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Issue 1, 1978
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Assignment of the proton-association constants for 3-(3,4-dihydroxyphenyl)alanine (L-dopa)

Abstract

A re-examination based on linear free-energy relations and on kinetic evidence has been made of the assignment of the order of protonation of the L-dopa anion. This protonation order is reaffirmed as follows: first, one of the phenolato-groups; secondly, the second phenolato-group; this is followed closely, and overlapped, by the NH2 group; and finally the carboxylato-group. The use of the following values of the microconstants is recommended for solutions of 0.100 mol dm–3 ionic strength (K[NO3]): logK1H(OH) 13.55, logK2H(OH) 9.76, logK3H(NH3+)8.93, and logK4H(CO2H) 2.31.

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Article information


J. Chem. Soc., Dalton Trans., 1978, 43-45
Article type
Paper

Assignment of the proton-association constants for 3-(3,4-dihydroxyphenyl)alanine (L-dopa)

R. F. Jameson, J. Chem. Soc., Dalton Trans., 1978, 43
DOI: 10.1039/DT9780000043

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