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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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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.
V Heiser et al.
Proceedings of the National Academy of Sciences of the United States of America, 97(12), 6739-6744 (2000-06-01)
The accumulation of insoluble protein aggregates in intra and perinuclear inclusions is a hallmark of Huntington's disease (HD) and related glutamine-repeat disorders. A central question is whether protein aggregation plays a direct role in the pathogenesis of these neurodegenerative diseases.
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