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C1115

Sigma-Aldrich

Chrysamine G

≥95% (HPLC), solid

Synonym(s):

4,4′-Bis(3-carboxy-4-hydroxyphenylazo)biphenyl disodium salt

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About This Item

Empirical Formula (Hill Notation):
C26H16N4Na2O6
CAS Number:
6472-91-9
Molecular Weight:
526.41
MDL number:
MFCD00045823
UNSPSC Code:
12352116
PubChem Substance ID:
24724433
NACRES:
NA.77

Quality Level

100

assay

≥95% (HPLC)

form

solid

color

orange

solubility

DMSO: ~4 mg/mL

storage temp.

−20°C

SMILES string

[Na+].[Na+].Oc1ccc(cc1C([O-])=O)N=Nc2ccc(cc2)-c3ccc(cc3)N=Nc4ccc(O)c(c4)C([O-])=O

InChI

1S/C26H18N4O6.2Na/c31-23-11-9-19(13-21(23)25(33)34)29-27-17-5-1-15(2-6-17)16-3-7-18(8-4-16)28-30-20-10-12-24(32)22(14-20)26(35)36;;/h1-14,31-32H,(H,33,34)(H,35,36);;/q;2*+1/p-2

InChI key

AZOPGDOIOXKJRA-UHFFFAOYSA-L

General description

Chrysamine G is a carboxylic acid derivative of Congo red.

Biochem/physiol Actions

Chrysamine G can penetrate the blood-brain barrier. It is useful in quantifying cerebral amyloid β (Aβ) deposition in Alzheimer′s disease (AD) pathological studies.
New probe for ß-amyloid aggregates.

Storage Class

11 - Combustible Solids

wgk_germany

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
114M4608V
123K4612

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W E Klunk et al.
Neurobiology of aging, 15(6), 691-698 (1994-11-01)
This study describes the synthesis and in vitro testing of small molecule probes that may eventually prove useful as markers of amyloid deposition in living patients. The prototype agent, Chrysamine G (CG), is a derivative of Congo red. CG binds
W E Klunk et al.
Life sciences, 63(20), 1807-1814 (1998-11-20)
Increasing evidence suggests that deposition of amyloid-beta (A beta) peptide leads to neurodegeneration in Alzheimer's disease. Congo red, a histologic dye that binds to amyloid has previously been shown to diminish the toxic effects of A beta in cell culture.
N A Dezutter et al.
European journal of nuclear medicine, 26(11), 1392-1399 (1999-11-07)
Chrysamine G (CG), an analogue of Congo red, is known to bind in vitro to the beta-amyloid protein (Abeta 10-43) and to homogenates of several regions of the brain of Alzheimer's disease (AD) patients. We synthesised a conjugate of 2-(acetamido)-CG
D L Smith et al.
Neurobiology of disease, 8(6), 1017-1026 (2001-12-14)
Huntington's disease (HD) is a late onset neurodegenerative disorder caused by a CAG/polyglutamine (polyQ) repeat expansion. PolyQ aggregates can be detected in the nuclei and processes of neurons in HD patients and mouse models prior to the onset of symptoms.
W E Klunk et al.
Neurobiology of aging, 16(4), 541-548 (1995-07-01)
Chrysamine-G (CG) is a carboxylic acid analogue of Congo red, a histologic dye which stains amyloid. CG binds to the beta-amyloid protein of Alzheimer's disease (AD) in vitro and partitions into the brain of normal mice. In this study, we
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