Incorporation of Fmoc-Dab(Mtt)-OH during solid-phase peptide synthesis: a word of caution

Pak-Lun Lam, Yue Wu*, Ka-Leung Wong*

*Corresponding author for this work

Research output: Contribution to journalJournal articlepeer-review


As a commercially available and orthogonally protected amino acid building block, Fmoc-Dab(Mtt)-OH showed abnormally poor coupling efficiency during solid-phase peptide synthesis (SPPS). Herein, we reveal that Fmoc-Dab(Mtt)-OH undergoes rapid lactamization under a series of conditions with various coupling reagents. Although the complete incorporation of Fmoc-Dab(Mtt)-OH can be achieved using a multi-time and preincubation-free protocol with the coupling reagent DEPBT, alternative orthogonally protected building blocks are suggested to be used for avoiding such a costly and tedious procedure.

Original languageEnglish
Pages (from-to)2601-2604
Number of pages4
JournalOrganic and Biomolecular Chemistry
Issue number13
Early online date28 Feb 2022
Publication statusPublished - 7 Apr 2022

Scopus Subject Areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry


Dive into the research topics of 'Incorporation of Fmoc-Dab(Mtt)-OH during solid-phase peptide synthesis: a word of caution'. Together they form a unique fingerprint.

Cite this