5-TAMRA-SE (5-TAMRA-NHS ester)

5-Carboxytetramethylrhodamine succinimidyl ester (5-TAMRA-SE) is an amine-reactive fluorescent probe.¹ It has been used in double site-directed peptide modification to label proteinase substrates for use in FRET assays. It quenches lucifer yellow CH fluorescence by greater than 90% in uncleaved proteinase substrates, which allows for the detection of enzyme-cleaved substrates by an increase in fluorescence intensity. It has also been used in the synthesis of fluorescent derivatives of a variety of compounds, including the antibiotic ampicillin , nucleotide diphosphate uridine-5’-diphosphate , and the progesterone receptor antagonist RU486 .^2,3,4 5-TAMRA-SE displays excitation maxima ranging from 540 to 560 nm and an emission maximum of 580 nm.¹

1.Geoghegan, K.F., Emery, M.J., Martin, W.H., et al.Site-directed double fluorescent tagging of human renin and collagenase (MMP-1) substrate peptides using the periodate oxidation of N-terminal serine. An apparently general strategy for provision of energy-transfer substrates for proteasesBioconjug. Chem.4(6)537-544(1993) 2.Shapiro, A.B., Comita-Prevoir, J., and Sylvester, M.5-Carboxytetramethylrhodamine-ampicillin fluorescence anisotropy-based assay of Escherichia coli penicillin-binding protein 2 transpeptidase inhibitionACS Infect. Dis.5(6)863-872(2019) 3.Qi, J., Oppenheimer, M., and Sobrado, P.Fluorescence polarization binding assay for Aspergillus fumigatus virulence factor UDP-galactopyranose mutaseEnzyme Res.513905(2011) 4.Weinstain, R., Kanter, J., Friedman, B., et al.Fluorescent ligand for human progesterone receptor imaging in live cellsBioconjug. Chem.24(5)766-771(2013)