181370-86-5Relevant academic research and scientific papers
Fluorinated and iodinated templates for syntheses of β-turn peptidomimetics
Jiang, Luyong,Burgess, Kevin
, p. 8743 - 8750 (2007/10/03)
Various 2-fluoro-5-nitrobenzoic acids and the homocysteine derivative 2 have been combined in solid phase syntheses of the peptidomimetic types 3-6. NMR and CD data collected for some of these compounds indicate that a transannular SO to HN hydrogen bond stabilizes β-turn conformations for the sulfones and one of the sulfoxide epimers. An extensive library of compounds was made and studied to test this assertion.
Preparation of Building Blocks for Glycopeptide Synthesis by Glycosylation of Fmoc Amino Acids Having Unprotected Carboxyl Groups
Salvador, Lourdes A.,Eloffson, Mikael,Kihlberg, Jan
, p. 5643 - 5656 (2007/10/02)
Nα-Fmoc amino acids with an unprotected α-carboxyl group have been glycosylated with carbohydrate 1,2-trans peracetates using Lewis acids as promoters.Aliphatic and phenolic O- and S-glycosides of amino acids, with a 1,2-trans anomeric configuration, were obtained as products in 34-65percent yields.The glycosylated building blocks have the protective groups of choice (i.e.O-acetyl and Nα-Fmoc) for direct use in stepwise synthesis of glycopeptides.The starting materials are readily available and the method does not require an extensive experience in synthetic carbohydrate chemistry.
