林伯樵實驗室 (the research group of Dr. Po-Chiao Lin)

本實驗室於2014年之研究成果:A mild removal of Fmoc group using sodium azide

利用中性之溫和條件有效率進行Fmoc保護基團之移除。並成功應用於小分子及胜肽之合成

發表於:Amino Acids 2014, 46, 367.

Abstract : A mild method for effectively removing the
fluorenylmethoxycarbonyl (Fmoc) group using sodium
azide was developed. Without base, sodium azide completely
deprotected Na-Fmoc-amino acids in hours. The
solvent-dependent conditions were carefully studied and
then optimized by screening different sodium azide
amounts and reaction temperatures. A variety of Fmocprotected
amino acids containing residues masked with
different protecting groups were efficiently and selectively
deprotected by the optimized reaction. Finally, a biologically
significant hexapeptide, angiotensin IV, was successfully
synthesized by solid phase peptide synthesis
using the developed sodium azide method for all Fmoc
removals. The base-free condition provides a complement
method for Fmoc deprotection in peptide chemistry and
modern organic synthesis.