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MW 696.7 Da, Purity >98%. Amyloid fibril-binding dye. Caspase inhibitor. Red shifts on aggregation and binding to amyloid fibrils. Blue shifts on binding to cellulose. Shows apple green birefringence under polarized light in the presence of amyloid fibrils. Inhibits Fib-beta A neurotoxicity.

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Images

Chemical Structure - Congo Red, Amyloid fibril-binding dye (AB145645), expandable thumbnail

Key facts

CAS number
573-58-0
Purity
> 98%
Form
Solid
Molecular weight
696.7 Da
Molecular formula
C32H22N6Na2O6S2
PubChem identifier
11313
Nature
Synthetic
Excitation/Emission
Ex: 497nm, Em: 614nm

Alternative names

Recommended products

MW 696.7 Da, Purity >98%. Amyloid fibril-binding dye. Caspase inhibitor. Red shifts on aggregation and binding to amyloid fibrils. Blue shifts on binding to cellulose. Shows apple green birefringence under polarized light in the presence of amyloid fibrils. Inhibits Fib-beta A neurotoxicity.

Key facts

Purity
> 98%
PubChem identifier
11313
Solubility

Soluble in water to 5 mM.

Soluble in DMSO to 5 mM.

Biochemical name
Congo red
Biological description

Amyloid fibril-binding dye. Caspase inhibitor. Red shifts on aggregation and binding to amyloid fibrils. Blue shifts on binding to cellulose. Shows apple green birefringence under polarized light in the presence of amyloid fibrils. Inhibits Fib-beta A neurotoxicity.

Canonical SMILES
C1=CC=C2C(=C1)C(=CC(=C2N)N=NC3=CC=C(C=C3)C4=CC=C(C=C4)N=NC5=C(C6=CC=CC=C6C(=C5)S(=O)(=O)[O-])N)S(=O)(=O)[O-].[Na+].[Na+]
InChI
InChI=1S/C32H24N6O6S2.2Na/c33-31-25-7-3-1-5-23(25)29(45(39,40)41)17-27(31)37-35-21-13-9-19(10-14-21)20-11-15-22(16-12-20)36-38-28-18-30(46(42,43)44)24-6-2-4-8-26(24)32(28)34;;/h1-18H,33-34H2,(H,39,40,41)(H,42,43,44);;/q;2*+1/p-2
InChIKey
IQFVPQOLBLOTPF-UHFFFAOYSA-L
IUPAC name
disodium;4-amino-3-[[4-[4-[(1-amino-4-sulfonatonaphthalen-2-yl)diazenyl]phenyl]phenyl]diazenyl]naphthalene-1-sulfonate
Excitation/Emission
Ex: 497nm, Em: 614nm

Storage

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate long-term storage conditions
Ambient
Storage information
The product can be stored for up to 12 months

Notes

This product is manufactured by BioVision, an Abcam company and was previously called 2588 Congo Red. 2588-500 is the same size as the 500 mg size of ab145645.

Supplementary info

This supplementary information is collated from multiple sources and compiled automatically.
Activity summary

Choline acetyltransferase (ChAT) amyloid precursor protein (APP) and dihydrofolate reductase (DHFR) are important biological targets expressing distinct mechanical functions. ChAT is an enzyme that synthesizes the neurotransmitter acetylcholine; it is mainly expressed in the central and peripheral nervous systems. ChAT has a mass of about 69 kDa and alternative names include CAT or CHAT. The amyloid precursor protein (APP) is a transmembrane protein with a role in synaptic formation and repair and weighs approximately 100-140 kDa depending on its isoform. It is abundantly expressed in neurons. Dihydrofolate reductase (DHFR) is an important enzyme in folate metabolism vital for DNA synthesis and exists in many tissues especially in the liver. ENPP2 also known as autotaxin (ATX) is an enzyme involved in lysophospholipid metabolism with wide expression in various tissues.

Biological function summary

The synthesis of acetylcholine by ChAT is essential for cholinergic neurotransmission influencing muscle activation and several aspects of cognition. ChAT doesn't function as part of a complex acting independently to catalyze the conversion of acetyl-CoA and choline into acetylcholine. In contrast APP undergoes proteolytic processing leading to the formation of amyloid-beta associated with amyloid plaque formation in Alzheimer's disease. DHFR plays an integral role in the reduction of dihydrofolate to tetrahydrofolate critical for synthesizing nucleotides for DNA replication. ENPP2/ATX generates lysophosphatidic acid (LPA) which modulates cell proliferation and migration.

Pathways

ChAT is pivotal in the acetylcholine biosynthesis pathway interacting with other enzymes involved in neurotransmitter cycling such as acetylcholinesterase which breaks down acetylcholine. APP is central to the amyloidogenic and non-amyloidogenic pathways which include secretase-mediated cleavage that can also involve presenilin enzymes. DHFR is part of the folate pathway essential for the de novo synthesis of purine and thymidylate and shares involvement with the enzyme thymidylate synthase. ENPP2/ATX has significant roles in the LPA signaling pathway interacting with LPA receptors which activate various downstream signaling cascades.

Associated diseases and disorders

Alterations in ChAT are associated with neurodegenerative diseases such as Alzheimer's where acetylcholine levels are critically reduced. In Alzheimer's disease APP through its cleavage products also plays an important pathogenic role associated with amyloid plaque formation. Meanwhile DHFR is a target in cancer treatment strategies where antifolate drugs aim to halt cancer cell proliferation by inhibiting folate metabolism. ENPP2/ATX links to several conditions including cancer metastasis and fibrosis related to its role in activating LPA signaling that influences cancer cell behavior.

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1 product image

  • Chemical Structure - Congo Red, Amyloid fibril-binding dye (ab145645), expandable thumbnail

    Chemical Structure - Congo Red, Amyloid fibril-binding dye (ab145645)

    2D chemical structure image of ab145645, Congo Red, Amyloid fibril-binding dye

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Product protocols

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