Thioflavin T
2-[4-(dimethylamino)phenyl]-3,6-dimethylbenzothiazolium chloride
CAS: 2390-54-7
Molecular Formula: C17H19ClN2S
Thioflavin T - Names and Identifiers
| Name | 2-[4-(dimethylamino)phenyl]-3,6-dimethylbenzothiazolium chloride |
| Synonyms | avin T ThiofL C.I. 49005 Thioflavin T Thioflavine T C.I. Basic Yellow 1 LABOTEST-BB LT00451909 Thioflavine T (C.I.No.49005) for synthesis 2-[4-(dimethylamino)phenyl]-3,6-dimethyl-benzothiazoliuchloride 2-[4-(dimethylamino)phenyl]-3,6-dimethylbenzothiazolium chloride Benzothiazolium,2-[4-(dimethylamino)phenyl]-3,6-dimethyl-,chloride 2-[4-(dimethylamino)phenyl]-3,6-dimethyl-1,3-benzothiazol-3-ium chloride |
| CAS | 2390-54-7 |
| EINECS | 219-228-9 |
| InChI | 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 |
Thioflavin T - Physico-chemical Properties
| Molecular Formula | C17H19ClN2S |
| Molar Mass | 318.86 |
| Density | 1.301g/cm3 at 20℃ |
| Melting Point | 211-212 °C (decomp) |
| Solubility | methanol: soluble1mg/mL |
| Vapor Presure | 0Pa at 25℃ |
| Appearance | Powder |
| Color | Yellow to ochre-yellow |
| BRN | 3922452 |
| Storage Condition | Store below +30°C. |
| MDL | MFCD00011944 |
| In vitro study | Thioflavin T (ThT) is a benzothiazole dye that exhibits enhanced fluorescence upon binding to amyloid fibrils and is commonly used to diagnose amyloid fibrils, both ex vivo and in vitro. In aqueous solutions, Thioflavin T is found to exist as micelles at concentrations commonly used to monitor fibrils by fluorescence assay (~10-20 μM). Specific conductivity changes are measured at varying concentration of Thioflavin T and the critical micellar concentration is calculated to be 4.0±0.5 μM. Changes in the fluorescence excitation and emission of Thioflavin T are also dependent on the micelle formation. The Thioflavin T micelles of 3 nm diameter are directly visualized using atomic force microscopy, and bound Thioflavin T micelles are observed along the fibril length for representative fibrils. Increasing concentration of Thioflavin T above the critical micellar concentration shows increased numbers of micelles bound along the length of the amyloid fibrils. Thioflavin T micelles are disrupted at low pH as observed by atomic force microscopy and fluorescence enhancement upon binding of Thioflavin T to amyloid fibrils also reduced by several-fold upon decreasing the pH to below 3.The micelles of Thioflavin T bind amyloid fibrils leading to enhancement of fluorescence emission. |
Thioflavin T - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| UN IDs | 2811 |
| WGK Germany | 3 |
| TSCA | Yes |
| HS Code | 32041300 |
| Hazard Class | 6.1(b) |
| Packing Group | III |
Thioflavin T - Reference
| Reference Show more | 1. Wang Rui, Zhu Wenqing, Zheng Jie, et al. Inhibitory effect of protocatechuic acid on amyloid fibrosis of human serum albumin [J]. Journal of Analytical Science 2020 v.36(02):14-18. 2. Hao Xuyi, Luo Si, Cheng Shuyi, et al. Effect of Danggui Shaoyao Powder on Copper Ion-mediated Aβ Aggregation in AD Cell Model [J]. Chinese Journal of Experimental Presentation, 2019, 25(06):53-59. 3. [IF = 4.451] Rong-zu Nie et al."A-type EGCG dimer, a new proanthocyanidins dimer from persimmon, interacts with the amino acid residues of Aβ40 which possessed high aggregation-propensity and strongly inhibits its amyloid fibrils formation." J Funct Foods. 2019 4. [IF = 4.079] Rong-zu Nie et al."A-type dimeric epigallocatechin-3-gallate (EGCG) is a more potent inhibitor against the formation of insulin amyloid fibril than EGCG monomer." Biochimie 2016 Jun;125:204 5. [IF = 2.352] Rong-zu Nie et al."Comparison of disaggregative effect of A- type EGCG dimer and EGCG monomer on the preformed bovine insulin amyloid fibrils." Biophys Chem. 2017 Nov;230:1 6. [IF = 9.147] Fengzhan Cui et al."Development of pH-responsive emulsions stabilized by whey protein fibrils." Food Hydrocolloid. 2022 Jan;122:107067 7. [IF = 3.37] Fengjin Hao et al."Biological evaluation of naturally occurring bulbocodin D as a potential multi-target agent for Alzheimer's disease." Brain Res Bull. 2020 Dec;165:48 8. [IF = 2.506] An Di et al."The Effect of Limited Proteolysis by Trypsin on the Formation of Soy Protein Isolate Nanofibrils." J Chem-Ny. 2020;2020:8185037 9. [IF = 10.588] Chao Liang et al.Proteinaceous porous nanofiber membrane-type adsorbent derived from amyloid lysozyme protofilaments for highly efficient lead(II) biologic scavenging.J Hazard Mater. 2022 Mar;425:127886 10. [IF = 9.229] Miaomiao Han et al."Amyloid Protein-Biofunctionalized Polydopamine Nanoparticles Demonstrate Minimal Plasma Protein Fouling and Efficient Photothermal Therapy." Acs Appl Mater Inter. 2022;XXXX(XXX):XXX-XXX 11. [IF = 13.273] Chao Liang et al."Novel amyloid-like porous lysozyme skeletons as" green "superadsorbent presenting ultrahigh capacity and rapid sequestration towards hazardous Congo red." Chem Eng J.2022 Aug;441:136005 |
Thioflavin T - Reference Information
| color index | 49005 |
| LogP | 3.02 at 25℃ and pH7.98 |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Biological activity | Thioflavin T (ThT, Basic Yellow 1) is a benzothiazole dye that shows enhanced fluorescence when combined with amyloid fibrils. It is usually used to diagnose amyloid fibrils. |
| Uses | A benzothiazole dye that can improve fluorescence efficiency when connected to amyloid; used in histology and protein characterization |
Last Update：2024-04-09 21:11:58
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