Chimeric GFP–uracil based molecular rotor fluorophores

Abstract

Uracil has been modified at the 5-position to derive a small library of nucleobase-chromophores which were inspired by green fluorescent protein (GFP). The key steps in the syntheses were Erlenmeyer...

Synthesis of β-Pyridyl α-Amino Acids: Conformationally Sensitive Charge Transfer-Based Fluorophores

“…Studies do exist in which an extrinsic fluorescent molecular rotor has been attached to a peptide via a chemical spacer or the side chain of an amino acid. 7 These include julolidine-based molecular rotors such as 9-(2-carboxy-2-cyanovinyl)julolidine 3 , 8 that on incorporation into a peptide to form fluorescent probes such as 4 , have been used to investigate protein–protein interactions ( Figure 1 b). 9 We have reported various novel classes of unnatural α-amino acids that can act as fluorescent probes for chemical biology applications, 10 including benzotriazinone-derived α-amino acids, which were found to exist as planar and twisted rotamers, resulting in dual emission fluorescent properties.…”