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Merck
CN

M8010

N,N′-Dimethyl-9,9′-biacridinium dinitrate

Powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C28H22N4O6
CAS Number:
2315-97-1
Molecular Weight:
510.50
NACRES:
NA.47
PubChem Substance ID:
24897210
UNSPSC Code:
12171500
EC Number:
219-023-4
MDL number:
MFCD00011925
Beilstein/REAXYS Number:
3901768

Key Documents

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Product Name

N,N′-Dimethyl-9,9′-biacridinium dinitrate, used as chemiluminescent reagent

InChI key

KNJDBYZZKAZQNG-UHFFFAOYSA-N

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

SMILES string

[O-][N+]([O-])=O.[O-][N+]([O-])=O.C[n+]1c2ccccc2c(-c3c4ccccc4[n+](C)c5ccccc35)c6ccccc16

form

powder

mp

245-250 °C

solubility

acetic acid: 10 mg/mL

fluorescence

λex 319 nm; λem 384 nm (pH 9.0)
λex 360 nm; λem 449 nm (Reaction product)
λex 368 nm; λem 505 nm in H2O

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

Quality Level

100

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Application

N,N′-Dimethyl-9,9′-biacridinium dinitrate has been used in chemiluminescence assay to measure reactive oxygen species production and superoxide production.
Reagent used for the generation of chemiluminescence in the presence of a reductant and oxygen; it is employed in numerous chemiluminescent assays. Lucigenin is specific for superoxide anion radical.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCL0744
MKCJ5948
MKCC4634
MKBB2539V
MKBN6184V

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Neutrophil superoxide release and plasma C-reactive protein levels pre- and post-periodontal therapy.
Ling MR
Journal of Clinical Periodontology, 43, 652-652 (2016)
Survival and in vitro fertility of boar spermatozoa frozen in the presence of superoxide dismutase and/or catalase.
Roca J
Journal of Andrology, 26, 15-15 (2005)
Toll-like receptor-4 is involved in eliciting an LPS-induced oxidative burst in neutrophils
Remer KA, et al.
Immunology Letters, 85, 75-80 (2003)
Feng-Lin Yen et al.
PloS one, 8(5), e63845-e63845 (2013-05-15)
Upregulation of intercellular adhesion molecule-1 (ICAM-1) involves adhesions between both circulating and resident leukocytes and the human lung epithelial cells during lung inflammatory reactions. We have previously demonstrated that curcumin-loaded polyvinylpyrrolidone nanoparticles (CURN) improve the anti-inflammatory and anti-oxidative properties of
Enhanced XOR activity in eNOS-deficient mice: effects on the nitrate-nitrite-NO pathway and ROS homeostasis
Peleli M, et al.
Free Radical Biology & Medicine, 99, 472-484 (2016)
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Sensor Dyes

Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.

感应染料

一氧化氮 (NO) 是神经元、内皮细胞和免疫系统中的信号转运分子。

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