Jones Chloe M, Petersson George A, Petersson E James
Department of Chemistry; University of Pennsylvania; 231 South 34th Street; Philadelphia, Pennsylvania 19104-6323, USA.
Biochemistry and Molecular Biophysics Graduate Group; University of Pennsylvania; 3700 Hamilton Walk, Philadelphia, PA 19104, USA.
ARKIVOC. 2021;2021:97-109. doi: 10.24820/ark.5550190.p011.498. Epub 2021 Apr 5.
Fluorescent amino acids are powerful biophysical tools as they can be used in structural or imaging studies of a given protein without significantly perturbing its native fold or function. Here, we have synthesized and characterized 7-(dimethylamino)acridon-2-ylalanine (Dad), a red-shifted derivative of the genetically-incorporable amino acid, acridon-2-ylalanine. Alkylation increases the quantum yield and fluorescence lifetime of Dad relative to a previously published amino acid, 7-aminoacridon-2-ylalanine (Aad). These properties of Dad make it a potentially valuable protein label, and we have performed initial testing of its ability to be genetically incorporated using an evolved aminoacyl tRNA synthetase.
荧光氨基酸是强大的生物物理工具,因为它们可用于特定蛋白质的结构或成像研究,而不会显著干扰其天然折叠或功能。在此,我们合成并表征了7-(二甲基氨基)吖啶-2-基丙氨酸(Dad),它是可遗传掺入的氨基酸吖啶-2-基丙氨酸的红移衍生物。与之前报道的氨基酸7-氨基吖啶-2-基丙氨酸(Aad)相比,烷基化提高了Dad的量子产率和荧光寿命。Dad的这些特性使其成为一种潜在有价值的蛋白质标记物,并且我们已经使用进化的氨酰-tRNA合成酶对其进行遗传掺入能力的初步测试。