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B9934

Sigma-Aldrich

BTA-1

≥98% (HPLC), solid

Synonym(s):

2-(4´-Methylaminophenyl)benzothiazole

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About This Item

Empirical Formula (Hill Notation):
C14H12N2S
CAS Number:
Molecular Weight:
240.32
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

solid

color

yellow

solubility

DMSO: soluble ~10 mg/mL

storage temp.

2-8°C

SMILES string

CNc1ccc(cc1)-c2nc3ccccc3s2

InChI

1S/C14H12N2S/c1-15-11-8-6-10(7-9-11)14-16-12-4-2-3-5-13(12)17-14/h2-9,15H,1H3

InChI key

FHJRKGXJBXPBGA-UHFFFAOYSA-N

Gene Information

human ... APP(351)

Biochem/physiol Actions

BTA-1 is a probe for β-amyloid aggregates; fluorescent thioflavin-T derivative; exhibits high affinity for amyloid deposits; displays 50-fold higher affinity than thioflavin-T; selectively stains cerebral plaques and cerebrovascular amyloid deposits in the brains of PS1/APP transgenic mice, as well as Aβ fibrils in postmortem brain tissue obtained from AD patients; crosses the blood brain barrier.

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)


Certificates of Analysis (COA)

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W E Klunk et al.
Life sciences, 69(13), 1471-1484 (2001-09-14)
In vivo assessment of the beta-sheet proteins deposited in amyloid plaques (A beta peptide) or neurofibrillary tangles (tau protein) presents a target for the development of biological markers for Alzheimer's disease (AD). In an effort to develop in vivo beta-sheet
Ruiqing Ni et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 59(6), 960-966 (2018-02-09)
Fibrillary tau aggregates in Alzheimer disease and allied neurodegenerative disorders have been visualized in vivo by PET, whereas mechanistic links between PET-detectable tau deposits and neurotoxicity remain elusive. Here, we took advantage of transgenic mouse models of tauopathies to evaluate
Alex C Kwan et al.
Optics express, 17(5), 3679-3689 (2009-03-05)
Intrinsic optical emissions, such as autofluorescence and second harmonic generation (SHG), are potentially useful for functional fluorescence imaging and biomedical disease diagnosis for neurodegenerative diseases such as Alzheimer's disease (AD). Here, using multiphoton and SHG microscopy, we identified sources of
Chester A Mathis et al.
Bioorganic & medicinal chemistry letters, 12(3), 295-298 (2002-01-30)
The synthesis of a new lipophilic thioflavin-T analogue (2-[4' -(methylamino)phenyl]benzothiazole, 6) with high affinity for amyloid is reported. Intravenous injection of [(11)C]-labeled 6 in control mice resulted in high brain uptake. Amyloid deposits were imaged with multiphoton microscopy in the
William E Klunk et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 23(6), 2086-2092 (2003-03-27)
2-(4'-methylaminophenyl)benzothiazole (BTA-1) is an uncharged derivative of thioflavin-T that has high affinity for Abeta fibrils and shows very good brain entry and clearance. In this study, we asked whether BTA-1, at concentrations typical of those achieved during positron emission tomography

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