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- W2078087210 abstract "1. Serine reacts with N,N′-carbonyldiimidazole in aqueous solution at 0°C to yield Nα-[imidazolyl-(1)-carbonyl]-l-serine. This compound slowly transforms to l-2-oxo-oxazolidine-5-carboxylic acid. We found that l-2-oxo-oxazolidine-5-carboxylic acid was stable to hydrolysis under a variety of conditions and did not oligomerize to yield peptides. Threonine was found to react in an analogous manner with N,N′-carbonyldiimidazole, yielding Nα-[imidazolyl-(1)-carbonyl]-l-threonine and l-(+)-trans-5-methyl-2-oxo-oxazolidine-5- carboxylic acid. 2. Histidine reacts with N,N′-carbonyldiimidazole in aqueous solution at 0 °C to yield a variety of histidine-containing intermediates. These slowly transform to give 7-carboxy-imidazole-[1,5c]-tetrahydropyrimidin-5-one in up to 90% yield. 3. The polymerization of 7-carboxy-imidazo-[1,5c]-tetrahydropyrimidin-5-one in imidazole buffer at 30° gives excellent yields of oligohistidines." @default.
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- W2078087210 date "1977-03-01" @default.
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- W2078087210 title "Reactions of polyfunctional amino acids with N,N′-carbonyldiimidazole in aqueous solution oligopeptide formation" @default.
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- W2078087210 doi "https://doi.org/10.1016/0005-2795(77)90061-7" @default.
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