LUCIGENIN

Product Name: LUCIGENIN
CAS No.: 2315-97-1
Chemical Name: LUCIGENIN
Synonyms: L-6868;LUCIGENIN;NSC-151912;Lucigenine;Lucigenin(L-6868;Lucigenin Nitrate;Lucigenin, HPLC 99%;LUCIGENIN USP/EP/BP;Lucigenin, 10 mM in DMSO;9,9'-Bi(10-methylacridinium)
CBNumber: CB3325847
Molecular Formula: C28H22N4O6
Formula Weight: 510.5
MOL File: 2315-97-1.mol

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LUCIGENIN Property

Melting point:: 250°C
storage temp.: room temp
solubility: acetic acid: soluble10mg/mL
form: powder
color: Yellow powder with orange to brown cast
λmax: 455nm
BRN: 3901768
Biological Applications: Chloride indicator; diagnosis of hemostatic disorders; detecting bacteria,nucleicacids,proteins,pathogens; identifying respiratory infections; generating and detecting reactive oxygen species; chemiluminescent indicator
InChI: 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
InChIKey: KNJDBYZZKAZQNG-UHFFFAOYSA-N
SMILES: C1(=C2C=CC=CC2=[N+](C)C2=CC=CC=C12)C1=C2C=CC=CC2=[N+](C)C2=CC=CC=C12.[N+]([O-])([O-])=O.[N+]([O-])([O-])=O

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Safety

Safety Statements: 24/25
RIDADR: 1479
WGK Germany: 3
HazardClass: 5.1
PackingGroup: III
HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H272May intensify fire; oxidizer

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P220Keep/Store away from clothing/…/combustible materials.

P221Take any precaution to avoid mixing with combustibles/…

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: M8010
Product name: N,N′-Dimethyl-9,9′-biacridinium dinitrate
Purity: used as chemiluminescent reagent
Packaging: 1g
Price: $418
Updated: 2025/07/31

Sigma-Aldrich

Product number: M8010
Product name: N,N′-Dimethyl-9,9′-biacridinium dinitrate
Purity: used as chemiluminescent reagent
Packaging: 5g
Price: $1350
Updated: 2025/07/31

TCI Chemical

Product number: B1203
Product name: 10,10'-Dimethyl-9,9'-biacridinium Dinitrate [for Chemiluminescence Research]
Purity: >97.0%(HPLC)
Packaging: 1g
Price: $161
Updated: 2025/07/31

TCI Chemical

Product number: B1203
Product name: 10,10'-Dimethyl-9,9'-biacridinium Dinitrate [for Chemiluminescence Research]
Purity: >97.0%(HPLC)
Packaging: 5g
Price: $485
Updated: 2025/07/31

Cayman Chemical

Product number: 14872
Product name: Lucigenin
Purity: ≥95%
Packaging: 50mg
Price: $32
Updated: 2024/03/01

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LUCIGENIN Chemical Properties,Usage,Production

Description

Lucigenin is a chemiluminescent probe used to detect superoxide production and the presence of chloride. It can be used to detect superoxide production by enzymatic and cellular sources. It is a sensitive method that has been applied to the monitoring of superoxide production from xanthine oxidase, microsomal NADPH cytochrome reductase, and NADPH oxidases of phagocytes, endothelial cells, fibroblasts, and smooth muscle cells of blood vessel walls. However, it produces similar chemiluminescence signals in isolated aortic and cardiac tissues from wild-type and Nox1-Nox2-Nox4 triple knockout mice, suggesting that it is not selective for NADPH-based ROS production. It also reacts with hydrogen peroxide without generating free radical intermediates and has been used to detect lipid hydroperoxide in oils. Lucigenin is also used as a fluorescent chloride-sensitive indicator, with its fluorescence being quenched by chloride (ex/em = 455/505 nm, respectively). Lucigenin fluorescence is insensitive to phosphate, sulfate, and nitrate.

Chemical Properties

Dark yellow powder

Uses

Lucigenine, is used as chemiluminescence. It exhibits a bluish-green fluorescence. Dyes and metabolites.

Uses

Chemiluminescent probe for the detection of peroxides in biological systems.

Mechanism of action

In the case of lucigenin it is first reduced to a cation radical. Then it reacts in its univalently reduced form with ROS to produce dioxetane, which breaks down to generate photons. These probes cannot measure the individual free radicals but measure global ROS levels in the sample. Luminescence signals are expressed in relative light units (RLU), a direct measure of free radicals produced.

References

[1] Y LI. Validation of lucigenin (bis-N-methylacridinium) as a chemilumigenic probe for detecting superoxide anion radical production by enzymatic and cellular systems.[J]. The Journal of Biological Chemistry, 1998, 273 4: 2015-2023. DOI: 10.1074/jbc.273.4.2015
[2] BIWERSI J. Verkman A S Tulk B. Long-Wavelength Chloride-Sensitive Fluorescent Indicators[J]. Analytical biochemistry, 1994, 219 1: Pages 139-143. DOI: 10.1006/abio.1994.1242
[3] YU. A. VLADIMIROV E. V P. Free radicals and cell chemiluminescence[J]. Biochemistry (Moscow), 2010, 74 13: 1545-1566. DOI: 10.1134/s0006297909130082
[4] MIKHAIL P. SKATCHKOV . Validation of Lucigenin as a Chemiluminescent Probe to Monitor Vascular Superoxide as Well as Basal Vascular Nitric Oxide Production[J]. Biochemical and biophysical research communications, 1999, 254 2: Pages 319-324. DOI: 10.1006/bbrc.1998.9942
[5] HUA CAI. Detection of reactive oxygen species and nitric oxide in vascular cells and tissues: comparison of sensitivity and specificity.[J]. Methods in molecular medicine, 2007, 139: 293-311. DOI: 10.1007/978-1-59745-571-8_20
[6] FLáVIA REZENDE. Unchanged NADPH Oxidase Activity in Nox1-Nox2-Nox4 Triple Knockout Mice: What Do NADPH-Stimulated Chemiluminescence Assays Really Detect?[J]. Antioxidants & redox signaling, 2016, 24 7: 392-399. DOI: 10.1089/ars.2015.6314
[7] JOHN P. BUNTING David A G. Development of a flow injection chemiluminescent assay for the quantification of lipid hydroperoxides[J]. Journal of the American Oil Chemists Society, 2003, 80 10: 951-955. DOI: 10.1007/s11746-003-0802-1
[8] FERDANI R, LI R, PAJEWSKI R, et al. Transport of chloride and carboxyfluorescein through phospholipid vesicle membranes by heptapeptide amphiphiles[J]. Organic & Biomolecular Chemistry, 2007, 15: 2423-2432. DOI: 10.1039/b705544g
[9] RUEDAS-RAMA M J, ORTE A, HALL E A H, et al. A chloride ion nanosensor for time-resolved fluorimetry and fluorescence lifetime imaging?[J]. Analyst, 2012, 6: 1500-1508. DOI: 10.1039/c2an15851e

LUCIGENIN Preparation Products And Raw materials

Raw materials

Preparation Products

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LUCIGENIN Suppliers

Americas 1 China 139 Europe 2 France 2 Germany 2 India 4 Japan 2 South Korea 1 Switzerland 4 United Kingdom 6 United States 22 USA 1 Global 186

MedChemexpress LLC

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View Lastest Price from LUCIGENIN manufacturers

Xian confluore Biological Technology Co., Ltd.

Product: N,N'-Dimethyl-9,9'-bisacridinium nitrate 2315-97-1
Price: US $0.00/g
Min. Order: 5g
Purity: >99.00%
Supply Ability: 5g
Release date: 2024-03-30

Career Henan Chemical Co

Product: LUCIGENIN 2315-97-1
Price: US $1.00/KG
Min. Order: 1g
Purity: 99%
Supply Ability: 100KG
Release date: 2018-12-24

2315-97-1, LUCIGENINRelated Search:

N,N'-Ethylenebis(stearamide) (2R,3S/2S,3R)-3-(4-Chloro-5-fluoro-6-pyrimidinyl)-2-(2,4-difluorophenyl)butan-2-ol hydrochloride N,N-Dimethylaniline N-Methylaniline N,N-Dimethylpropionamide Isoxazole Pyocyanine LUCIFER YELLOW VS DILITHIUM SALT LUCIFER YELLOW CH DILITHIUM SALT 3,7-DIHYDRO-6-[4-[2-[N'-(5-FLUORESCEINYL)THIOUREIDO]ETHOXY]PHENYL]-2-METHYLIMIDAZO[1,2-A]PYRAZIN-3-ONE LUCIGENIN(RG) LUCIGENIN(REAGENT / STANDARD GRADE) Lucigenin [Bis-N-methylacridinium nitrate] *UltraPure Grade* LUCIGENIN [BIS-N-METHYLACRIDINIUM NITRATE]

lucigenin or N,N′-dimethyl-9,9′-biacridinium dinitrate

L-6868

NSC-151912

9,9'-BIS(N-METHYLACRIDINIUM NITRATE)

LUCIGENIN

10,10'-Dimethyl-9,9'-biacridinium Dinitrate [for Chemiluminescence Research]

BIS(N-METHYLACRIDINIUM) DINITRATE

BIS(N-METHYLACRIDINIUM) NITRATE

N,N'-DIMETHYL-9,9'-BIACRIDINIUM NITRATE

N,N'-DIMETHYLBISACRIDINIUM DINITRATE

10,10’-dimethyl-9,9’-biacridinium

N,N-dimethyl-9,9-bisacridinium nitrate

N,N'-DIMETHYL-9,9'-BIACRIDINIUM-

BIS-N-METHYLACRIDINIUM NITRATE 97%

Lucigenin, HPLC 99%

BIS(N-METHYLACRIDINUIM) DINATRATE

9,9μ-Bis(N-methylacridinium nitrate), Lucigenin

10,10'-Dimethyl-9,9'-biacridine-10,10'-diium·2nitrate

Lucigenine

10,10'-Dimethyl-9,9'-biacridine-10,10'-diium

9,9'-Bi(10-methylacridinium)

9,9'-Bi[10-methylacridinium]

10,100-dimethyl-9,90-biacridinium Dinitrate

N,n0-dimethyl-9,90-biacridinium Dinitrate

9,90biacridinium, 10,100-dimethyl-, Dinitrate

9,90-bis(nmethylacridinium Nitrate)

Lucigenin Nitrate

10-methyl-9-(10-methylacridin-10-ium-9-yl)acridin-10-ium,dinitrate

Bis(N-methylacridinium) Nitrate [for Chemiluminescence Research]

N,N'-Dimethyl-9,9'-biacridinium dinitrate, ≥97.0%

Bis(N-methylacridinium) Nitrate [for Chemiluminescence Research]&gt

N,N'-Dimethyl-9,9'-biacridinium dinitrat

LUCIGENIN USP/EP/BP

9,9'-Biacridinium, 10,10'-dimethyl-, nitrate (1:2)

N,N′-Dimethyl-9,9′-biacridinium dinitrate, ≥98%

N,N'-Dimethyl-9,9'-biacridinium dinitrate

10,10'-Dimethyl-9,9'-biacridinium Dinitrate

Lucigenin, Superoxide anion radical chemiluminescent probe

Lucigenin, 10 mM in DMSO

<i>N,N</i>′-Dimethyl-9,9′-biacridinium dinitrate

Lucigenin(L-6868

10,10'-Dimethyl-[9,9'-biacridine]-10,10'-diium nitrate , Lucigenin

N,N'-Dimethyl-9,9'-biacridiniumdinitrate

2315-97-1

C28H22N22NO3

C28H22N4O6

C28H222N2O3

BioChemical

Biochemicals and Reagents

Detection

Fluorescent Probes, Labels, Particles and Stains

Acridinium (Chemiluminescence)

Chemiluminescence

Miscellaneous Natural Products

Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts

Acridinium (Chemiluminescence)

Acridine

Analytical Chemistry