Synthesis and Site-Specific Incorporation of Red-Shifted Azobenzene Amino Acids into Proteins
نویسندگان
چکیده
A series of red-shifted azobenzene amino acids were synthesized in moderate-to-excellent yields via a two-step procedure in which tyrosine derivatives were first oxidized to the corresponding quinonoidal spirolactones followed by ceric ammonium nitrate-catalyzed azo formation with the substituted phenylhydrazines. The resulting azobenzene-alanine derivatives exhibited efficient trans/cis photoswitching upon irradiation with a blue (448 nm) or green (530 nm) LED light. Moreover, nine superfolder green fluorescent protein (sfGFP) mutants carrying the azobenzene-alanine analogues were expressed in E. coli in good yields via amber codon suppression with an orthogonal tRNA/PylRS pair, and one of the mutants showed durable photoswitching with the LED light.
منابع مشابه
Design, cloning, expression and evaluation of cysteine-substitutes of intact and truncated molecules of streptokinase
Introduction: Thrombosis and the blockage of blood vessels with clots, can lead to acute myocardial infarction and some times even death. Aside from surgical interventions to remove the blockage, the only available treatment is the administration of thrombolytic agents to dissolve the blood clot. Streptokinase (SK) is the most commonly used fibrinolytic drug for this purpose. However, SK...
متن کاملIncorporation of spin-labelled amino acids into proteins.
The elucidation of structure and function of proteins and membrane proteins by EPR spectroscopy has become increasingly important in recent years as technological advances have been made in the design of spectrometers and in the chemistry of the nitroxide group. These new developments have increased the demand for tailor-made amino acids carrying a spin label on the one hand and for reliable me...
متن کاملThermodynamic-Biochemical Study of Complexes of Intermediate Elements with α-Amino Acids in Some Proteins with Active Site
In this paper, the quantum chemistry calculations related to the structural parameter of the chromite and molybdate anions and the complexes obtained from them with the glycine and alanine amino acids were performed. The calculations were carried out using HF and DFT methods and in the base series 6-31G *. Thermodynamic studies related to the formation of complexes have been considered and thei...
متن کاملIncorporation of amino acids into lipoidal material by microsomal and supernatant fractions of rat tissues.
The function of the microsomes as a primary site of protein biosynthesis is well established (1). Both microsomal and soluble ribonucleic acid have been shown to participate in the incorporation of amino acids into ribonucleoproteins in vitro. This phenomenon has been interpreted as a step in the synthesis de nouo of proteins (2). Hendler (3) has suggested that lipids might also be involved in ...
متن کاملSynthesis and characterization of termini azobenzene dendrimer
Some organic molecules can be isomerized upon photoirradiation and when accompanied by a change in the visible absorption spectrum, it is called photochromism. Azobenzenes are important part of molecular machines and nanotechnology, Which are This phenomenon is called photoisomerization Azobenzene (azo) chromophores , and have been incorporated into a wide variety of materials and molecular arc...
متن کامل