Therapeutic proteins have successfully treated a range of diseases and offer potential to treat many more. Using chemical synthesis, proteins can be fabricated uniformly with precise control over chemical structure. High purity synthesis of proteins larger than 50 amino acids relies on the use of ligation strategies to link smaller peptides. The most notable of these ligation strategies, Native Chemical Ligation, requires peptides with C-terminal thioesters. We have produced a novel resin for solid phase peptide synthesis by coupling 1,2-phenylenediamine directly to trityl chloride resin, which when cleaved, leaves a C-terminal <i>o</i>-aminoanilide. Using the chemistries reported by Weidmann et al. this <i>o</i>-aminoanilide can be activated and substituted with a variety of thiols giving a peptidyl C-terminal thioester primed for ligation. This strategy will be applied to synthesize the tandem repeat region of the biologically relevant glycoprotein mucin 7.

Novel resin for chemical protein synthesis

2019 Spring National Meeting

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