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p-Benzoyl-L-phenylalanine, a new photoreactive amino acid. Photolabeling of calmodulin with a synthetic calmodulin-binding peptide.
Open accessAbstract
A new photoreactive amino acid analog, p-benzoyl-L-phenylalanine, is described. Convenient methods for the preparation of this amino acid and its subsequent incorporation into synthetic peptides by the solid-phase technique are outlined. To illustrate its utility, p-benzoyl-L-phenylalanine was substituted in place of tryptophan in a 17-residue calmodulin-binding peptide. The substitution did not measurably affect the affinity of this peptide for calmodulin. When this peptide was photolyzed at 350 nm in a 1:1 molar ratio with calmodulin in the presence of 500 microM CaCl2, 70% of the calmodulin was derivatized. The specificity of the reaction was investigated by photolysis in the absence of CaCl2 where little binding occurs; under these conditions little or no photolabeling occurred.
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Cited by
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Xie, J., & Schultz, P. G. (2006) · Nature Reviews Molecular Cell Biology · doi:10.1038/nrm2005 · Cited by 408
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Müller, M. M., & Muir, T. W. (2015) · Chemical Reviews · doi:10.1021/cr5003529 · Cited by 247
Metadata
- Authors
- Kauer, J. C., Erickson-Viitanen, S., Wolfe, H. R., & DeGrado, W. F.
- Venue
- Journal of Biological Chemistry
- Publisher
- Elsevier BV
- Published
- 1986-08
- Volume
- 261
- Issue
- 23
- Pages
- 10695-10700
- ISSN
- 0021-9258 (ISSN-L)
- OpenAlex
- W1481645778
- Cited by
- 227
- References
- 0
- FWCI
- 0.97
- Type
- journal article
- Language
- en
- Open access
- hybrid
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- CoChat. (2026). Citation check: p-Benzoyl-L-phenylalanine, a new photoreactive amino acid. Photolabeling of calmodulin with a synthetic calmodulin-binding peptide. https://app.cochat.ai/papers/10.1016/s0021-9258(18)67441-1
- The paper
- Kauer, J. C., Erickson-Viitanen, S., Wolfe, H. R., & DeGrado, W. F. (1986). p-Benzoyl-L-phenylalanine, a new photoreactive amino acid. Photolabeling of calmodulin with a synthetic calmodulin-binding peptide. Journal of Biological Chemistry. https://doi.org/10.1016/s0021-9258(18)67441-1
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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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