## 2-(4-(Dimethylamino)styryl)benzothiazole: A Fluorescent Dye with Research Applications
**2-(4-(Dimethylamino)styryl)benzothiazole**, also known as **DST**, is an organic compound belonging to the **styryl dye** family. Its molecular structure consists of a benzothiazole ring linked to a styryl group containing a dimethylamino substituent. This specific arrangement gives DST several key properties:
* **Strong fluorescence:** DST exhibits bright fluorescence, particularly in the blue-green region of the visible spectrum. This makes it suitable for various fluorescence-based techniques.
* **Photostability:** DST is relatively resistant to photobleaching, which means it can be used for long-term imaging and experiments.
* **Solvatochromism:** DST's fluorescence emission wavelength shifts depending on the solvent polarity, which makes it useful for studying solvent properties and environmental changes.
**Research Importance:**
DST has found applications in a variety of research fields, including:
* **Bioimaging:** Its fluorescence properties allow visualization of cellular structures and processes, such as protein localization, membrane dynamics, and DNA binding.
* **Sensing:** DST's sensitivity to environmental changes, like pH and solvent polarity, makes it a valuable tool for developing sensors for various analytes.
* **Materials Science:** DST can be incorporated into polymer matrices or used as a probe for investigating the properties of different materials.
* **Photodynamic Therapy:** DST's ability to absorb light and generate reactive oxygen species makes it a potential candidate for photodynamic therapy applications.
**Beyond DST:**
DST is just one example of a styryl dye with research potential. Many other derivatives and analogs of this compound exist, each with unique properties and applications. For example, **thiazole orange** is another styryl dye used for DNA staining and visualization.
**Overall:**
2-(4-(Dimethylamino)styryl)benzothiazole is a versatile fluorescent dye with a wide range of applications in research, particularly in fields like bioimaging, sensing, and materials science. Its strong fluorescence, photostability, and sensitivity to environmental changes make it a powerful tool for studying various phenomena at the molecular and cellular levels.
2-(4-(dimethylamino)styryl)benzothiazole: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
ID Source | ID |
---|---|
PubMed CID | 5378081 |
CHEMBL ID | 565657 |
SCHEMBL ID | 476578 |
MeSH ID | M0548103 |
Synonym |
---|
144528-14-3 |
trans-2-(4-dimethylamino)styryl)benzothiazole |
BIDD:GT0364 |
unii-151j9iy8by |
151j9iy8by , |
benzenamine, 4-[2-(2-benzothiazolyl)ethenyl]-n,n-dimethyl- |
smr000184633 |
MLS000573782 , |
4-[2-(1,3-benzothiazol-2-yl)vinyl]-n,n-dimethylaniline |
nsc 402471 |
einecs 216-622-2 |
4-(2-(2-benzothiazol-2-yl)vinyl)-n,n-dimethylaniline |
2-(p-(dimethylamino)styryl)benzothiazole |
p-dimethylaminostyrylbenzothiazole |
benzenamine, 4-(2-(2-benzothiazolyl)ethenyl)-n,n-dimethyl- |
2-(p-dimethylaminostyryl)benzothiazole |
hsdb 5844 |
benzothiazole, 2-(p-(dimethylamino)styryl)- |
2-(4-dimethylaminostyryl)benzothiazole |
nsc-402471 |
1628-58-6 |
wln: t56 bn dsj c1u1r dn1&1 |
benzothiazole, 2-[p-(dimethylamino)styryl]- |
nsc402471 |
4-[(e)-2-(1,3-benzothiazol-2-yl)ethenyl]-n,n-dimethylaniline |
STK396496 |
AKOS000507399 |
CHEMBL565657 , |
NCGC00184126-05 |
NCGC00184126-08 |
NCGC00184126-03 |
NCGC00184126-01 |
NCGC00184126-02 |
NCGC00184126-07 |
NCGC00184126-06 |
NCGC00184126-04 |
HMS2387E08 |
[4-((1e)-2-benzothiazol-2-ylvinyl)phenyl]dimethylamine |
trans-2-[4-(dimethylamino)styryl]benzothiazole |
2-(p-dimethylaminostyryl)benzothiazole [hsdb] |
2N-547S |
SCHEMBL476578 |
cid_5378081 |
4-[(e)-2-(1,3-benzothiazol-2-yl)ethenyl]-n,n-dimethyl-aniline |
[4-[(e)-2-(1,3-benzothiazol-2-yl)vinyl]phenyl]-dimethyl-amine |
bdbm52401 |
MVMOMSLTZMMLJR-FMIVXFBMSA-N |
p-(dimethylamino)styrylbenzothiazole |
4-(2-(1,3-benzothiazol-2-yl)ethenyl)-n,n-dimethylaniline |
2-(4-(dimethylamino)styryl)benzothiazole |
4-[2-(2-benzothiazol-2-yl)vinyl]-n,n-dimethylaniline |
Q27251670 |
CS-0357403 |
(e)-4-(2-(benzo[d]thiazol-2-yl)vinyl)-n,n-dimethylaniline |
Z46082839 |
Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Chain A, JmjC domain-containing histone demethylation protein 3A | Homo sapiens (human) | Potency | 19.9526 | 0.6310 | 35.7641 | 100.0000 | AID504339 |
Chain A, Cruzipain | Trypanosoma cruzi | Potency | 31.6228 | 0.0020 | 14.6779 | 39.8107 | AID1476 |
Luciferase | Photinus pyralis (common eastern firefly) | Potency | 0.1069 | 0.0072 | 15.7588 | 89.3584 | AID588342 |
acid sphingomyelinase | Homo sapiens (human) | Potency | 25.1189 | 14.1254 | 24.0613 | 39.8107 | AID504937 |
glp-1 receptor, partial | Homo sapiens (human) | Potency | 5.8912 | 0.0184 | 6.8060 | 14.1254 | AID624172; AID624417 |
TDP1 protein | Homo sapiens (human) | Potency | 7.7853 | 0.0008 | 11.3822 | 44.6684 | AID686978; AID686979 |
Microtubule-associated protein tau | Homo sapiens (human) | Potency | 19.9526 | 0.1800 | 13.5574 | 39.8107 | AID1460 |
Smad3 | Homo sapiens (human) | Potency | 12.5893 | 0.0052 | 7.8098 | 29.0929 | AID588855 |
PINK1 | Homo sapiens (human) | Potency | 42.2395 | 2.8184 | 18.8959 | 44.6684 | AID624263 |
67.9K protein | Vaccinia virus | Potency | 2.8184 | 0.0001 | 8.4406 | 100.0000 | AID720580 |
luciferase | Photuris pensylvanica (Pennsylania firefly) | Potency | 11.2202 | 0.8913 | 10.4328 | 20.5750 | AID1379 |
Parkin | Homo sapiens (human) | Potency | 42.2395 | 0.8199 | 14.8306 | 44.6684 | AID624263 |
bromodomain adjacent to zinc finger domain 2B | Homo sapiens (human) | Potency | 31.6228 | 0.7079 | 36.9043 | 89.1251 | AID504333 |
IDH1 | Homo sapiens (human) | Potency | 29.0929 | 0.0052 | 10.8652 | 35.4813 | AID686970 |
chromobox protein homolog 1 | Homo sapiens (human) | Potency | 39.8107 | 0.0060 | 26.1688 | 89.1251 | AID540317 |
nuclear factor erythroid 2-related factor 2 isoform 2 | Homo sapiens (human) | Potency | 18.3564 | 0.0041 | 9.9848 | 25.9290 | AID504444 |
importin subunit beta-1 isoform 1 | Homo sapiens (human) | Potency | 31.6228 | 5.8048 | 36.1306 | 65.1308 | AID540253 |
flap endonuclease 1 | Homo sapiens (human) | Potency | 50.1187 | 0.1337 | 25.4129 | 89.1251 | AID588795 |
ras-related protein Rab-9A | Homo sapiens (human) | Potency | 0.0891 | 0.0002 | 2.6215 | 31.4954 | AID485297 |
snurportin-1 | Homo sapiens (human) | Potency | 31.6228 | 5.8048 | 36.1306 | 65.1308 | AID540253 |
peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 | Homo sapiens (human) | Potency | 95.2834 | 0.4256 | 12.0591 | 28.1838 | AID504891 |
GTP-binding nuclear protein Ran isoform 1 | Homo sapiens (human) | Potency | 31.6228 | 5.8048 | 16.9962 | 25.9290 | AID540253 |
DNA polymerase iota isoform a (long) | Homo sapiens (human) | Potency | 89.1251 | 0.0501 | 27.0736 | 89.1251 | AID588590 |
nuclear receptor ROR-gamma isoform 1 | Mus musculus (house mouse) | Potency | 2.1487 | 0.0079 | 8.2332 | 1,122.0200 | AID2546; AID2551 |
geminin | Homo sapiens (human) | Potency | 7.5024 | 0.0046 | 11.3741 | 33.4983 | AID624296; AID624297 |
DNA polymerase kappa isoform 1 | Homo sapiens (human) | Potency | 50.1187 | 0.0316 | 22.3146 | 100.0000 | AID588579 |
Vpr | Human immunodeficiency virus 1 | Potency | 25.1189 | 1.5849 | 19.6264 | 63.0957 | AID651644 |
survival motor neuron protein isoform d | Homo sapiens (human) | Potency | 19.9526 | 0.1259 | 12.2344 | 35.4813 | AID1458 |
DNA dC->dU-editing enzyme APOBEC-3G isoform 1 | Homo sapiens (human) | Potency | 11.2202 | 0.0580 | 10.6949 | 26.6086 | AID602310 |
DNA dC->dU-editing enzyme APOBEC-3F isoform a | Homo sapiens (human) | Potency | 35.4813 | 0.0259 | 11.2398 | 31.6228 | AID602313 |
Alpha-synuclein | Homo sapiens (human) | Potency | 11.5189 | 0.5623 | 9.3985 | 25.1189 | AID652106 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
nuclear receptor coactivator 1 isoform 1 [Homo sapiens] | Homo sapiens (human) | IC50 (µMol) | 20.3630 | 1.1530 | 6.2803 | 9.9630 | AID602235 |
transactivating tegument protein VP16 [Human herpesvirus 1] | Human alphaherpesvirus 1 (Herpes simplex virus type 1) | IC50 (µMol) | 19.8000 | 0.9460 | 4.7016 | 9.4870 | AID602236 |
nuclear receptor coactivator 3 isoform a | Homo sapiens (human) | IC50 (µMol) | 0.1476 | 0.1476 | 4.3309 | 9.9200 | AID602234 |
Amyloid-beta precursor protein | Homo sapiens (human) | Ki | 0.0023 | 0.0001 | 0.0856 | 0.8900 | AID445593 |
Insulin receptor | Homo sapiens (human) | IC50 (µMol) | 1.2000 | 0.0017 | 0.8479 | 10.0000 | AID644391 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
POsterior Segregation | Caenorhabditis elegans | EC50 (µMol) | 300.0000 | 2.2010 | 47.1808 | 186.6810 | AID1964 |
Sodium-dependent noradrenaline transporter | Homo sapiens (human) | EC50 (µMol) | 300.0000 | 0.0820 | 31.0243 | 168.9080 | AID1960 |
Zinc finger protein mex-5 | Caenorhabditis elegans | EC50 (µMol) | 300.0000 | 0.0820 | 33.5679 | 168.9080 | AID1960 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID651635 | Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression | |||
AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2006 | Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5 | Microsphere-based protease assays and screening application for lethal factor and factor Xa. |
AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
AID504810 | Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign | 2010 | Endocrinology, Jul, Volume: 151, Issue:7 | A small molecule inverse agonist for the human thyroid-stimulating hormone receptor. |
AID1745845 | Primary qHTS for Inhibitors of ATXN expression | |||
AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2006 | Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5 | Microsphere-based protease assays and screening application for lethal factor and factor Xa. |
AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
AID504812 | Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign | 2010 | Endocrinology, Jul, Volume: 151, Issue:7 | A small molecule inverse agonist for the human thyroid-stimulating hormone receptor. |
AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2006 | Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5 | Microsphere-based protease assays and screening application for lethal factor and factor Xa. |
AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
AID445593 | Binding affinity to Beta amyloid aggregates in Alzheimer's disease patient brain by competitive binding assay | 2010 | Journal of medicinal chemistry, Feb-11, Volume: 53, Issue:3 | 18F stilbenes and styrylpyridines for PET imaging of A beta plaques in Alzheimer's disease: a miniperspective. |
AID644391 | Displacement of thioflavin T from insulin receptor by thioflavin-T fluorescent dye assay | 2012 | Bioorganic & medicinal chemistry, Feb-15, Volume: 20, Issue:4 | QSAR studies for prediction of cross-β sheet aggregate binding affinity and selectivity. |
AID644390 | Displacement of thioflavin-T from amyloid beta (1 to 40) aggregates by thioflavin-T fluorescent dye assay | 2012 | Bioorganic & medicinal chemistry, Feb-15, Volume: 20, Issue:4 | QSAR studies for prediction of cross-β sheet aggregate binding affinity and selectivity. |
AID644392 | Selectivity index, ratio of IC50 for amyloid beta (1 to 40) to IC50 for insulin receptor | 2012 | Bioorganic & medicinal chemistry, Feb-15, Volume: 20, Issue:4 | QSAR studies for prediction of cross-β sheet aggregate binding affinity and selectivity. |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 0 (0.00) | 18.2507 |
2000's | 1 (12.50) | 29.6817 |
2010's | 6 (75.00) | 24.3611 |
2020's | 1 (12.50) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.
| This Compound (12.07) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 8 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |