TAMRA Picolyl Azide

Product Introduction

TAMRA Picolyl Azide is an advanced fluorescent probe that incorporates a copper-chelating motif to raise the effective concentration of Cu(I) at the reaction site. The rate of CuAAC reaction depends on concentrations of all reagents, including copper, thus the raise of the effective copper concentration at the reaction site dramatically increase the rate of CuAAC reaction without the need to increase concentration of azide reagent and copper. This probe 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.
In addition, the use of TAMRA Picolyl Azide instead of conventional TAMRA Azide allows for at least a tenfold reduction in the concentration of the copper catalyst without sacrificing the efficiency of labeling.
In summary, the introduction of a picolyl moiety into an azide probe leads to a substantial increase in the sensitivity of alkyne detection. This will be of special value for the detection of low abundance targets or where significant increase in signal intensity is desired.

Chemical Information
Synonyms	5-TAMRA Picolyl Azide
IUPAC Name	5-[2-[2-[2-[2-[3-[[6-(azidomethyl)pyridin-3-yl]amino]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethylcarbamoyl]-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)NCCOCCOCCOCCOCCC(=O)NC5=CN=C(C=C5)CN=[N+]=[N-])C(=O)[O-]
InChI	InChI=1S/C42H48N8O9/c1-49(2)31-8-11-34-37(24-31)59-38-25-32(50(3)4)9-12-35(38)40(34)33-10-5-28(23-36(33)42(53)54)41(52)44-14-16-56-18-20-58-22-21-57-19-17-55-15-13-39(51)47-30-7-6-29(45-26-30)27-46-48-43/h5-12,23-26H,13-22,27H2,1-4H3,(H2-,44,47,51,52,53,54)
InChI Key	XWKGVUAUNNBNEO-UHFFFAOYSA-N
Solubility	DMSO, DMF, MeOH

Computed Properties
XLogP3	3
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	13
Rotatable Bond Count	21
Exact Mass	808.35442514 g/mol
Monoisotopic Mass	808.35442514 g/mol
Topological Polar Surface Area	178Ų
Heavy Atom Count	59
Formal Charge	0
Complexity	1560
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