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Product Name |
Rhodamine B-[(1,10-phenanthroline-5-yl)-aminocarbonyl]benzyl ester (RPA) |
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| Product Specifications | |
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| | catalogue no. | ME043 | |
| | chemical name | Rhodamine B-[(1,10-phenanthroline-5-yl)-aminocarbonyl]benzyl
ester (RPA) | |
| | IUPAC name | 6-(diethylamino)-N,N-diethyl-9-[2-({[4-(1,10-phenanthrolin-
5-ylcarbamoyl)benzyl]oxy}carbonyl)phenyl]-3H-xanthen-
3-iminium bromide | |
| | synonyms | RPA | |
| | molecular formula | C48H44BrN5O4 | |
| | molecular weight [g/mol] | 834.7981 (79.9045+754.8935) |
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| | CAS | [ - ] | |
| | purity | 97%+ | |
| | category | Medchem Compounds | |
| | melting point | n.d. | |
| | boiling point | n.d. | |
| | appearance | purple solid | |
| | long term storage | < 4oC, stored dry and protected from light | |
| | Spectra | 1-H NMR | |
| | NMR analytics | 500 MHz (CDCl3) | |
| | characteristics | - Fe2+ specific fluorescent "sensor"
- Mitochondria specific
- Determination of the mitochondrial chelatable iron pool
- Assessment of: mitochondrial iron uptake
- Assessment of alterations of the mitochondrial chelatable iron pool under pathological conditions
- Assessment of the contribution of mitochondrial chelatable iron to physiological and pathological cellular processes
- Assessment of iron reduction | |
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| | Safety Information | |
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| | R-sentence | R: 36/37/38 | |
| | S-sentence | S: 26-24/25 | |
| | hazardous substance symbol | Xn | |
| | safety info | Caution, substance not fully tested. Potential health effects. | |
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| | References |
1. Selective determination of mitochondrial chelatable iron in viable cells with a new fluorescent sensor. F. Petrat et. al. Biochem. J. (2002) 362, 137-147
2. Cold-induced apoptosis of hepatocytes: mitochondrial permeability transition triggered by nonmitochondrial chelatable iron; U. Rauen et al. Free Radical Biology & Medicine, Vol. 35, No. 12, pp. 1664-1678, 2003
3. The chelatable iron pool in living cells: A methodically defined quantity. F. Petrat et. al. Biol. Chem., Vol. 383, pp. 489-502, 2002
4. Assessment of chelatable mitochondrial iron by using mitochondrion-selective fluorescent iron indicators with different iron-binding affinities. U. Rauen et al. ChemBioChem 2007, 8, 341-352
5. Oxidative inactivation of mitochondrial Aconitase results in iron and hydrogen peroxide-mediated neurotoxicity in rat primary mesencephalic cultures. David Cantu et al. PlosOne, September 2009, Vol 4, Issue 9, p 1-9
6. Tryparedoxin peroxidase-deficiency commits trypanosomes to ferroptosis-type cell death. M. Bogacz et al. Cell Biology, July 2018, eLife 2018. 7:e37503 doi: 10.7554/eLife.37503
7. Mitochondrial ferritin limits oxidative damage regulating mitochondrial iron availability: hypothesis for a protective role in Friedreich ataxia. Alessandro Campanella et. Al. Hum. Mol. Genet. 2009, Jan 1. 18(1): 1-11
8. Uptake of Non-Transferrin Iron by Erythroid Cells. Eugenia Prus et al. Anemia. 2011. 2011: 945289
9. Chelation of mitochondrial iron prevents seizure-induced mitochondrial dysfunction and neuronal injury. Li-Ping Liang et al. Journal of Neuroscience 5 November 2008, 28 (45) 11550-11556
10. Reduction in mitochondrial iron alleviates cardiac damage during injury. Hsiang-Chun Chang et al. EMBO Molecular Medicine: 8 (3) (2016), 247-267
11. Cardiotoxicity of doxorubicin is mediated through mitochondrial iron accumulation. Yoshihiko Ichikawa et al. Cardiology. J Clin Invest. 2014 Feb 3. 124(2): 617-630.
12. Iron chelators for treating and preventing cell death and organ damage following an ischemic event. Hossein Ardehali et al. 2016. US20170014397A1, US patent.
13. Mitochondrial iron and energetic dysfunction distinguish fibroblasts and induced neurons from pantothenate kinase-associated neurodegeneration patients. Paolo Santambrogio et al. Neurobiology of Disease, Vol. 81, September 2015, pp 144-153
14. Shawn, the Drosophila homolog of SLC25A39/40, is a mitochondrial carrier that promotes neuronal survival. Jan R. Slabbaert et al. The Journal of Neuroscience 10 February 2016, 36 (6) 1914-1929.
15. Iron regulatory protein deficiency compromises mitochondrial function in murine embryonic fibroblasts. Huihui Li et. al. Nature, Scientific Reports volume 8, Article number: 5118 (2018)
16. Iron-chelator complexes as iron sources for early developing humanbovine erythroid precursors. J.M. Leimberg et al., Translational Research 2008, 151:88-96
17. Friedreich's Ataxia, No Changes in Mitochondrial Labile Iron in bovine Lymphoblasts and Fibroblasts. F. Petrat et al., J. biology. Chem. 280, 8, February 25, pp. 6701-6708, 2005
18. Designer Aminoglycosides That Selectively Inhibit Cytoplasmic Rather than Mitochondrial Ribosomes Show Decreased Ototoxicity. Timor Baasov et al., J. biol. Chem. 289/4, pp. 2318-2330. January 24, 2014
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| | Application Notes |
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| | | The product is used as a selective, high quantum yield fluorescence marker for Fe2+ in biological samples, especially in mitochondria of viable cells. Measurements can be performed by fluorescence spectroscopy, fluorescence plate readers | |
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| | Ordering Information |
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| Cat. No. |
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Product Name |
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Quantity |
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Price |
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| ME043.1 |
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Rhodamine B-[(1,10-phenanthroline-5-yl)-aminocarbonyl]benzyl ester
(RPA) |
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1 mg |
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325,- € |
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| ME043.2 |
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Rhodamine B-[(1,10-phenanthroline-5-yl)-aminocarbonyl]benzyl ester
(RPA) |
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5 mg |
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975,- € |
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