TAMRA Azide, isomer 5

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
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)
InChI Key	RWQBZVZBWNOHJV-UHFFFAOYSA-N
Solubility	DMSO, DMF, MeOH

Product Specification
Excitation	553
Emission	575
Storage	-20 °C

Computed Properties
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