CAS 2315-97-1|Lucigenin

Introduction：Basic information about CAS 2315-97-1|Lucigenin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Lucigenin BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Articles44
6. Synonyms

Common Name	Lucigenin
CAS Number	2315-97-1	Molecular Weight	510.497
Density	/	Boiling Point	/
Molecular Formula	C₂₈H₂₂N₄O₆	Melting Point	250ºC
MSDS	USA	Flash Point	/

Names

Name	10-methyl-9-(10-methylacridin-10-ium-9-yl)acridin-10-ium,dinitrate
Synonym	More Synonyms

Lucigenin BiologicalActivity

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 >>OthersDye ReagentsResearch 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.

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 >>OthersDye ReagentsResearch 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

Safety Information

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes	Xn
Safety Phrases	24/25
RIDADR	1479
WGK Germany	3
Packaging Group	III

Articles44

Synthetic ion transporters can induce apoptosis by facilitating chloride anion transport into cells.

Nature Chemistry 6(10) , 885-92, (2014)

Anion transporters based on small molecules have received attention as therapeutic agents because of their potential to disrupt cellular ion homeostasis. However, a direct correlation between a change...

Trace detection of triphenylene by surface enhanced Raman spectroscopy using functionalized silver nanoparticles with bis-acridinium lucigenine.

Langmuir 26(10) , 6977-81, (2010)

Surface enhanced raman scattering (SERS) of triphenylene (TP) has been recorded on Ag nanoparticles functionalized with the molecular assembler bis-acridinium lucigenine dication (LG) which approaches...

Hollow Au/Ag nanostars displaying broad plasmonic resonance and high surface-enhanced Raman sensitivity.

Nanoscale 7 , 13629-37, (2015)

Bimetallic Au/Ag hollow nanostar (HNS) nanoparticles with different morphologies were prepared in this work. These nanoplatforms were obtained by changing the experimental conditions (concentration of...

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

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