ncAA Structure (png, jpg, jpeg)
ncAA Foundational Publication Support
Speight, Lee, Anand Muthusamy, Jacob Goldberg, John Warner, Rebecca Wissner, Taylor Willi, Bradley Woodman, Ryan A Mehl, and James Petersson. (2013) 2013. “Efficient Synthesis And In Vivo Incorporation Of Acridon-2-Ylalanine, A Fluorescent Amino Acid For Lifetime And Förster Resonance Energy Transfer/Luminescence Resonance Energy Transfer Studies.”. Journal Of The American Chemical Society 135 (50): 18806-14. doi:10.1021/ja403247j.
Jones, Chloe M, Miklos Robkis, Robert J Blizzard, Mika Munari, Yarra Venkatesh, Tiberiu Mihaila, Alex Eddins, et al. (2021) 2021. “Genetic Encoding Of A Highly Photostable, Long Lifetime Fluorescent Amino Acid For Imaging In Mammalian Cells.”. Chemical Science 12 (36): 11955-11964. doi:10.1039/d1sc01914g.
Sungwienwong, Itthipol, Zachary Hostetler, Robert J Blizzard, Joseph J Porter, Camden M Driggers, Lea Mbengi, José Villegas, et al. (2017) 2017. “Improving Target Amino Acid Selectivity In A Permissive Aminoacyl Trna Synthetase Through Counter-Selection.”. Organic & Biomolecular Chemistry 15 (17): 3603-3610. doi:10.1039/c7ob00582b.
Avila-Crump, Savanna, Marcus L Hemshorn, Chloe M Jones, Lea Mbengi, Kyle Meyer, Joshua A Griffis, Subhashis Jana, et al. (2022) 2022. “Generating Efficient Pyrrolysyl-Trna Synthetases For Structurally Diverse Non-Canonical Amino Acids.”. Acs Chemical Biology 17 (12): 3458-3469. doi:10.1021/acschembio.2c00639.
ncAA Usage Publications
Cory, Michael B, Chloe M Jones, Kyle D Shaffer, Yarra Venkatesh, Sam Giannakoulias, Ryann M Perez, Marshall G Lougee, et al. (2023) 2023. “Freting About The Details: Case Studies In The Use Of A Genetically Encoded Fluorescent Amino Acid For Distance-Dependent Energy Transfer.”. Protein Science : A Publication Of The Protein Society 32 (5): e4633. doi:10.1002/pro.4633.
ncAA Utility
It is a blue-wavelength fluorescent probe used for monitoring conformational changes and other molecular dynamics in proteins. The 2013 and 2021 foundational publications provide information on its properties, and a 2023 paper (doi: 10.1002/pro.4633) provides examples of its use in FRET studies.
ncAA Source
Exogenous - Synthesized
ncAA Availability
Acridone is synthesized as described in "Efficient synthesis and in vivo incorporation of acridon-2-ylalanine, a fluorescent amino acid for lifetime and Förster resonance energy transfer/luminescence resonance energy transfer studies."
RS/tRNA Pair Usage Information
AcdRS1 is the most recently developed RS, and in both E. coli and mammalian cells shows improved Acd encoding properties compared to the earlier developed RSs. In mammalian cells the AcdRS82 has slightly higher efficiency at higher Acd concentrations, while AcdRS1 (showing a UP50 near 18 microM) is more efficient at lower Acd concentrations
ncAA Synonyms
(2S)-2-amino-3-(9-oxo-9,10-dihydroacridin-2-yl)propanoic acid
Acd
acridon-2-yl-L-alanine
acridone
acridon-2-ylalanine
acridonyl-L-alanine
Acd
acridon-2-yl-L-alanine
acridone
acridon-2-ylalanine
acridonyl-L-alanine
ChEBI ID
195314
PDB Code
T7Q