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Can I read Ritter-based Glycoconjugation of Amino Acids and Peptides—access to Novel Glycoconjugates Displaying a β-Amide Linkage Between Amino Acid and Sugar Moiety on EtoBox?
Ritter-based Glycoconjugation of Amino Acids and Peptides—access to Novel Glycoconjugates Displaying a β-Amide Linkage Between Amino Acid and Sugar Moiety by Marlin Penner; Frank Schweizer is a Biochemistry, Genetics and Molecular Biology article available to read on EtoBox.
What is Ritter-based Glycoconjugation of Amino Acids and Peptides—access to Novel Glycoconjugates Displaying a β-Amide Linkage Between Amino Acid and Sugar Moiety about?
Peptidic-D D-gluco-, D D-galacto-, and L L-fuco-configured glycosyl amino acids can be prepared from the corresponding 2deoxy-oct-3-ulopyranosonic acids via a one-pot intramolecular Ritter reaction. Initially, a ketopyranoside-based acid condenses under Lewis acid promoted conditions with nitriles (PhCN, MeCN) and a partially protected diamino ester (Boc-DAB-O-t-Bu, Boc-Orn-O-t-Bu) to form a b-peptidic glycosyl amino t-butylesters. The glycosyl amino t-butylesters can be converted into Fmoc-protected glycosyl amino acids that are suitably protected for solid-phase glycopeptide synthesis. Furthermore, replacement of the protected diamino ester by immobilized peptide amines permits post-synthetic N-terminal-and N(e)-glycoconjugation of peptides on the solid phase.
Who reads Ritter-based Glycoconjugation of Amino Acids and Peptides—access to Novel Glycoconjugates Displaying a β-Amide Linkage Between Amino Acid and Sugar Moiety?
It is typically read by researchers, students, and practitioners in Biochemistry, Genetics and Molecular Biology.
- Author
- Marlin Penner; Frank Schweizer
- Publisher
- Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0008-6215)
- Published
- 2007
- Language
- EN
- Field
- Biochemistry, Genetics and Molecular Biology (Life Sciences)