Synthesis of 3,4-di-O-acylated glucose-derived furanoid sugar amino acids (Gaa): conformational analysis of a Leu-enkephalin analog containing di-O-myristoylated Gaa |
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Authors: | T.K. Chakraborty B. Krishna Mohan |
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Affiliation: | Indian Institute of Chemical Technology, Hyderabad 500 007, India |
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Abstract: | 3,4-Di-O-acylated derivatives 1-3 of a glucose-derived furanoid sugar amino acid (Gaa) were synthesized as novel peptide building blocks to study their effects on peptide conformation. Structural analysis of the di-O-myristoylated Gaa 3-containing Leu-enkephalin analog 4 by various NMR techniques and constrained molecular dynamics (MD) simulation studies established a well-defined β-turn structure in DMSO-d6 with an intramolecular hydrogen bond between PheNH → TyrCO. |
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Keywords: | Di-O-acylated furanoid sugar amino acids Leu-enkephalin Conformation NMR |
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