Messenger RNA loading into ATP-responsive polyplex micelles with optimal density of phenylboronate ester crosslinking to balance robustness in the biological milieu and intracellular translational efficiency was written by Yoshinaga, Naoto;Uchida, Satoshi;Dirisala, Anjaneyulu;Naito, Mitsuru;Osada, Kensuke;Cabral, Horacio;Kataoka, Kazunori. And the article was included in Journal of Controlled Release in 2021.Safety of (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate This article mentions the following:
Carriers for mRNA (mRNA) delivery require propensities to protect the mRNA from enzymic degradation and to selectively release mRNA in the cytosol for smooth mRNA translation. To meet these requirements, we designed mRNA-loaded polyplex micelles (PMs) with ATP-responsive crosslinking in the inner core by complexing mRNA with poly(ethylene glycol)-polycation block copolymers derivatized with phenylboronic acid and polyol groups, which form crosslinking structures via spontaneous phenylboronate ester formation. PMs thus prepared are tolerable against enzymic attack and, in turn, disintegrate in the cytosol to release mRNA when triggered by the cleavage of phenylboronate ester linkages in response to elevated ATP concentration Two structural factors of the PM, including (i) the introduction ratios of phenylboronate ester crosslinkers and (ii) the structure and protonation degree of amino groups in the polycation segment, are critical for maximizing protein expression in cultured cells due to the optimized balance between the robustness in the biol. milieu and the ATP-responsive mRNA release in the cytosol. The optimal PM formulation was further stabilized by installing cholesterol moieties into both the mRNA and ω-end of the block copolymer to elicit longevity in blood circulation after i.v. injection. In the experiment, the researchers used many compounds, for example, (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6Safety of (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate).
(S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate (cas: 13590-42-6) belongs to oxazolidine derivatives. Oxazolidine-based compounds are well-known chiral auxiliaries and strategic molecular moieties in chemistry since they can effectively mask or mimic amino acid units or amino alcohols. Some reports highlighted again the effectiveness of oxazolidine-based compounds in driving the stereo- or diastereotopic outcome of chemical reactions.Safety of (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate
Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem