Pyrylium-1
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| Names | |
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| IUPAC name
(E)-2,6-dimethyl-4-(2-(2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-9-yl)vinyl)pyrylium | |
| Other names | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
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| Properties | |
| C21H24BF4NO | |
| Molar mass | 393.23 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Pyrylium-1 (Py-1) is a fluorogenic salt of a pyrylium derivative and tetrafluoroborate. It is an amine-labeling dye that is not fluorescent itself, but reacts with primary amines to form fluorescent products.[2] It is within the "chameleon labels" class,[1] so named due to their clear color-changing properties upon conjugation. Py-1 was first reported in 2004.[3] It has been used for the detection of amines and peptides, largely in CE-SDS, where it is recognized to reach a high sensitivity via laser-induced fluorescence.[2] Once bound to protein the excitation wavelength is 503 nm (green) and the emission wavelength is 603 nm (orange).[2] Similar to FQ, these fluorescence wavelengths makes Py-1 suitable for excitation with a 488 nm argon-ion laser.
Reaction
[edit]Post conjugation, the Py-1 adduct (an addition of C21H21N) adds about 287.1674 Da to the target molecule.
See also
[edit]References
[edit]- 1 2 3 Wolfbeis, Otto S (2021-08-12). "Fluorescent chameleon labels for bioconjugation and imaging of proteins, nucleic acids, biogenic amines and surface amino groups. a review". Methods and Applications in Fluorescence. 9 (4). IOP Publishing: 042001. Bibcode:2021MApFl...9d2001W. doi:10.1088/2050-6120/ac1a0a. ISSN 2050-6120. PMID 34340216. S2CID 236885329.
- 1 2 3 Craig, Douglas B.; Wetzl, Bianca K.; Duerkop, Axel; Wolfbeis, Otto S. (2005). "Determination of picomolar concentrations of proteins using novel amino reactive chameleon labels and capillary electrophoresis laser-induced fluorescence detection". Electrophoresis. 26 (11). Wiley: 2208–2213. doi:10.1002/elps.200410332. ISSN 0173-0835. PMID 15880625. S2CID 19864669.
- ↑ Wetzl, Bianca K.; Yarmoluk, Sergiy M.; Craig, Douglas B.; Wolfbeis, Otto S. (2004-10-11). "Chameleon Labels for Staining and Quantifying Proteins". Angewandte Chemie International Edition. 43 (40). Wiley: 5400–5402. doi:10.1002/anie.200460508. ISSN 1433-7851. PMID 15468079.