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201316

Sigma-Aldrich

Quinaldine Red

Dye content 95 %

Synonym(s):

2-(4-Dimethylaminostyryl)-1-ethylquinolinium iodide

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About This Item

Empirical Formula (Hill Notation):
C21H23IN2
CAS Number:
117-92-0
Molecular Weight:
430.33
Beilstein/REAXYS Number:
3798055
EC Number:
204-221-5
MDL number:
MFCD00011968
UNSPSC Code:
12171500
PubChem Substance ID:
24852005
NACRES:
NA.47

form

powder or crystals

Quality Level

200

composition

Dye content, 95%

technique(s)

titration: suitable

solubility

ethanol: 1 mg/mL, clear, dark red

λmax

528 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[I-].CC[n+]1c(\C=C\c2ccc(cc2)N(C)C)ccc3ccccc13

InChI

1S/C21H23N2.HI/c1-4-23-20(16-12-18-7-5-6-8-21(18)23)15-11-17-9-13-19(14-10-17)22(2)3;/h5-16H,4H2,1-3H3;1H/q+1;/p-1

InChI key

JOLANDVPGMEGLK-UHFFFAOYSA-M

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Application

Quinaldine Red has been used as a fluorescent probe for α1-acid glycoprotein (AAG).

Biochem/physiol Actions

Quinaldine Red (2-(p-Dimethylaminostyryl) quinoline ethiodide) is a very dark red or reddish-black colored powder. It has been used mainly for regulation of cell proliferation, in diagnostic agents of disease related with amyloid accumulation, detecting enzyme activity and dental bleaching materials. In addition, quinaldine red also been implicated in treatment of allodynia and virus infectious diseases. It is colorless at pH 1.4 and red at pH 3.2.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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World Health Organization
The International Pharmacopoeia, 1 (2006)
H Imamura et al.
Pharmaceutical research, 11(4), 566-570 (1994-04-01)
We examined different fluorescent probes suitable for fluorometric determination of alpha 1-acid glycoprotein (AGP) in serum. Quinaldine red (QR) was shown to bind strongly and selectively to AGP. Taking advantage of the enhanced fluorescence of QR in the presence of
H Imamura et al.
Biological & pharmaceutical bulletin, 16(9), 926-929 (1993-09-01)
We attempted to develop a fluorescent probe superior to conventional ones (8-anilino-1-naphthalenesulfonate and auramine O) for use in the study of drug-binding sites on alpha 1-acid glycoprotein (AGP). It was found that quinaldine red (QR) strongly bound to AGP and
A I Ivanov et al.
Clinical and experimental medicine, 2(3), 147-155 (2002-11-26)
The acute-phase response alters the composition of carrier proteins in plasma, which may affect the blood deposition and transport of biomediators and drugs. The effect of the acute-phase response on the ligand binding ability of plasma was studied in leukemic
Paul Zuck et al.
Analytical biochemistry, 342(2), 254-259 (2005-06-14)
Miniaturization of high-throughput screening (HTS) assays has several obvious advantages, including increased throughput and lower cost by reduction in reagent consumption. Although absorbance assays are widely used in research laboratories, their application for HTS in a low-volume format has been
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