Intramolecular bridges formed by photoswitchable click amino acids
نویسندگان
چکیده
Photoswitchable click amino acids (PSCaa) are amino acids bearing a side chain consisting of a photoswitchable unit elongated with a functional group that allows for a specific click reaction, such as an alkene that can react with the thiol group of a cysteine residue. An intramolecular click reaction results in the formation of a photoswitchable bridge, which can be used for controlling conformational domains in peptides and proteins. The ability to control conformations as well as the efficiency of the intramolecular bridging depends on the length of the PSCaa side chain and the distance to the cysteine residue to be clicked with. On comparing i,i+4 and i,i+7 spacings of PSCaa and cysteine in a model peptide without a preferred conformation, it was seen that the thiol-ene click reaction takes place efficiently in both cases. Upon induction of an α-helical structure by the addition of trifluoroethanol, the thiol click reaction occurs preferentially with the i,i+4 spacing. Even in the presence of glutathione as an additional thiol the click reaction of the PSCaa occurs intramolecularly with the cysteine rather than with the glutathione, indicating that the click reaction may be used even under reducing conditions occurring in living cells.
منابع مشابه
Genetically encoding photoswitchable click amino acids in Escherichia coli and mammalian cells.
The ability to reversibly control protein structure and function with light would offer high spatiotemporal resolution for investigating biological processes. To confer photoresponsiveness on general proteins, we genetically incorporated a set of photoswitchable click amino acids (PSCaas), which contain both a reversible photoswitch and an additional click functional group for further modificat...
متن کاملApplication of the Freundlich Langmuir Temkin and Harkins-Jura adsorption isotherms for some amino acids and amino acids complexation with manganese kn(ll) on carbon nanolube
In lb is research, adsorption of some amino acids and their complenation with manganese (II) ion on carbonnanotube (MWCNT) by using of four relations Langmuir, Freundlich. Temkin and Harkins -Jura imitherms wasinvestigated. From this relations. Freudlich and Temkin relations predict good equilibrium diagram in, isothermcondition. we could compute the theoretical constants by excel software. Hy ...
متن کاملIntramolecular arylation of amino acid enolates.
Dianionic enolates formed from N'-aryl urea derivatives of amino acids undergo intramolecular C-arylation by attack of the enolate anion on the N'-aryl ring, leading to a hydantoin derivative of a quaternary amino acid. In situ IR studies allow identification of four intermediates on the reaction pathway.
متن کاملMolecular Characterization of a Three-disulfide Bridges Beta-like Neurotoxin from Androctonus crassicauda Scorpion Venom
Scorpion venom is the richest source of peptide toxins with high levels of specific interactions with different ion-channel membrane proteins. The present study involved the amplification and sequencing of a 310-bp cDNA fragment encoding a beta-like neurotoxin active on sodium ion-channel from the venom glands of scorpion Androctonus crassicauda belonging to the Buthidae family using r...
متن کاملMetal-Ion-Coordinating Properties of Various Amino Acids, Investigation of the Essential Function in Biological Systems regarding to their Nano-Structure
The acidity constants of some amino acids (Am) were determined by potentiometric pH titration. The stability constants of the 1:1 complexes formed between M2+: Ca2+, Mg2+, Mn2+, Co2+, Ni2+, Cu2+ or Zn2+ and Am2-, were determined by potentiometric pH titration in aqueous solution (I = 0.1 M, NaNO3, 25°C). The order of the stability constants was reported. It is shown that the stability of the bi...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
دوره 8 شماره
صفحات -
تاریخ انتشار 2012