214467-61-5Relevant articles and documents
Synthesis and antibacterial activities of N-Glycosylated derivatives of tyrocidine a, a macrocyclic peptide antibiotic
Honggang, Hu,Jie, Xue,Swarts, Benjamin M.,Qianli, Wang,Qiuye, Wu,Zhongwu, Guo
experimental part, p. 2052 - 2059 (2009/12/30)
An efficient and practical method for macrocyclic glycopeptide synthesis was developed and utilized to synthesize tyrocidine A and its glycosylated derivatives. The method is based on solid-phase peptide synthesis using 2-chlorotrityl resin as the solid-phase support and glycosyl amino acids as building blocks. After glycopeptides with fully protected glycans and side chains were released from the acid-labile resin, their Cand N-termini were intramolecularly coupled in solution to afford cyclic glycopeptides in quantitative yields. This synthetic method should be generally applicable to various macrocyclic glycopeptides. Biological studies of the synthetic tyrocidine A derivatives showed that linking glycans directly to the Asn residue of tyrocidine A diminished its antibacterial activity, but linking glycans to Asn via a simple spacer did not. These results Revealed the important impact of glycans on the activities, and probably the structures, of glycopeptide antibiotics.
Synthesis and CD structural studies of CD52 peptides and glycopeptides
Swarts, Benjamin M.,Chang, Yu-Cheng,Hu, Honggang,Guo, Zhongwu
experimental part, p. 2894 - 2902 (2009/04/06)
The syntheses of five natural and N-terminal acetylated peptides and glycopeptides of the CD52 antigen are described. Solid phase peptide synthesis was employed in the construction of the target compounds from Fmoc-protected commercial amino acids and syn
Synthesis of fully and partially benzylated glycosyl azides via thioalkyl glycosides as precursors for the preparation of N-glycopeptides
Kerekgyarto, Janos,Agoston, Karoly,Batta, Gyula,Kamerling, Johannis P.,Vliegenthart, Johannes F. G.
, p. 7189 - 7192 (2007/10/03)
Fully O-benzylated mono-, di- and trisaccharide glycosyl azides representing the reducing terminal of the core structure of N-glycans were synthesized. Totally and partially benzylated thioalkyl glucosamine glycosides were converted into the corresponding
