H/D kinetic isotope effect as a tool to elucidate the reaction mechanism of methyl radicals with glycine in aqueous solutions

Guy Yardeni; Israel Zilbermann; Eric Maimon; Lioubov Kats; Ronen Bar-Ziv; Dan Meyerstein

doi:10.1021/jp4090052

H/D kinetic isotope effect as a tool to elucidate the reaction mechanism of methyl radicals with glycine in aqueous solutions

Guy Yardeni, Israel Zilbermann, Eric Maimon, Lioubov Kats, Ronen Bar-Ziv, Dan Meyerstein

Department of Chemical Sciences

Research output: Contribution to journal › Article › peer-review

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Abstract

The H/D kinetic isotope effect (KIE) for the reaction of methyl radicals with glycine in aqueous solutions at pH 10.6 equals 16 ± 3. This result proves that the methyl radical abstracts a hydrogen atom from the methylene group of glycine and not an electron from the unpaired couple on the nitrogen atom. The rate constant of the reaction of methyl radicals with glycine at pH 7.0 is orders of magnitude smaller than that at pH 10.6.

Original language	English
Pages (from-to)	13996-13998
Number of pages	3
Journal	Journal of Physical Chemistry A
Volume	117
Issue number	51
DOIs	https://doi.org/10.1021/jp4090052
State	Published - 27 Dec 2013

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abstract = "The H/D kinetic isotope effect (KIE) for the reaction of methyl radicals with glycine in aqueous solutions at pH 10.6 equals 16 ± 3. This result proves that the methyl radical abstracts a hydrogen atom from the methylene group of glycine and not an electron from the unpaired couple on the nitrogen atom. The rate constant of the reaction of methyl radicals with glycine at pH 7.0 is orders of magnitude smaller than that at pH 10.6.",

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AU - Yardeni, Guy

AU - Zilbermann, Israel

AU - Maimon, Eric

AU - Kats, Lioubov

AU - Bar-Ziv, Ronen

AU - Meyerstein, Dan

PY - 2013/12/27

Y1 - 2013/12/27

N2 - The H/D kinetic isotope effect (KIE) for the reaction of methyl radicals with glycine in aqueous solutions at pH 10.6 equals 16 ± 3. This result proves that the methyl radical abstracts a hydrogen atom from the methylene group of glycine and not an electron from the unpaired couple on the nitrogen atom. The rate constant of the reaction of methyl radicals with glycine at pH 7.0 is orders of magnitude smaller than that at pH 10.6.

AB - The H/D kinetic isotope effect (KIE) for the reaction of methyl radicals with glycine in aqueous solutions at pH 10.6 equals 16 ± 3. This result proves that the methyl radical abstracts a hydrogen atom from the methylene group of glycine and not an electron from the unpaired couple on the nitrogen atom. The rate constant of the reaction of methyl radicals with glycine at pH 7.0 is orders of magnitude smaller than that at pH 10.6.

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H/D kinetic isotope effect as a tool to elucidate the reaction mechanism of methyl radicals with glycine in aqueous solutions

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