Nigericin sodium saltionophore that exchanges K+ for H+ across biological membranes CAS# 28643-80-3 |
- Sulfo-NHS-Biotin
Catalog No.:BCC3576
CAS No.:119616-38-5
- Sulfo-NHS-LC-Biotin
Catalog No.:BCC3578
CAS No.:127062-22-0
- NHS-Biotin
Catalog No.:BCC3577
CAS No.:35013-72-0
- Biotin Hydrazide
Catalog No.:BCC3582
CAS No.:66640-86-6
- NHS-LC-Biotin
Catalog No.:BCC3579
CAS No.:72040-63-2
- Iodoacetyl-LC-Biotin
Catalog No.:BCC3584
CAS No.:93285-75-7
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 28643-80-3 | SDF | Download SDF |
| PubChem ID | 23681158 | Appearance | Powder |
| Formula | C40H67NaO11 | M.Wt | 746.94 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Synonyms | Sodium Nigericin | ||
| Solubility | Methanol : ≥ 150 mg/mL (200.82 mM) Ethanol : ≥ 50 mg/mL (66.94 mM) DMSO : < 1 mg/mL (insoluble or slightly soluble) *"≥" means soluble, but saturation unknown. | ||
| Chemical Name | sodium;2-[(3S,6R)-6-[[(5R,6R,7R,9R)-2-[5-[(3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyloxan-2-yl]propanoate | ||
| SMILES | CC1CCC(OC1C(C)C(=O)[O-])CC2CC(C(C3(O2)C(CC(O3)(C)C4CCC(O4)(C)C5C(CC(O5)C6C(CC(C(O6)(CO)O)C)C)C)C)C)OC.[Na+] | ||
| Standard InChIKey | MOYOTUKECQMGHE-KKCUGXASSA-M | ||
| Standard InChI | InChI=1S/C40H68O11.Na/c1-21-11-12-28(46-33(21)26(6)36(42)43)17-29-18-30(45-10)27(7)40(48-29)25(5)19-38(9,51-40)32-13-14-37(8,49-32)35-23(3)16-31(47-35)34-22(2)15-24(4)39(44,20-41)50-34;/h21-35,41,44H,11-20H2,1-10H3,(H,42,43);/q;+1/p-1/t21-,22-,23-,24+,25?,26?,27+,28+,29+,30+,31+,32?,33?,34-,35?,37?,38?,39-,40+;/m0./s1 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
||
| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
||
| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Potassium ionophore, exchanges K+ for H+ across biological membranes, in a similar manner to Valinomycin. Stimulates mitochondral ATPase activity and disrupts membrane potential. Also acts as an ionophore for Pb2+ with no activity with other divalent cations. Antibiotic derived from Streptomyces hygroscopius. |
Nigericin sodium salt Dilution Calculator
Nigericin sodium salt Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.3388 mL | 6.694 mL | 13.388 mL | 26.7759 mL | 33.4699 mL |
| 5 mM | 0.2678 mL | 1.3388 mL | 2.6776 mL | 5.3552 mL | 6.694 mL |
| 10 mM | 0.1339 mL | 0.6694 mL | 1.3388 mL | 2.6776 mL | 3.347 mL |
| 50 mM | 0.0268 mL | 0.1339 mL | 0.2678 mL | 0.5355 mL | 0.6694 mL |
| 100 mM | 0.0134 mL | 0.0669 mL | 0.1339 mL | 0.2678 mL | 0.3347 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
Calcutta University
University of Minnesota
University of Maryland School of Medicine
University of Illinois at Chicago
The Ohio State University
University of Zurich
Harvard University
Colorado State University
Auburn University
Yale University
Worcester Polytechnic Institute
Washington State University
Stanford University
University of Leipzig
Universidade da Beira Interior
The Institute of Cancer Research
Heidelberg University
University of Amsterdam
University of Auckland
TsingHua University
The University of Michigan
Miami University
DRURY University
Jilin University
Fudan University
Wuhan University
Sun Yat-sen University
Universite de Paris
Deemed University
Auckland University
The University of Tokyo
Korea University
Nigericin sodium salt is an ionophore that exchanges K+ for H+ across biological membranes.
Ionophore is a lipid-soluble molecule that transports ions across the cell membrane.
In medium with Na+, nigericin scarcely affected ADP-induced platelets aggregation, and slightly inhibited thrombin-induced platelets aggregation. Also, nigericin decreased the cytoplasmic pH in the medium with Na+. The effects of nigericin on platelet aggregation are mainly due to its effects on the cytoplasmic pH [1]. The K+ ionophore nigericin is highly effective as an ionophore for Pb2+. Physiological concentrations of Ca2+ or Mg2+ didn’t inhibit nigericin-catalyzed Pb2+ transport, while K+ and Na+ concentrations (0-100 mM) modestly affected Pb2+ transport. Nigericin may be helpful in the treatment of Pb intoxication [2]. At two concentrations representing the low (5uM) and high ATP (1.5mM) ranges, Nigericin inhibited the ATP-driven transhydrogenase reaction at both ranges with a more pronounced effect on the low ATP concentration. At a concentration of 2.5 mM ATP, nigericin tripled the Oxonol response [3].
References:
[1]. Kitagawa S, Awai M, Kametani F. Relationship of the effects of nigericin on the aggregation and cytoplasmic pH of bovine platelets in the presence of different cations. Biochim Biophys Acta, 1987, 930(1): 48-54.
[2]. Hamidinia SA, Tan B, Erdahl WL, et al. The ionophore nigericin transports Pb2+ with high activity and selectivity: a comparison to monensin and ionomycin. Biochemistry, 2004, 43(50): 15956-15965.
[3]. Eytan GD, Carlenor E, Rydstr?m J. Energy-linked transhydrogenase. Effects of valinomycin and nigericin on the ATP-driven transhydrogenase reaction catalyzed by reconstituted transhydrogenase-ATPase vesicles. J Biol Chem, 1990, 265(22): 12949-12954.
- KRN 633
Catalog No.:BCC2544
CAS No.:286370-15-8
- S 14506 hydrochloride
Catalog No.:BCC7174
CAS No.:286369-38-8
- Erythristemine
Catalog No.:BCN5184
CAS No.:28619-41-2
- 8-Prenylkaempferol
Catalog No.:BCN3311
CAS No.:28610-31-3
- Isoanhydroicaritin
Catalog No.:BCN3879
CAS No.:28610-30-2
- Orientin
Catalog No.:BCN4984
CAS No.:28608-75-5
- CCG-1423
Catalog No.:BCC5581
CAS No.:285986-88-1
- BIRB 796 (Doramapimod)
Catalog No.:BCC2535
CAS No.:285983-48-4
- 22-Dehydroclerosteryl acetate
Catalog No.:BCN5183
CAS No.:28594-00-5
- Docosyl caffeate
Catalog No.:BCN5182
CAS No.:28593-92-2
- Eicosanyl caffeate
Catalog No.:BCN7209
CAS No.:28593-90-0
- Persicogenin
Catalog No.:BCN7744
CAS No.:28590-40-1
- Meloscandonine
Catalog No.:BCN5186
CAS No.:28645-27-4
- L-838,417
Catalog No.:BCC7617
CAS No.:286456-42-6
- Multicaulisin
Catalog No.:BCN7840
CAS No.:286461-76-5
- Euphorbiasteroid
Catalog No.:BCN2781
CAS No.:28649-59-4
- Epoxylathyrol
Catalog No.:BCN5382
CAS No.:28649-60-7
- 6'-Amino-3',4'-(methylenedioxy)acetophenone
Catalog No.:BCC8760
CAS No.:28657-75-2
- Fesoterodine Fumarate
Catalog No.:BCC4584
CAS No.:286930-03-8
- Ezatiostat hydrochloride
Catalog No.:BCC4259
CAS No.:286942-97-0
- NCX 4040
Catalog No.:BCC7944
CAS No.:287118-97-2
- PD 180970
Catalog No.:BCC3894
CAS No.:287204-45-9
- MA 2029
Catalog No.:BCC7983
CAS No.:287206-61-5
- Oxcarbazepine
Catalog No.:BCC5077
CAS No.:28721-07-5
Nigericin and grisorixin methyl ester from the Algerian soil-living Streptomyces youssoufiensis SF10 strain: a computational study on their epimeric structures and evaluation of glioblastoma stem cells growth inhibition.[Pubmed:29513090]
Nat Prod Res. 2019 Jan;33(2):266-273.
The present work describes the metabolites produced by a strain identified as Streptomyces youssoufiensis, whose secondary metabolites profile has not been studied so far. The crude ethyl acetate extract was analyzed by high performance liquid chromatography-electrospray ionization mass spectrometry, leading to the detection of the ionophoric polyethers nigericin, epinigericin, abierixin and the newly isolated grisorixin methyl ester. The presence of epimeric forms of nigericin/epinigericin and grisorixin/epigrisorixin has spurred density functional theory computational calculations. This analysis was able to provide the relative stability of the most favored epimers, setting the basis for general structural considerations applicable to several other polyethers. Both Nigericin sodium salt and grisorixin methyl ester showed to affect glioblastoma stem cells proliferation in a dose-dependent manner, with a higher activity for the more lipophilic grisorixin methyl ester (GI50 values of 3.85 and 3.05 muM for VIPI and COMI human glioblastoma stem cells, respectively).
[Isolation and structural elucidation of secondary metabolites from marine Streptomyces sp. SCSIO 1934].[Pubmed:22032140]
Zhongguo Zhong Yao Za Zhi. 2011 Jul;36(13):1763-8.
Marine Actinobacteria are emerging as new resources for bioactive natural products with promise in novel drug discovery. In recent years, the richness and diversity of marine Actinobacteria from the South China Sea and their ability in producing bioactive products have been investigated. The objective of this work is to isolate and identify bioactive secondary metabolites from a marine actinobacterium SCSIO 1934 derived from sediments of South China Sea. The strain was identified as a Streptomyces spieces by analyzing its 16S rDNA sequence. Streptomyces sp. SCSIO 1934 was fermented under optimized conditions and seven bioactive secondary metabolites were isolated and purified by chromatographic methods including colum chromatography over silica gel and Sephadex LH-20. Their structures were elucidated as 17-O-demethylgeldanamycin (1), lebstatin (2), 17-O-demethyllebstatin (3), nigericin (4), Nigericin sodium salt (5), abierixin (6), respectively, by detailed NMR spectroscopic data (1H, 13C, COSY, HSQC and HMBC). This work provided a new marine actinobacterium Streptomyces sp. SCSIO 1934, capable of producing diverse bioactive natural products.
