Abstract
IN an earlier communication, Porter, Rydon and Schofield1 suggested that the single serine, in enzymes such as cholinesterase and chymotrypsin, which reacts with di-isopropyl phosphorofluoridate (DFP) and other phosphorus-containing enzyme inhibitors, was, in fact, a Δ2-oxazoline (as I). They based this suggestion on the observed reactivity of 2-methyl-Δ2-oxazoline towards DFP, but pointed out that an oxazoline residue in a peptide chain would be expected to be less basic than 2-methyl-Δ2-oxazoline and, therefore, less reactive towards DFP.
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References
Porter, G. R., Rydon, H. N., and Schofield, J. A., Nature, 182, 927 (1958).
Rydon, H. N., Nature, 182, 928 (1958).
Cunningham, L. W., Science, 125, 1145 (1957). Krupka, R. M., and Laidler, K. J., J. Amer. Chem. Soc., 83, 1458 (1961). For other refs., see Davies, D. R., and Green, A. L., Adv. Enzymol., 20, 283 (1958). Koshland, D. E., ibid., 22, 45 (1960).
Bernhard, S. A., J. Cell. Comp. Physiol., 54, Supp. 1, 195 (1959).
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HANSON, R., RYDON, H. Nature of the Reactive Serine in Enzymes inhibited by Organo-phosphorus Compounds. Nature 193, 1182–1183 (1962). https://doi.org/10.1038/1931182a0
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DOI: https://doi.org/10.1038/1931182a0
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