The DOI matches its Crossref record; 18 of the 18 references it cites were found in a registry or an index.
Chemical aspects of peptide bond isomerisation
Abstract
Coplanarity of peptide bonds confers partitioning of peptide chains between two energetically preferred rotational states, cis and trans. Molecular heterogeneity is particularly pronounced when imino acids like proline form the peptide bond. These conformational substates are prone to isomer-specific biochemical recognition, delayed chain folding and biocatalysis of conformational interconversion attracting broad interest in medicinal chemistry and biotechnology. The present review discusses the structural features of peptide bond conformation in oligopeptides and proteins, and gives an overview of isomer ratios, interconversion rates, and catalysis.
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Cites
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Atomic Structures of the Human Immunophilin FKBP-12 Complexes with FK506 and Rapamycin
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Side-chain effects on peptidyl-prolyl cis/trans isomerisation
Reimer, U., Scherer, G., Drewello, M., Kruber, S., Schutkowski, M., & Fischer, G. (1998) · Journal of Molecular Biology · doi:10.1006/jmbi.1998.1770 · Cited by 354
Self-citationPeptidyl‐Prolyl cis/trans Isomerases and Their Effectors
Fischer, G. (1994) · Angewandte Chemie International Edition in English · doi:10.1002/anie.199414151 · Cited by 308
Self-citationEberhardt, E. S., Panasik, N., & Raines, R. T. (1996) · Journal of the American Chemical Society · doi:10.1021/ja9623119 · Cited by 261
Peptidylproline cis/trans isomerases
Galat, A., & Metcalfe, S. M. (1995) · Progress in Biophysics and Molecular Biology · doi:10.1016/0079-6107(94)00009-x · Cited by 240
Cis-Trans Imide Isomerization of the Proline Dipeptide
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Kay, E. R., Leigh, D. A., & Zerbetto, F. (2007) · Angewandte Chemie · doi:10.1002/ange.200504313 · Cited by 624
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Johansson, J. R., Beke-Somfai, T., Said Stålsmeden, A., & Kann, N. (2016) · Chemical Reviews · doi:10.1021/acs.chemrev.6b00466 · Cited by 414
Native State Proline Isomerization: An Intrinsic Molecular Switch
Andreotti, A. H. (2003) · Biochemistry · doi:10.1021/bi0350710 · Cited by 270
Efficient Site-Specific Incorporation of Thioamides into Peptides on a Solid Support
Mukherjee, S., Verma, H., & Chatterjee, J. (2015) · Organic Letters · doi:10.1021/acs.orglett.5b01484 · Cited by 71
Metadata
- Authors
- Fischer, G.
- Venue
- Chemical Society Reviews
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2000
- Volume
- 29
- Issue
- 2
- Pages
- 119-127
- ISSN
- 0306-0012 (ISSN-L)
- 1460-4744
- OpenAlex
- W2019511807
- Cited by
- 324
- References
- 18
- FWCI
- 4.39
- Type
- journal article
- Language
- en
- Open access
- closed
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
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