Synthesis of enantiomerically pure N-Fmoc-S-Mob-(S)-α-Amino-ε-mercaptohexanoic acid and its use in solid phase peptide synthesis

Synthesis of the glycosyl amino acids Nα

Synthesis of the glycosyl amino acids Nα-Fmoc-Ser[Ac4-β-d-Gal p-(1 → 3)-Ac2-α-d-GalN3 p]-OPfp and Nα-Fmoc-Thr[Ac4-β-d-Gal p-(1 → 3)-Ac2-α-d-GalN3 p]-OPfp and the application in the solid-phase peptide synthesis of multiply glycosylated mucin peptides with Tn and T antigenic structures

✍ Hans Paulsen; Stefan Peters; Tim Bielfeldt; Morten Meldal; Klaus Bock 📂 Article 📅 1995 🏛 Elsevier Science 🌐 English ⚖ 952 KB

Two new glycosyl amino acids N'~-Fmoc-Ser[Ac4-fl-D-Galp-(1 ~ 3)-Ac2-a-D-GalN3P]-OPf p and N'~-Fmoc-Thr[Ac4-/3-D-Galp-(1 ~ 3)-Ac2-a-D-GalN3p]-OPf p were synthesized. Glycosylation of N'~-Fmoc-Ser-OPf p or N ~-Fmoc-Thr-OPfp with protected/3-o-Gal-( 1 -~ 3)-D-GaIN 3 donors afforded the glycosyl amino a