N-Alkylated 6′-Aminoluciferins Are Bioluminescent Substrates for Ultra-Glo and QuantiLum Luciferase: New Potential Scaffolds for Bioluminescent Assays Export

@article{citeulike:3470722, abstract = {Abstract: A set of 62-alkylated aminoluciferins are shown to be bioluminescent substrates for Ultra-Glo and QuantiLum luciferases. These studies demonstrate that both the engineered and wild-type firefly luciferases tolerate much greater steric bulk at the 62 position of luciferin than has been previously reported. The nature of the alkyl substituent strongly affects the strength of the bioluminescent signal, which varies widely based on size, shape, and charge. Several compounds were observed to generate more light than the corresponding unsubstituted 62-aminoluciferin. Determination of MichaelisMenten constants for the substrates with Ultra-Glo indicated that the variation arises primarily from differences in Vmax, ranging from 1.33 × 104 to 332 × 104 relative light units, but in some cases Km (0.7310.8 ¼M) also plays a role. Molecular modeling results suggest that interactions of the side chain with a hydrogen-bonding network at the base of the luciferin binding pocket may influence substrateenzyme binding.}, address = {Promega Biosciences, Inc., 277 Granada Drive, San Luis Obispo, California 93401, and Promega Corporation, 2800 Woods Hollow Road, Madison, Wisconsin 53711}, author = {Woodroofe, Carolyn C. and Shultz, John W. and Wood, Monika G. and Osterman, Jean and Cali, James J. and Daily, William J. and Meisenheimer, Poncho L. and Klaubert, Dieter H.}, citeulike-article-id = {3470722}, citeulike-linkout-0 = {http://dx.doi.org/10.1021/bi800505u}, citeulike-linkout-1 = {http://pubs.acs.org/doi/abs/10.1021/bi800505u}, day = {30}, doi = {10.1021/bi800505u}, journal = {Biochemistry}, keywords = {aminoluciferin}, month = {September}, number = {39}, pages = {10383--10393}, posted-at = {2008-10-31 18:15:01}, priority = {0}, title = {N-Alkylated 6\&\#x2032;-Aminoluciferins Are Bioluminescent Substrates for Ultra-Glo and QuantiLum Luciferase: New Potential Scaffolds for Bioluminescent Assays}, url = {http://dx.doi.org/10.1021/bi800505u}, volume = {47}, year = {2008} }

TY - JOUR ID - citeulike:3470722 L3 - citeulike-article-id:3470722 N2 - Abstract: A set of 62-alkylated aminoluciferins are shown to be bioluminescent substrates for Ultra-Glo and QuantiLum luciferases. These studies demonstrate that both the engineered and wild-type firefly luciferases tolerate much greater steric bulk at the 62 position of luciferin than has been previously reported. The nature of the alkyl substituent strongly affects the strength of the bioluminescent signal, which varies widely based on size, shape, and charge. Several compounds were observed to generate more light than the corresponding unsubstituted 62-aminoluciferin. Determination of MichaelisMenten constants for the substrates with Ultra-Glo indicated that the variation arises primarily from differences in Vmax, ranging from 1.33 × 104 to 332 × 104 relative light units, but in some cases Km (0.7310.8 ¼M) also plays a role. Molecular modeling results suggest that interactions of the side chain with a hydrogen-bonding network at the base of the luciferin binding pocket may influence substrateenzyme binding. IS - 39 JF - Biochemistry AD - Promega Biosciences, Inc., 277 Granada Drive, San Luis Obispo, California 93401, and Promega Corporation, 2800 Woods Hollow Road, Madison, Wisconsin 53711 EP - 10393 TI - N-Alkylated 6′-Aminoluciferins Are Bioluminescent Substrates for Ultra-Glo and QuantiLum Luciferase: New Potential Scaffolds for Bioluminescent Assays VL - 47 SP - 10383 KW - aminoluciferin AU - Woodroofe, Carolyn AU - Shultz, John AU - Wood, Monika AU - Osterman, Jean AU - Cali, James AU - Daily, William AU - Meisenheimer, Poncho AU - Klaubert, Dieter PY - 2008/09/30/ UR - http://dx.doi.org/10.1021/bi800505u ER -