Nonactin, Macrotetrolide antibiotic

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Nonactin, Macrotetrolide antibiotic

N-1155
  • CAS: 6833-84-7
  • Formula: C40H64O12
  • MW: 736.93
  • Appearance: White powder
  • Purity: 96.5%

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Nonactin is a cyclic ionophore commonly produced by several species of Streptomyces which selectively binds K+ and NH4+. Nonactin has been reported to inhibit the processing of cytoplasmic precursor proteins destined for the mitochondria. Nonactin is an uncoupler of oxidative phosphorylation and induces ATP hydrolysis at a concentration of  1x10-7 M.

Nonactin has been shown to inhibit the production and gene transcription of IL-5 but not of IL-2 or IL-4. Nonactin has also been used as an ammonium ionophore for ammonium ion determination in a potentiometric electrode for biosensor construction as well as in a fluorescent immuno assay to detect K+ ions in pharmaceutical samples.

In the presence of Thallus acetate, Nonactin has further stimulated the swelling of rat liver mitochondria than thallus acetate alone. It also has shown to inhibit the effects on P170 glycoprotein-mediated efflux of chemotherapeutic agents in MDR cancer cells.

 

Additional Information

Product #N-1155
CAS #6833-84-7
Chemical Name(1R,2R,5R,7R,10S,11S,14S,16S,19R,20R,23R,25R,28S,29S,32S,34S)-2,5,11,14,20,23,29,32-OCTAMETHYL-4,13,22,31,37,38,39,40-OCTAOXAPENTACYCLO[32.2.1.17,10.116,19.125,28]TETRACONTANE-3,12,21,30-TETRONE
FormulaC40H64O12
MW736.93
AppearanceWhite powder
Purity96.5%
Solubilitysoluble in CH2Cl2/DMSO: Clear colorless solution at 10 mg/ml
Melting Point146°
Storage TempStore at -20°C. PROTECT FROM MOISTURE!
UseMacrotetrolide antibiotic which acts as a monovalent cation ionophore and demonstrates high selectivity for ammonium and potassium

Additional Information

MDL NumberMFCD03267283
ChemACXX1009767-7
InChIInChI=1S/C40H64O12/c1-21-17-29-9-13-34(49-29)26(6)38(42)46-23(3)19-31-11-15-36(51-31)28(8)40(44)48-24(4)20-32-12-16-35(52-32)27(7)39(43)47-22(2)18-30-10-14-33(50-30)25(5)37(41)45-21/h21-36H,9-20H2,1-8H3/t21-,22+,23+,24-,25-,26+,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-
SMILESC[C@@H]1C[C@H]2CC[C@H](O2)[C@@H](C(=O)O[C@H](C[C@@H]3CC[C@@H](O3)[C@H](C(=O)O[C@@H](C[C@H]4CC[C@H](O4)[C@@H](C(=O)O[C@H](C[C@@H]5CC[C@@H](O5)[C@H](C(=O)O1)C)C)C)C)C)C)C

Additional Information

GHS Pictograms
RTECSRH1685000
HandlingStore in Tightly Sealed Vial Protect from moisture.

Additional Information

Certificate of Analysis 1N-1155, J1157C.pdf
Certificate of Analysis 2N-1155, J1157B.pdf
Certificate of Analysis 3N-1155, J1157A.pdf
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