The Use of Aryl Hydrazide Linkers for the Solid Phase Synthesis of Chemically Modified Peptides

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Since Merrifield introduced the concept of solid phase synthesis in 1963 for the rapid preparation of peptides, a large variety of different supports and resin-linkers have been developed that improve the efficiency of peptide assembly and expand the myriad of synthetically feasible peptides. The aryl hydrazide is one of the most useful resin-linkers for the synthesis of chemically modified peptides. This linker is completely stable during Boc- and Fmoc-based solid phase synthesis and yet it can be cleaved under very mild oxidative conditions. The present article reviews the use of this valuable linker for the rapid and efficient synthesis of ... continued below

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Woo, Y; Mitchell, A R & Camarero, J A November 3, 2006.

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Since Merrifield introduced the concept of solid phase synthesis in 1963 for the rapid preparation of peptides, a large variety of different supports and resin-linkers have been developed that improve the efficiency of peptide assembly and expand the myriad of synthetically feasible peptides. The aryl hydrazide is one of the most useful resin-linkers for the synthesis of chemically modified peptides. This linker is completely stable during Boc- and Fmoc-based solid phase synthesis and yet it can be cleaved under very mild oxidative conditions. The present article reviews the use of this valuable linker for the rapid and efficient synthesis of C-terminal modified peptides, head-to-tail cyclic peptides and lipidated peptides.

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PDF-file: 25 pages; size: 1.2 Mbytes

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  • Journal Name: International Journal of Peptide Research and Therapeutics, N/A, N/A, November 30, 2006, pp. 10.1007/s10989-006-9064-x

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  • Report No.: UCRL-JRNL-225927
  • Grant Number: W-7405-ENG-48
  • Office of Scientific & Technical Information Report Number: 902386
  • Archival Resource Key: ark:/67531/metadc882491

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Reports, articles and other documents harvested from the Office of Scientific and Technical Information.

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  • November 3, 2006

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  • Sept. 22, 2016, 2:13 a.m.

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  • Dec. 2, 2016, 5:55 p.m.

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Woo, Y; Mitchell, A R & Camarero, J A. The Use of Aryl Hydrazide Linkers for the Solid Phase Synthesis of Chemically Modified Peptides, article, November 3, 2006; Livermore, California. (digital.library.unt.edu/ark:/67531/metadc882491/: accessed November 23, 2017), University of North Texas Libraries, Digital Library, digital.library.unt.edu; crediting UNT Libraries Government Documents Department.