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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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Eleonora Di Zanni et al.
Neurobiology of disease, 45(1), 508-518 (2011-10-04)
Heterozygous in frame duplications of the PHOX2B gene, leading to polyalanine (polyAla) expansions ranging from +5 to +13 residues of a 20-alanine stretch, have been identified in the vast majority of patients affected with Congenital Central Hypoventilation Syndrome (CCHS), a
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.
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
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
Fusheng Yang et al.
The Journal of biological chemistry, 280(7), 5892-5901 (2004-12-14)
Alzheimer's disease (AD) involves amyloid beta (Abeta) accumulation, oxidative damage, and inflammation, and risk is reduced with increased antioxidant and anti-inflammatory consumption. The phenolic yellow curry pigment curcumin has potent anti-inflammatory and antioxidant activities and can suppress oxidative damage, inflammation
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