The energetically favorable cis peptide bond for the azaglycine-containing peptide: For-AzGly-NH2 model

Literature Information

Publication Date 2001-04-04
DOI 10.1039/B009651M
Impact Factor 3.676
Authors

Ho-Jin Lee, Jong-Won Song, Young-Sang Choi, Seonggu Ro, Chang-Ju Yoon


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Abstract

The conformational preferences of the azaglycine-containing peptide model, For-AzGly-NH2 (1), were investigated with ab initio and DFT methods for the cases when the formyl group has either a trans (1a) or cis (1b) peptide bond. Based on the HF/6-31G* potential energy surfaces, the minimum energy conformations for 1 were characterized. The structures and energetic relations between the resulting minima for 1 were systematically examined using various basis sets (6-31G*, 6-31G**, 6-311G** and 6-31 + G**). An important result, that the global minimum of 1b (ω0≈0°) is more stable than that of 1a (ω0≈180°), was found. This is comparable to the glycine peptide model, For-Gly-NH2 (2), whose global minimum energy conformation prefers the trans peptide bond to the cis peptide bond as already known. The resulting minima for 1 demonstrate its utility as a valuable biological probe.

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DOI: 10.1039/CS99120FP005

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Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics
CiteScore: 5.5
Self-citation Rate: 10.3%
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Physical Chemistry Chemical Physics (PCCP) is an international journal co-owned by 19 physical chemistry and physics societies from around the world. This journal publishes original, cutting-edge research in physical chemistry, chemical physics and biophysical chemistry. To be suitable for publication in PCCP, articles must include significant innovation and/or insight into physical chemistry; this is the most important criterion that reviewers and Editors will judge against when evaluating submissions. The journal has a broad scope and welcomes contributions spanning experiment, theory, computation and data science. Topical coverage includes spectroscopy, dynamics, kinetics, statistical mechanics, thermodynamics, electrochemistry, catalysis, surface science, quantum mechanics, quantum computing and machine learning. Interdisciplinary research areas such as polymers and soft matter, materials, nanoscience, energy, surfaces/interfaces, and biophysical chemistry are welcomed if they demonstrate significant innovation and/or insight into physical chemistry. Joined experimental/theoretical studies are particularly appreciated when complementary and based on up-to-date approaches.

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