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Product Introduction
TAMRA Azide, isomer 5 (also known as Tetramethylrhodamine 5-Carboxamido-(6-Azidohexanyl)) is the orange-fluorescent probe that is compatible with various excitation sources including mercury arc, tungsten and xenon arc lamps, the 544 nm line of the Helium-Neon laser and the 532 nm green laser line. It is predominantly used for detection of terminal alkyne-tagged biomolecules via a copper-catalyzed click reaction (CuAAC). It also reacts with strained cyclooctyne via a copper-free “click chemistry” reaction to form a stable triazole and does not require Cu-catalyst or elevated temperatures.
For the detection of low abundance targets or where significant increase in signal intensity is desired please consider using next generation azides probes containing an internal copper-chelating motif.
Chemical Information
Product Specification
Computed Properties
Synonyms |
TAMRA Azide; 5-TAMRA azide |
IUPAC Name |
5-(6-azidohexylcarbamoyl)-2-[3-(dimethylamino)-6-dimethylazaniumylidenexanthen-9-yl]benzoate |
Canonical SMILES |
CN(C)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](C)C)C=C3O2)C4=C(C=C(C=C4)C(=O)NCCCCCCN=[N+]=[N-])C(=O)[O-] |
InChI |
InChI=1S/C31H34N6O4/c1-36(2)21-10-13-24-27(18-21)41-28-19-22(37(3)4)11-14-25(28)29(24)23-12-9-20(17-26(23)31(39)40)30(38)33-15-7-5-6-8-16-34-35-32/h9-14,17-19H,5-8,15-16H2,1-4H3,(H-,33,38,39,40) |
InChIKey |
RWQBZVZBWNOHJV-UHFFFAOYSA-N |
Solubility |
DMSO, DMF, MeOH |
Excitation |
553 |
Emission |
575 |
Storage |
-20 °C |
XLogP3 |
5.3 |
Hydrogen Bond Donor Count |
1 |
Hydrogen Bond Acceptor Count |
7 |
Rotatable Bond Count |
10 |
Exact Mass |
554.26415359 g/mol |
Monoisotopic Mass |
554.26415359 g/mol |
Topological Polar Surface Area |
99.1Ų |
Heavy Atom Count |
41 |
Formal Charge |
0 |
Complexity |
1110 |
Isotope Atom Count |
0 |
Defined Atom Stereocenter Count |
0 |
Undefined Atom Stereocenter Count |
0 |
Defined Bond Stereocenter Count |
0 |
Undefined Bond Stereocenter Count |
0 |
Covalently-Bonded Unit Count |
1 |
Compound Is Canonicalized |
Yes |