Journal
TETRAHEDRON LETTERS
Volume 49, Issue 38, Pages 5492-5494Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.07.037
Keywords
azido peptide; N-alkyl cysteine; pigment dispersing hormones; thioester method
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Funding
- Ministry of Education, Sport, Science and Technology of Japan [18580107]
- Japan Society for the Promotion of Science for a Grant-in-Aid for Creative Scientific Research [17GS0420]
- Grants-in-Aid for Scientific Research [18580107] Funding Source: KAKEN
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Azido-protected Fmoc-Lys-OH (Fmoc-Lys(N-3)-OH) was synthesized from Fmoc-Lys-OH by the copper(II)-catalyzed diazo transfer method, and introduced to a peptide by the ordinary Fmoc-based solid-phase peptide synthesis. This azido peptide could be condensed with a peptide thioester by the Ag+-free thioester method without any significant side reactions. The azido group was easily reduced to an amino group by Zn powder after peptide condensation. (C) 2008 Elsevier Ltd. All rights reserved.
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