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6833-84-7,MFCD03267283
Catalog No.:AA00FAB8

6833-84-7 | Nonactin

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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00FAB8
Chemical Name:
Nonactin
CAS Number:
6833-84-7
Molecular Formula:
C36H52O12
Molecular Weight:
676.7909
MDL Number:
MFCD03267283
SMILES:
*[C@@H]1C[C@H]2CC[C@H](O2)[C@H](C)C(=O)O[C@@H](*)C[C@@H]2CC[C@@H](O2)[C@H](C)C(=O)O[C@@H](C[C@@H]2O[C@H]([C@@H](C(=O)O[C@H](C[C@H]3O[C@@H]([C@H](C(=O)O1)C)CC3)*)C)CC2)* C36H52O12R4
Properties
Computed Properties
 
Complexity:
1040  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
16  
Heavy Atom Count:
52  
Hydrogen Bond Acceptor Count:
12  
XLogP3:
6.6  

Literature

Title: Effect of dipole modifiers on the magnitude of the dipole potential of sterol-containing bilayers.

Journal: Langmuir : the ACS journal of surfaces and colloids 20120703

Title: Plasmophore sensitized imaging of ammonia release from biological tissues using optodes.

Journal: Analytica chimica acta 20111017

Title: Nonactin biosynthesis: unexpected patterns of label incorporation from 4,6-dioxoheptanoate show evidence of a degradation pathway for levulinate through propionate in Streptomyces griseus.

Journal: Journal of natural products 20101227

Title: Natural product derivatives with bactericidal activity against Gram-positive pathogens including methicillin-resistant Staphylococcus aureus and vancomycin-resistant Enterococcus faecalis.

Journal: Bioorganic & medicinal chemistry letters 20101001

Title: Pilot-plant cultivation of Streptomyces griseus producing homologues of nonactin by precursor-directed biosynthesis and their identification by LC/MS-ESI.

Journal: The Journal of antibiotics 20100801

Title: Alternating pattern of stereochemistry in the nonactin macrocycle is required for antibacterial activity and efficient ion binding.

Journal: Journal of the American Chemical Society 20091202

Title: Pseudomerohedrally twinned monoclinic structure of unfolded 'free' nonactin: comparative analysis of its large conformational change upon encapsulation of alkali metal ions.

Journal: Acta crystallographica. Section C, Crystal structure communications 20091015

Title: Nonactin biosynthesis: setting limits on what can be achieved with precursor-directed biosynthesis.

Journal: Bioorganic & medicinal chemistry letters 20090215

Title: Natural products in parallel synthesis: triazole libraries of nonactic acid.

Journal: Bioorganic & medicinal chemistry letters 20080715

Title: Process analysis of macrotetrolide biosynthesis during fermentation by means of direct infusion LC-MS.

Journal: Biotechnology journal 20080201

Title: Increase in the toxic effects of Tl+ on isolated rat liver mitochondria in the presence of nonactin.

Journal: Journal of biochemical and molecular toxicology 20070101

Title: Role of membrane curvature in mechanoelectrical transduction: ion carriers nonactin and valinomycin sense changes in integral bending energy.

Journal: Biochimica et biophysica acta 20061101

Title: Synthesis of nonactin and the proposed structure of trilactone.

Journal: Organic letters 20060622

Title: Resolution of methyl nonactate by Rhodococcus erythropolis under aerobic and anaerobic conditions.

Journal: Organic letters 20060202

Title: Nonactin biosynthesis: the product of the resistance gene degrades nonactin stereospecifically to form homochiral nonactate dimers.

Journal: Journal of the American Chemical Society 20050608

Title: Effect of thallium ions on isolated mitochondria of rat liver in the presence of nonactin.

Journal: Doklady. Biochemistry and biophysics 20050101

Title: Urea biosensors based on PVC membrane containing palmitic acid.

Journal: Artificial cells, blood substitutes, and immobilization biotechnology 20050101

Title: Optical biosensor for urea with improved response time.

Journal: Biosensors & bioelectronics 20030301

Title: Determination of potassium ions in pharmaceutical samples by FIA using a potentiometric electrode based on ionophore nonactin occluded in EVA membrane.

Journal: Journal of pharmaceutical and biomedical analysis 20030205

Title: C-O bond formation by polyketide synthases.

Journal: Science (New York, N.Y.) 20020823

Title: Tuning and dissecting electronic and steric effects in ammonium receptors: nonactin vs artificial receptors.

Journal: Journal of the American Chemical Society 20020515

Title: Nonactin biosynthesis: the initial committed step is the condensation of acetate (malonate) and succinate.

Journal: Journal of the American Chemical Society 20020327

Title: Identification of heat shock protein 60 as a molecular mediator of alpha 3 beta 1 integrin activation.

Journal: Cancer research 20020301

Title: Nonactin biosynthesis: disruption of the polyketide synthase genes, nonKJ, in Streptomyces griseus leads to an overall 96 decrease in macrotetrolide production, yet a net increase in nonactin analogues which incorporate isobutyrate.

Journal: Journal of the American Chemical Society 20011024

Title: Selective regulation of T cell IL-5 synthesis by OM-01, JTE-711 and p38 MAP kinase inhibitor: independent control of Th2 cytokines, IL-4 and IL-5.

Journal: International archives of allergy and immunology 20010101

Title: Martínez-Haya B, et al. On the ionophoric selectivity of nonactin and related macrotetrolide derivatives. Phys Chem Chem Phys. 2017 Jan 4;19(2):1288-1297.

Title: Shikata Y, et al. Mitochondrial uncoupler exerts a synthetic lethal effect against β-catenin mutant tumor cells. Cancer Sci. 2017 Apr;108(4):772-784.

Title: Barazi HO, et al. Identification of heat shock protein 60 as a molecular mediator of alpha 3 beta 1 integrin activation. Cancer Res. 2002 Mar 1;62(5):1541-8.

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