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Thioflavin information


Thioflavin T
Names
Preferred IUPAC name
2-[4-(Dimethylamino)phenyl]-3,6-dimethyl-1,3-benzothiazol-3-ium chloride
Identifiers
CAS Number
  • 2390-54-7 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:88013 ☒N
ChEMBL
  • ChEMBL224392 checkY
  • ChEMBL224392 checkY
ChemSpider
  • 16062 checkY
ECHA InfoCard 100.017.482 Edit this at Wikidata
PubChem CID
  • 16953
UNII
  • CAX9SG0II0 checkY
CompTox Dashboard (EPA)
  • DTXSID10883841 Edit this at Wikidata
InChI
  • InChI=1S/C17H19N2S.ClH/c1-12-5-10-15-16(11-12)20-17(19(15)4)13-6-8-14(9-7-13)18(2)3;/h5-11H,1-4H3;1H/q+1;/p-1 checkY
    Key: JADVWWSKYZXRGX-UHFFFAOYSA-M checkY
  • InChI=1/C17H19N2S.ClH/c1-12-5-10-15-16(11-12)20-17(19(15)4)13-6-8-14(9-7-13)18(2)3;/h5-11H,1-4H3;1H/q+1;/p-1
    Key: JADVWWSKYZXRGX-REWHXWOFAC
SMILES
  • [Cl-].s2c1cc(ccc1[n+](c2c3ccc(N(C)C)cc3)C)C
Properties
Chemical formula
C17H19ClN2S
Molar mass 318.86 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Thioflavins are fluorescent dyes that are available as at least two compounds, namely Thioflavin T and Thioflavin S. Both are used for histology staining and biophysical studies of protein aggregation.[1] In particular, these dyes have been used since 1989 to investigate amyloid formation.[2] They are also used in biophysical studies of the electrophysiology of bacteria.[3] Thioflavins are corrosive, irritant, and acutely toxic, causing serious eye damage.[4] Thioflavin T has been used in research into Alzheimer's disease and other neurodegenerative diseases.

  1. ^ Biancalana M, Koide S (July 2010). "Molecular mechanism of Thioflavin-T binding to amyloid fibrils". Biochimica et Biophysica Acta (BBA) - Proteins and Proteomics. 1804 (7): 1405–12. doi:10.1016/j.bbapap.2010.04.001. PMC 2880406. PMID 20399286.
  2. ^ Gade Malmos, Kirsten; Blancas-Mejia, Luis M.; Weber, Benedikt; Buchner, Johannes; Ramirez-Alvarado, Marina; Naiki, Hironobu; Otzen, Daniel (2017). "THT 101: A primer on the use of thioflavin T to investigate amyloid formation". Amyloid. 24 (1): 1–16. doi:10.1080/13506129.2017.1304905. PMID 28393556.
  3. ^ Prindle A, Liu J, Asally M, Ly S, Garcia-Ojalvo J, Süel GM (November 2015). "Ion channels enable electrical communication in bacterial communities". Nature. 527 (7576): 59–63. Bibcode:2015Natur.527...59P. doi:10.1038/nature15709. PMC 4890463. PMID 26503040.
  4. ^ "Thioflavin T". National Center for Biotechnology Information. PubChem.

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Thioflavin

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Thioflavins are fluorescent dyes that are available as at least two compounds, namely Thioflavin T and Thioflavin S. Both are used for histology staining...

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Pittsburgh compound B

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Pittsburgh compound B (PiB) is a radioactive analog of thioflavin T, which can be used in positron emission tomography scans to image beta-amyloid plaques...

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Amyloid

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and an ability to stain with specific dyes, such as Congo red, thioflavin T or thioflavin S. The term "cross-β" was based on the observation of two sets...

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Fluorometer

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fluorimetry equipment. Thioflavins are dyes used for histology staining and biophysical studies of protein aggregation. For example, thioflavin T is used in the...

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solanezumab. Imaging compounds, notably Pittsburgh compound B, (6-OH-BTA-1, a thioflavin), can selectively bind to amyloid beta in vitro and in vivo. This technique...

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Congo red

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confocal microscopy, Congo red can be used as a stable fluorescent stain. Thioflavin Klaus Hunger, Peter Mischke, Wolfgang Rieper, Roderich Raue, Klaus Kunde...

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Primuline

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fluorescent. Thioflavin T is obtained by the methylation of dehydrothiotoluidine with methanol in the presence of hydrochloric acid. Thioflavin S results...

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Benzothiazole

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electron-withdrawing moiety with numerous applications in dyes such as thioflavin. Some drugs contain this group, examples being riluzole and pramipexole...

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Amyloidosis

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light, makes the amyloid proteins appear apple-green on microscopy. Also, thioflavin T stain may be used. A number of imaging techniques such as a Nuclear...

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same core structure as amyloid fibrils, and is positive to Congo red and thioflavin T. The monolayer formed by class I hydrophobins has a highly ordered structure...

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Positron emission tomography

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McLellan ME, Frosch MP, Hyman BT, et al. (February 2002). "A lipophilic thioflavin-T derivative for positron emission tomography (PET) imaging of amyloid...

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a variety of staining techniques, including silver stains, Congo red, Thioflavin, cresyl violet, PAS-reaction, and luminescent conjugated oligothiophenes...

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Brain positron emission tomography

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McLellan ME, Frosch MP, Hyman BT, et al. (February 2002). "A lipophilic thioflavin-T derivative for positron emission tomography (PET) imaging of amyloid...

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Chester Mathis

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human brain using PET scanning, and which is a fluorescent analog of thioflavin T. For his work on Alzheimer's disease he has received the Metlife Foundation...

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C17H19ClN2S

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g/mol) may refer to: Chlorpromazine, the oldest typical antipsychotic Thioflavin, two dyes used for histology staining This set index page lists chemical...

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Athene Donald

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Krebs, M.R.H.; Bromley, E.H.C.; Donald, A.M. (2005). "The binding of thioflavin-T to amyloid fibrils: Localisation and implications". Journal of Structural...

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List of histologic stains that aid in diagnosis of cutaneous conditions

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Nerve sheath myxoma (Cellular neurothekeoma) Extraskeletal chondroma Thioflavin T Amyloidosis Colloid milium Toluidine blue Mast cell Mastocytosis Mucopolysaccharidoses...

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