Institute of Organic Chemistry, University of Zürich, Winterthurerstrasse 190, CH-8057 Zürich, Switzerland.
Org Lett. 2010 Jan 1;12(1):104-6. doi: 10.1021/ol902519g.
An efficient method for the selective isotopic labeling of carboxylic acids is reported. By reacting an amino acid with excess carbodiimide and (18)OH(2), a kinetically enhanced multiple turnover reaction provides the (18)O-labeled product in high yield and excellent isotopic enrichment. This reaction is fully compatible with standard Fmoc, Boc, Trt, and OtBu protecting groups and provides a means to selectively label the alpha-carboxylic acids of functionalized amino acids with stable oxygen isotopes.
报道了一种羧酸的高效选择性同位素标记方法。通过使氨基酸与过量的碳二亚胺和（18）OH（2）反应，动力学增强的多次周转反应以高产率和优异的同位素富集提供了（18）O 标记产物。该反应与标准 Fmoc、Boc、Trt 和 OtBu 保护基完全兼容，并提供了一种选择性地用稳定氧同位素标记功能化氨基酸的α-羧酸的方法。
