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

Ben-Gurion University of the Negev, Ariel University

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

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	American 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

ASJC Scopus subject areas

Physical and Theoretical Chemistry

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10.1021/jp4090052

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

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.",

author = "Guy Yardeni and Israel Zilbermann and Eric Maimon and Lioubov Kats and Ronen Bar-Ziv and Dan Meyerstein",

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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.

UR - https://www.scopus.com/pages/publications/84891407507

U2 - 10.1021/jp4090052

DO - 10.1021/jp4090052

M3 - Article

C2 - 24313550

SN - 1089-5639

VL - 117

SP - 13996

EP - 13998

JO - Journal of Physical Chemistry A

JF - Journal of Physical Chemistry A

IS - 51

ER -

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

Abstract

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