CAS Number2315-97-1
SynonymsLucigenin nitrate; Bis(N-methylacridinium) Nitrate; 10,10'-Dimethyl-9,9'-biacridinium dinitrate; N,N`-dimethyl-9,9`-biacridinium dinitrate; EINECS 219-023-4; 10,10'-Dimethyl-9,9'-biacridinium nitrate; Lucigenin; Dinitrate de 10,10'-diméthyl-9,9'-biacridinium; N,N'-Dimethyl-9,9'-biacridinium dinitrate; MFCD00011925; 9,9'-Bis(N-methylacridinium nitrate); 10,10'-Dimethyl-9,9'-biacridiniumdinitrat; N,N'-Dimethyl-9,9'-biacridinium dinitratein; bis-n-methylacridinium nitrate; N,N'-Dimethyl-9,9'-bisacridinium nitrate
Molecular FormulaC28H22N4O6
Molecular Weight510.50
Purity98.00%
Melting Point245-250 °C
Appearancepowder
EINECS219-023-4
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 2315-97-1 |
| Catalog No. | 2A-9028308 |
| Chinese Name | N,N'-二甲基-9,9'-联吖啶鎓硝酸盐 |
| Synonyms | Lucigenin nitrate; Bis(N-methylacridinium) Nitrate; 10,10'-Dimethyl-9,9'-biacridinium dinitrate; N,N`-dimethyl-9,9`-biacridinium dinitrate; EINECS 219-023-4; 10,10'-Dimethyl-9,9'-biacridinium nitrate; Lucigenin; Dinitrate de 10,10'-diméthyl-9,9'-biacridinium; N,N'-Dimethyl-9,9'-biacridinium dinitrate; MFCD00011925; 9,9'-Bis(N-methylacridinium nitrate); 10,10'-Dimethyl-9,9'-biacridiniumdinitrat; N,N'-Dimethyl-9,9'-biacridinium dinitratein; bis-n-methylacridinium nitrate; N,N'-Dimethyl-9,9'-bisacridinium nitrate |
| Molecular Formula | C28H22N4O6 |
| Molecular Weight | 510.50 |
| Purity | 98.00 |
| Melting Point | 245-250 °C |
| Appearance | powder |
| Water Solubility | acetic acid: soluble10mg/mL |
| Storage Condition | This product should be kept sealed. |
| Packaging | III |
| Application | Lucigenin (L-6868; NSC-151912) is a chemiluminescent probe used to detect the presence of endogenously generated superoxide anion radicals in cells. |
| EINECS | 219-023-4 |
| PubChem ID | 24897210 |
| MDL Number | MFCD00011925 |
| SMILES | [O-][N+]([O-])=O.[O-][N+]([O-])=O.C[n+]1c2ccccc2c(-c3c4ccccc4[n+](C)c5ccccc35)c6ccccc16 |
| InChI | 1S/C28H22N2.2NO3/c1-29-23-15-7-3-11-19(23)27(20-12-4-8-16-24(20)29)28-21-13-5-9-17-25(21)30(2)26-18-10-6-14-22(26)28;2*2-1(3)4/h3-18H,1-2H3;;/q+2;2*-1 |
| InChI Key | KNJDBYZZKAZQNG-UHFFFAOYSA-N |
| Beilstein/REAXYS | 3901768 |
| NACRES Code | NA.47 |
| UNSPSC | 12171500 |
| Hazard Symbols | transportation |
| MSDS | msds/28308_1_2315_97_1.pdf |
| Bioactivity | Lucigenin(L-6868; NSC-151912) is a chemiluminescent probe used to indicate the presence of endogenously generated superoxide anion radicals in cells.Upon single-electron reduction of Lucigenin by a radical species the subsequent form of Lucigenin presents an amplified chemiluminescence which is measurable and can be correlated to the respective amount of reactive radical species present in the system. This approach can be used to probe the natural generation of these species as well as the natural functioning of superoxide dismutase and other enzymes responsible for scavenging radicals. In addition to indicating the presence of radicals in cells, Lucigenin shows interaction with redox-active oxidoreductase enzymes. Lucigenin is shown to mediate the reduction of cytochrome C by xanthine oxidase and to increase the rate of NADPH oxidation. These observations indicate that use of Lucigenin for superoxide analysis is precluded in the presence of high levels of NAD(P)H-oxidoreductases. Related Catalog Signaling Pathways >> Others >> Others Dye Reagents Research Areas >> Others References [1]. Li Y, et al. Validation of lucigenin (bis-N-methylacridinium) as a chemilumigenic probe for detecting superoxide anion radical production by enzymatic and cellular systems. J Biol Chem. 1998 Jan 23;273(4):2015-23. [2]. Rost M, et al. What do we measure with luminol-, lucigenin- and penicillin-amplified chemiluminescence? 1. Investigations with hydrogen peroxide and sodium hypochlorite. J Biolumin Chemilumin. 1998 Nov-Dec;13(6):355-63. Chemical & Physical Properties Melting Point 250ºC Molecular Formula C28H22N4O6 Molecular Weight 510.497 Exact Mass 510.153931 PSA 145.52000 LogP 6.18360 Appearance of Characters Yellow powder with orange to brown cast InChIKey KNJDBYZZKAZQNG-UHFFFAOYSA-N SMILES C[n+]1c2ccccc2c(-c2c3ccccc3[n+](C)c3ccccc23)c2ccccc21.O=[N+]([O-])[O-].O=[N+]([O-])[O-] Water Solubility acetic acid: soluble10mg/mL |
| Use of | Lucigenin(L-6868; NSC-151912) is a chemiluminescent probe used to indicate the presence of endogenously generated superoxide anion radicals in cells.Upon single-electron reduction of Lucigenin by a radical species the subsequent form of Lucigenin presents an amplified chemiluminescence which is measurable and can be correlated to the respective amount of reactive radical species present in the system. This approach can be used to probe the natural generation of these species as well as the natural functioning of superoxide dismutase and other enzymes responsible for scavenging radicals. In addition to indicating the presence of radicals in cells, Lucigenin shows interaction with redox-active oxidoreductase enzymes. Lucigenin is shown to mediate the reduction of cytochrome C by xanthine oxidase and to increase the rate of NADPH oxidation. These observations indicate that use of Lucigenin for superoxide analysis is precluded in the presence of high levels of NAD(P)H-oxidoreductases. Properties Articles44 Name 10-methyl-9-(10-methylacridin-10-ium-9-yl)acridin-10-ium,dinitrate Synonym More Synonyms Lucigenin Biological Activity Description Lucigenin(L-6868; NSC-151912) is a chemiluminescent probe used to indicate the presence of endogenously generated superoxide anion radicals in cells.Upon single-electron reduction of Lucigenin by a radical species the subsequent form of Lucigenin presents an amplified chemiluminescence which is measurable and can be correlated to the respective amount of reactive radical species present in the system. This approach can be used to probe the natural generation of these species as well as the natural functioning of superoxide dismutase and other enzymes responsible for scavenging radicals. In addition to indicating the presence of radicals in cells, Lucigenin shows interaction with redox-active oxidoreductase enzymes. Lucigenin is shown to mediate the reduction of cytochrome C by xanthine oxidase and to increase the rate of NADPH oxidation. These observations indicate that use of Lucigenin for superoxide analysis is precluded in the presence of high levels of NAD(P)H-oxidoreductases. Related Catalog Signaling Pathways >> Others >> Others Dye Reagents Research Areas >> Others References [1]. Li Y, et al. Validation of lucigenin (bis-N-methylacridinium) as a chemilumigenic probe for detecting superoxide anion radical production by enzymatic and cellular systems. J Biol Chem. 1998 Jan 23;273(4):2015-23. [2]. Rost M, et al. What do we measure with luminol-, lucigenin- and penicillin-amplified chemiluminescence? 1. Investigations with hydrogen peroxide and sodium hypochlorite. J Biolumin Chemilumin. 1998 Nov-Dec;13(6):355-63. Chemical & Physical Properties Molecular Formula C28H22N4O6 Exact Mass 510.153931 PSA 145.52000 LogP 6.18360 Appearance of Characters Yellow powder with orange to brown cast InChIKey KNJDBYZZKAZQNG-UHFFFAOYSA-N |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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