Pseudouridine and N1-Methylpseudouridine Display pH-Independent Reaction Rates with Bisulfite Yielding Ribose Adducts.

Pseudouridine and N1-Methylpseudouridine Display pH-Independent Reaction Rates with Bisulfite Yielding Ribose Adducts.
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DOI:
10.1021/acs.orglett.2c02427
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发表时间:
2022-08-26
期刊:
影响因子:
5.2
通讯作者:
Burrows, Cynthia J.
Burrows, Cynthia J.
中科院分区:
化学1区
文献类型:
--
作者:
Fleming, Aaron M.;Xiao, Songjun;Burrows, Cynthia J.

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在核糖核酸中,假尿苷(Ψ)和5-甲基胞苷(M5C)通过与NaHSO3在pH 5时的不同反应而被定位。在反应速率常数所支持的pH值为7时,假尿苷与NaHSO3的反应具有选择性。在基因疫苗中发现的Ψ衍生物N1-甲基假尿苷与亚硫酸氢盐反应类似,产生核糖加合物。
In RNA, pseudouridine (Ψ) and 5-methylcytidine (m5C) are located by their differential reactions with NaHSO3 at pH 5. The pyrimidines were allowed to react with NaHSO3, NaN3, NaCN, or NaSCN at pH 5 to find that NaHSO3 was unique in achieving quantitative yields. Pseudouridine reaction selectivity with NaHSO3 was found at pH 7 supported by the reaction rate constants. The Ψ derivative N1-methylpseudouridine found in mRNA vaccines reacts similarly with bisulfite to yield ribose adducts.
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