PMID: 6402362Jan 1, 1983Paper

The catalytic mechanism of tryptophan synthase from Escherichia coli. Kinetics of the reaction of indole with the enzyme--L-serine complexes

European Journal of Biochemistry
A N Lane, K Kirschner

Abstract

The mechanism by which indole condenses with L-serine in the active site of tryptophan synthase was studied by the stopped-flow technique. The single turnover occurs by rapid binding of indole to the pre-formed enzyme--L-serine complex, followed by C--C bond formation, reprotonation of the alpha carbon carbanion of L-tryptophan, and its final release. The effects of isotopic substitution at C-3 of indole, of pH, and of the presence of indolepropanol phosphate on these processes were also studied. The mechanism of binding of indole complements the known mechanisms of binding of L-serine and L-tryptophan to give a detailed picture of the mechanism of catalysis. It invokes two competent species of enzyme--L-serine complexes, leading to a branched pathway for the central condensation process. The rates of dehydration of L-serine and reprotonation of the carbanion of L-tryptophan are probably limited by rearrangements at the active site. Analysis of absorption, fluorescence and circular dichroic spectra, as well as of published data on the stereoisomers obtained by reduction with borohydride, suggests that the rearrangement includes a reorientation of the pyridoxal phosphate C-4' atom. The mechanism provides a detailed framework for...Continue Reading

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Citations

Apr 24, 2009·Cellular and Molecular Life Sciences : CMLS·Samanta RaboniAndrea Mozzarelli
Dec 23, 2016·Chembiochem : a European Journal of Chemical Biology·Daniel FrancisJason Micklefield
Jan 16, 2017·The Journal of Chemical Physics·Dimitri LoutchkoAlexander S Mikhailov
Oct 18, 2019·International Journal of Molecular Sciences·Andrea C KneuttingerReinhard Sterner
Dec 5, 1998·The Journal of Biological Chemistry·K D Schnackerz, A Mozzarelli
Nov 11, 2015·Proceedings of the National Academy of Sciences of the United States of America·Andrew R BullerFrances H Arnold
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Jul 19, 2019·IUCrJ·Karolina MichalskaAndrzej Joachimiak
May 16, 2002·The Journal of Biological Chemistry·Christine Fehlner-GardinerGrant McClarty
Jan 5, 2002·The Journal of Biological Chemistry·Michael WeyandAndrea Mozzarelli
Jan 9, 2019·Frontiers in Cellular and Infection Microbiology·Colette Elizabeth O'NeillIan Nicholas Clarke
Jan 1, 1983·European Journal of Biochemistry·A N Lane, K Kirschner
Jan 1, 1987·Progress in Biophysics and Molecular Biology·R Jaenicke
May 1, 2004·The Journal of Biological Chemistry·Francesca SchiarettiAndrea Mozzarelli
Jul 18, 2020·Chembiochem : a European Journal of Chemical Biology·Ella Watkins-DulaneyFrances Arnold
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May 2, 2018·Journal of the American Chemical Society·Andrew R BullerFrances H Arnold
Apr 24, 2008·BMC Plant Biology·Verena KriechbaumerErich Glawischnig

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