ether and chromatography on alumina. Its ultraviolet and visible spectra suggest the possible presence in its molecule of two chromophores, one of which is a polyene-like.
CONCLUSIONS:
It is active against Grampositive bacteria and has no effect upon the growth of fungi and yeasts.

Oleficin Description

Source:	From Streptomyces parvulus.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Kinase Assay:

J Antibiot (Tokyo). 1980 May;33(5):494-500.

Interaction of oleficin with the inner membrane of rat liver mitochondria.[Pubmed: 6448831]

The effects of Oleficin, a polyene antibiotic of the nonmacrolide type, on isolated rat liver mitochondria were studied. Oleficin at a concentration of about 10 nmoles/mg protein increases both the rate of state 4 respiration and the "basal" ATPase activity of mitochondria. In contrast to this it inhibits the rate of both state 3 and uncoupled respiration and the DNP-stimulated ATPase activity.
METHODS AND RESULTS:
These inhibitions can be prevented by low concentrations (2 approximately 5 mM) of magnesium ions. Oleficin induces a high amplitude swelling of non-respiring mitochondria in the isoosmotic nitrate and chloride solutions of K+, Na+, Tris+, Tea+ or Mg2+. In contrast to that it does not induce swelling of mitochondria treated with ruthenium red in isoosmotic calcium acetate. Indirect evidence suggests that Oleficin increases also the proton permeability of the inner membrane. The swelling observed in the isoosmotic solutions of monovalent cations can be prevented by low concentration (2 approximately 5 mM) of Mg2+. In the presence of the antibiotic Mg2+ and Ca2+ but not K+ and Na+, are transferred from an aqueous phase into a butanol-toluene bulk phase. Oleficin depletes Mg2+ and Ca2+ from mitochondria in a concentration dependent manner. Complete depletion of Mg2+ occurs only in the presence of EDTA, while that of Ca2+ does not need the chelator.
CONCLUSIONS:
It is concluded that the effects of Oleficin on mitochondrial functions can be explained on the basis of an increase of the inner membrane permeability as the consequence of the depletion of Mg2+ from mitochondria caused by the antibiotic.

Product Name	Oleficin
Price:
CAS No.:	12764-54-4
Catalog No.:	CFN00128
Molecular Formula:	C₃₄H₄₇NO₉
Molecular Weight:	613.74 g/mol
Purity:	>=98%
Type of Compound:	Alkaloids
Physical Desc.:	Red powder
Source:	From Streptomyces parvulus.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Antibacterial Compound Library Alkaloids Compound Library Sodium Channel Inhibitor Library Potassium Channel Inhibitor Library ATPase Inhibitor Library Antifection Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	1.6294 mL	8.1468 mL	16.2935 mL	32.5871 mL	40.7339 mL
5 mM	0.3259 mL	1.6294 mL	3.2587 mL	6.5174 mL	8.1468 mL
10 mM	0.1629 mL	0.8147 mL	1.6294 mL	3.2587 mL	4.0734 mL
50 mM	0.0326 mL	0.1629 mL	0.3259 mL	0.6517 mL	0.8147 mL
100 mM	0.0163 mL	0.0815 mL	0.1629 mL	0.3259 mL	0.4073 mL

CFN00102	Aflastatin A	179729-59-0	1258.57	C₆₂H₁₁₅NO₂₄
CFN00104	Amycomycin	344362-08-9	1198.62	C₆₅H₁₁₅NO₁₈
CFN00110	Blasticidin A	100513-53-9	1186.48	C₅₈H₁₀₇NO₂₃
CFN00116	Erythroskyrin	4987-27-3	455.55	C₂₆H₃₃NO₆
CFN00122	alpha-Lipomycin	51053-40-8	587.71	C₃₂H₄₅NO₉
CFN00123	Lydicamycin	133352-27-9	855.12	C₄₇H₇₄N₄O₁₀
CFN00128	Oleficin	12764-54-4	613.74	C₃₄H₄₇NO₉
CFN00131	Physarorubinic acid A	196621-49-5	345.35	C₁₈H₁₉NO₆
CFN00132	Polycephalin C	220422-37-7	576.64	C₃₂H₃₆N₂O₈
CFN00138	Streptolydigin	7229-50-7	600.7	C₃₂H₄₄N₂O₉