NONACTIN

Synonym(s):Ammonium ionophore;Nonactin

CAS NO.：6833-84-7
Empirical Formula: C40H64O12
Molecular Weight: 736.93
MDL number: MFCD00043039
EINECS: 229-911-3
SAFETY DATA SHEET (SDS)
Update Date: 2023-05-18 11:31:08

What is NONACTIN?

Description

Nonactin (6833-84-7) is a monovalent cation ionophore with high selectivity for NH4+ and K+ .1 Upregulates levels of mitochondrial stress proteins HSP58 and GRP75.2 Nonactin abolishes mitochondrial membrane potential.3

Chemical properties

Light yellow powder

The Uses of NONACTIN

Nonactin is the smallest member of the macrotetrolide complex produced by a range of Streptomyces species. Originally the name, nonactin, reflected the lack of biological activity. The literature is confusing in this respect, as virtually all sources of nonactin are contaminated with small amounts of the much more active monactin. The BioAustralis nonactin has been purified to remove traces of other biologically-active macrotetrolides. Like the other macrotetrolides, nonactin is a monovalent cation ionophore with high selectivity for ammonium and potassium.

The Uses of NONACTIN

Nonactin is an ionophore antiobiotic that selectively binds K+?and NH4+.

Definition

ChEBI: Nonactin is a macrotetrolide.

Biological Activity

Monovalent cation ionophore that displays selectivity for K + and NH 4 + (K + = NH 4 + > Na + > Mg 2+ > Li + >> Ca 2+ for nonactin-EVA sensor). Induces cation transport across artificial membranes. Also inhibits P-glycoprotein-mediated efflux of chemotherapeutic agents in multiple-drug resistant cancer cells. Antibiotic.

Purification Methods

This macrotetrolide antibiotic crystallises from MeOH as colourless needles and is dried at 90o/20hours/high vacuum. [Cordaz et al. Helv Chim Acta 38 1445 1955, crystal structure: Dobler Helv Chim Acta 55 1371 1972, Gambos et al. Tetrahedron Lett 3391 1975, Beilstein 19/12 V 751.]

References

1) Garcia et al. (2003), Determination of potassium ions in pharmaceutical samples by FIA using a potentiometric electrode based on ionophore nonactin occulded in EVA membrane; J. Pham. Biomed. Anal., 31 11 2) Mizzen et al. (1989), Identification, characterization and purification of two mammalian stress proteins present in mitochondria, grp 75, a member of the hsp 70 family and hsp 58, a homolog of the bacterial groEL protein; J. Biol. Chem., 264 20664 3) Dudani et al. (1990), Effects of antimitotic and antimitochondrial agents on the cellular distribution of microtubules and mitochondria; Cytobios, 63 95

Properties of NONACTIN

Melting point:	147-148°
Boiling point:	890.6±65.0 °C(Predicted)
Density	1.11-1.15 g/cm3
storage temp.	2-8°C
solubility	chloroform: soluble10mg/mL
form	White to off-white crystalline solid.
color	white to faint yellow
Sensitive	Moisture Sensitive
Merck	13,6709
BRN	76434
Stability:	Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.

Safety information for NONACTIN

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection.