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A Method for the Quantitative Modification and Estimation of Carboxylic Acid Groups in Proteins
Open accessAbstract
A method for the rapid modification under mild conditions of carboxyl groups in proteins has been developed. The method involves the activation of the carboxyl group by a water-soluble carbodiimide and the subsequent reaction of the activated carboxyl group with a nucleophile such as glycine methyl ester. The kinetics of the reaction indicates that there are limits to the variation of carbodiimide and nucleophile when quantitative modification is desired, but that a wide variety of reagents can be used if quantitative reaction is not essential. Thus, variation in the structure of the carbodiimide can affect the carboxyl groups activated, and variation in the charge, size, and chemical and spectral properties of the nucleophile can alter the type of modification at a specific carboxyl group. The reaction proceeds equally well in high concentrations of urea or guanidine hydrochloride. The method appears to be of wide utility for analytical purposes and structure-function correlations.
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Citations
Cites
The disulphide bonds of insulin
Ryle, A. P., Sanger, F., Smith, L. F., & Kitai, R. (1955) · Biochemical Journal · doi:10.1042/bj0600541 · Cited by 927
Cited by
Macromolecules in mollusc shells and their functions in biomineralization
Weiner, S., & Traub, W. (1984) · Philosophical Transactions of the Royal Society of London. B, Biological Sciences · doi:10.1098/rstb.1984.0036 · Cited by 426
The interaction of proteins with hydroxyapatite
Gorbunoff, M. J. (1984) · Analytical Biochemistry · doi:10.1016/0003-2697(84)90239-2 · Cited by 273
Gau, B., Garai, K., Frieden, C., & Gross, M. L. (2011) · Biochemistry · doi:10.1021/bi200911c · Cited by 74
Hepatocyte [3H]-palmitate uptake: effect of albumin surface charge modification
Burczynski, F. J., Wang, G. Q., Elmadhoun, B., She, Y. M., Roberts, M. S., & Standing, K. G. (2001) · Canadian Journal of Physiology and Pharmacology · doi:10.1139/y01-072 · Cited by 28
Metadata
- Authors
- Hoare, D. G., & Koshland, D. E.
- Venue
- Journal of Biological Chemistry
- Publisher
- Elsevier BV
- Published
- 1967-05
- Volume
- 242
- Issue
- 10
- Pages
- 2447-2453
- ISSN
- 0021-9258 (ISSN-L)
- OpenAlex
- W1576127641
- Cited by
- 934
- References
- 1
- FWCI
- 8.97
- Type
- journal article
- Language
- en
- Open access
- hybrid
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- Hoare, D. G., & Koshland, D. E. (1967). A Method for the Quantitative Modification and Estimation of Carboxylic Acid Groups in Proteins. Journal of Biological Chemistry. https://doi.org/10.1016/s0021-9258(18)95981-8
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
