957-75-5Relevant articles and documents
Hypobromous acid, a powerful endogenous electrophile: Experimental and theoretical studies
Ximenes, Valdecir Farias,Morgon, Nelson Henrique,De Souza, Aguinaldo Robinson
, p. 61 - 68 (2015)
Abstract Hypobromous acid (HOBr) is an inorganic acid produced by the oxidation of the bromide anion (Br-). The blood plasma level of Br- is more than 1,000-fold lower than that of chloride anion (Cl-). Consequently, the endogenous production of HOBr is also lower compared to hypochlorous acid (HOCl). Nevertheless, there is much evidence of the deleterious effects of HOBr. From these data, we hypothesized that the reactivity of HOBr could be better associated with its electrophilic strength. Our hypothesis was confirmed, since HOBr was significantly more reactive than HOCl when the oxidability of the studied compounds was not relevant. For instance: anisole (HOBr, k2 = 2.3 × 102 M- 1 s- 1, HOCl non-reactive); dansylglycine (HOBr, k2 = 7.3 × 106 M- 1 s- 1, HOCl, 5.2 × 102 M- 1 s- 1); salicylic acid (HOBr, k2 = 4.0 × 104 M- 1 s- 1, non-reactive); 3-hydroxybenzoic acid (HOBr, k2 = 5.9 × 104 M- 1 s- 1, HOCl, k2 = 1.1 × 101 M- 1 s- 1); uridine (HOBr, k2 = 1.3 × 103 M- 1 s- 1, HOCl non-reactive). The compounds 4-bromoanisole and 5-bromouridine were identified as the products of the reactions between HOBr and anisole or uridine, respectively, i.e. typical products of electrophilic substitutions. Together, these results show that, rather than an oxidant, HOBr is a powerful electrophilic reactant. This chemical property was theoretically confirmed by measuring the positive Mulliken and ChelpG charges upon bromine and chlorine. In conclusion, the high electrophilicity of HOBr could be behind its well-established deleterious effects. We propose that HOBr is the most powerful endogenous electrophile.
Use of nucleoside phosphorylases for the preparation of 5-modified pyrimidine ribonucleosides
Alexeev, Cyril S.,Drenichev, Mikhail S.,Dorinova, Evgeniya O.,Esipov, Roman S.,Kulikova, Irina V.,Mikhailov, Sergey N.
, (2019/11/13)
Enzymatic transglycosylation, a transfer of the carbohydrate moiety from one heterocyclic base to another, is catalyzed by nucleoside phosphorylases (NPs) and is being actively developed and applied for the synthesis of biologically important nucleosides. Here, we report an efficient one-step synthesis of 5-substitited pyrimidine ribonucleosides starting from 7-methylguanosine hydroiodide in the presence of nucleoside phosphorylases (NPs).
SYNTHESIS AND STRUCTURE OF HIGH POTENCY RNA THERAPEUTICS
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, (2019/01/15)
This invention provides expressible polynucleotides, which can express a target protein or polypeptide. Synthetic mRNA constructs for producing a protein or polypeptide can contain one or more 5′ UTRs, where a 5′ UTR may be expressed by a gene of a plant. In some embodiments, a 5′ UTR may be expressed by a gene of a member of Arabidopsis genus. The synthetic mRNA constructs can be used as pharmaceutical agents for expressing a target protein or polypeptide in vivo.