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Cutting Choline with Radical Scissors

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1 Cutting Choline with Radical Scissors
Joan B. Broderick, James D. Moody  Cell Chemical Biology  Volume 23, Issue 10, Pages (October 2016) DOI: /j.chembiol Copyright © Terms and Conditions

2 Figure 1 The Mechanism of CutC
Only the steps subsequent to formation of the active site thiyl radical are shown in this figure. Starting in the upper left, the thiyl radical abstracts a hydrogen atom from C1 of choline, concomitant with deprotonation of the hydroxyl group of choline, to generate an α-hydroxyalkyl radical intermediate. The α-hydroxyalkyl radical undergoes heterolytic C-N bond cleavage (top right), with the resulting acetaldehyde radical abstracting a hydrogen atom from Cys489 to regenerate the thiyl radical (lower two panels), while trimethylamine deprotonates Asp216 to form trimethylammonium. In this figure, yellow dashed lines represent H bonds, and black dashed lines represent bonds in the process of being made or broken. Cell Chemical Biology  , DOI: ( /j.chembiol ) Copyright © Terms and Conditions


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