Abstract

Effect of temperature on the efficiency of deuterium introduction into a new biologically active compound salicylcarnosine (SC) has been studied. Gaseous deuterium and heavy water were used as deuterium sources. The synthesis of labelled SC by a solid-phase method at 190°C leads to formation of [D]SC in 53% yield and deuterium content about 4.8 atoms per molecule. It has been shown that isotope exchange between SC protons and deuterium water proceeds more efficiently after preliminary treatment of catalyst with gaseous deuterium at ambient temperature. [D]SC forms in 46% yield and contains about 7.3 deuterium atoms per molecule. The preparative synthesis of labelled SC by this procedure at 190°C results in [D]SC yield of 60–70% at deuterium content about 6.2 atoms per molecule. The new procedure for the activation of deuterium inclusion in peptides opens additional opportunities for preparing highly labelled compounds.

中文翻译：

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氘标记水杨酰肌肽的合成

摘要

研究了温度对将氘引入新型生物活性化合物水杨基肌肽（SC）的效率的影响。使用气态氘和重水作为氘源。在 190°C 下通过固相法合成标记 SC，形成 [D]SC，产率 53%，每分子氘含量约为 4.8 个原子。研究表明，在环境温度下用气态氘对催化剂进行初步处理后，SC质子和氘水之间的同位素交换进行得更有效。[D]SC 的形成率为 46%，每个分子含有约 7.3 个氘原子。通过该程序在 190°C 下制备合成标记 SC，在每分子约 6.2 个原子的氘含量下，[D]SC 产率为 60-70%。