Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2016, Issue 9, Pages 1714-1719Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201600026
Keywords
Synthetic methods; Peptides; Amino acids; Protecting groups; GAP chemistry
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Funding
- National Institutes of Health (NIH) [R33DA031860]
- Robert A. Welch Foundation [D-1361]
- National Natural Science Foundation of China (NSFC) (P. R. China) [21332005]
- Jiangsu Innovation Programs (P. R. China)
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A novel method for Fmoc/tBu solution-phase peptide synthesis and the development of a new benzyl-type group-assisted purification (GAP) protecting group is reported. This GAP protecting group is utilized in place of a polymer support, facilitating C -> N Fmoc peptide synthesis without chroma tography or recrystallization. The GAP group can be added and removed in high yield, and was used to synthesize over 1 gram of the immunostimulant, thymopentin, in high overall yield (83 %) and purity (99 %).
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