Direct solid phase synthesis of biologically active peptide alcohols

Ying Ta Wu, Hsing Pang Hsieh, Shui Tein Chen, Kung Tsung Wang

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)


New procedures have been developed for the synthesis of peptide alcohols, such as octreotide conjugates, fragment of gramicidin, and fragment of Trichorzianines in high yield using dihydropyran-2-carboxylic acid as a bifunctional linker to anchor Fmoc-threoninol(Bu), Fmoc-glycinol, and Fmoc-phenylalaninol onto amine-resins. The linker is stable during peptide elongation as evidenced by a high yield at each coupling step. The octreotide disulfide bonds were formed on-resin by incubating the elongated octreotide/resin with Tl(TFA)3/DMF at 0 °C for 1 hour. Tl(TFA)3/DMF is sufficiently mild that the protecting group and the linker remain intact and allow further the direct coupling of conjugates to octreotide using an autosynthesizer.

Original languageEnglish
Pages (from-to)135-138
Number of pages4
JournalJournal of the Chinese Chemical Society
Issue number2
Publication statusPublished - 1999

All Science Journal Classification (ASJC) codes

  • Chemistry(all)


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