Gieselman M D, Xie L, van Der Donk W A
Department of Chemistry, University of Illinois at Urbana-Champaign, 600 S. Mathews Ave., Urbana, Illinois 61801, USA.
Org Lett. 2001 May 3;3(9):1331-4. doi: 10.1021/ol015712o.
[reaction in text] A new method for the synthesis of selenocysteine derivatives and selenocysteine-containing peptides is described. Fmoc-Se-p-methoxybenzylselenocysteine (1) was prepared and used for solid-phase synthesis of peptides with an N-terminal unprotected selenocysteine. Subsequent native chemical ligation with a peptide thioester provided a 17-mer that corresponds to the C-terminus of ribonucleotide reductase with selenocysteine in place of cysteine.
[文本中的反应] 描述了一种合成硒代半胱氨酸衍生物和含硒代半胱氨酸肽的新方法。制备了Fmoc-Se-p-甲氧基苄基硒代半胱氨酸(1),并将其用于固相合成具有N端未保护硒代半胱氨酸的肽。随后与肽硫酯进行天然化学连接,得到了一个17聚体,该聚体对应于核糖核苷酸还原酶的C端,其中硒代半胱氨酸取代了半胱氨酸。