Cage escape competes with geminate recombination during alkane hydroxylation by the diiron oxygenase AlkB

Rachel N. Austin; Kate Luddy; Karla Erickson; Marilla Pender-Cudlip; Erin Bertrand; Dayi Deng; Ryan S. Buzdygon; Jan B. Van Beilen; John Taylor Groves

doi:10.1002/anie.200801184

Cage escape competes with geminate recombination during alkane hydroxylation by the diiron oxygenase AlkB

Rachel N. Austin, Kate Luddy, Karla Erickson, Marilla Pender-Cudlip, Erin Bertrand, Dayi Deng, Ryan S. Buzdygon, Jan B. Van Beilen, John Taylor Groves

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

33 Scopus citations

Abstract

(Chemical Presented) AlkBstops the radical clock: Three structurally analogous radical-clock substrates with a large span in their rearrangement rates are hydroxylated by AlkB to afford similar amounts of rearranged (2) and unrearranged products (1). Such a result is in accord with radical rebound competing with cage escape of the geminate substrate radical. The results show that radical clocks can measure both the radical lifetime and the kinetics of cage escape.

Original language	English (US)
Pages (from-to)	5232-5234
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	47
Issue number	28
DOIs	https://doi.org/10.1002/anie.200801184
State	Published - Jun 27 2008

All Science Journal Classification (ASJC) codes

General Chemistry
Catalysis

Keywords

Alkanes
Cytochrome AlkB
Oxygenases
Radical clocks
Reaction mechanisms

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10.1002/anie.200801184

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title = "Cage escape competes with geminate recombination during alkane hydroxylation by the diiron oxygenase AlkB",

abstract = "(Chemical Presented) AlkBstops the radical clock: Three structurally analogous radical-clock substrates with a large span in their rearrangement rates are hydroxylated by AlkB to afford similar amounts of rearranged (2) and unrearranged products (1). Such a result is in accord with radical rebound competing with cage escape of the geminate substrate radical. The results show that radical clocks can measure both the radical lifetime and the kinetics of cage escape.",

keywords = "Alkanes, Cytochrome AlkB, Oxygenases, Radical clocks, Reaction mechanisms",

author = "Austin, {Rachel N.} and Kate Luddy and Karla Erickson and Marilla Pender-Cudlip and Erin Bertrand and Dayi Deng and Buzdygon, {Ryan S.} and {Van Beilen}, {Jan B.} and Groves, {John Taylor}",

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T1 - Cage escape competes with geminate recombination during alkane hydroxylation by the diiron oxygenase AlkB

AU - Austin, Rachel N.

AU - Luddy, Kate

AU - Erickson, Karla

AU - Pender-Cudlip, Marilla

AU - Bertrand, Erin

AU - Deng, Dayi

AU - Buzdygon, Ryan S.

AU - Van Beilen, Jan B.

AU - Groves, John Taylor

PY - 2008/6/27

Y1 - 2008/6/27

N2 - (Chemical Presented) AlkBstops the radical clock: Three structurally analogous radical-clock substrates with a large span in their rearrangement rates are hydroxylated by AlkB to afford similar amounts of rearranged (2) and unrearranged products (1). Such a result is in accord with radical rebound competing with cage escape of the geminate substrate radical. The results show that radical clocks can measure both the radical lifetime and the kinetics of cage escape.

AB - (Chemical Presented) AlkBstops the radical clock: Three structurally analogous radical-clock substrates with a large span in their rearrangement rates are hydroxylated by AlkB to afford similar amounts of rearranged (2) and unrearranged products (1). Such a result is in accord with radical rebound competing with cage escape of the geminate substrate radical. The results show that radical clocks can measure both the radical lifetime and the kinetics of cage escape.

KW - Alkanes

KW - Cytochrome AlkB

KW - Oxygenases

KW - Radical clocks

KW - Reaction mechanisms

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

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ER -

Cage escape competes with geminate recombination during alkane hydroxylation by the diiron oxygenase AlkB

Abstract

All Science Journal Classification (ASJC) codes

Keywords

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