Löw M, Kisfaludy L
Hoppe Seylers Z Physiol Chem. 1979 Jan;360(1):13-8. doi: 10.1515/bchm2.1979.360.1.13.
Investigations on the Nin-formyl group as a protecting group of the tryptophan indole side chain under the conditions of conventional peptide synthesis using model compounds are described. The protecting group prevents the tert-butylation of tryptophan residues during acidolytic removal of tert-butyloxycarbonyl groups and allows the preparation of tryptophan tert-butylester in good yields. However, because of the observed side reactions, as hydrogenation of the indole to a 2,3-dihydroindole side chain, instability of the protecting group under various experimental conditions, the Nin-formyl group is only of limited use in peptide synthesis.
描述了在使用模型化合物进行常规肽合成的条件下，对作为色氨酸吲哚侧链保护基的N⁹-甲酰基的研究。该保护基在酸解去除叔丁氧羰基的过程中可防止色氨酸残基的叔丁基化，并能以良好的产率制备色氨酸叔丁酯。然而，由于观察到的副反应，如吲哚氢化生成2,3-二氢吲哚侧链，以及该保护基在各种实验条件下的不稳定性，N⁹-甲酰基在肽合成中的用途有限。
