Microbial aldolases as C-C bonding enzymes--unknown treasures and new developments

Applied Microbiology and Biotechnology
Anne K Samland, Georg A Sprenger

Abstract

Aldolases are a specific group of lyases that catalyze the reversible stereoselective addition of a donor compound (nucleophile) onto an acceptor compound (electrophile). Whereas most aldolases are specific for their donor compound in the aldolization reaction, they often tolerate a wide range of aldehydes as acceptor compounds. C-C bonding by aldolases creates stereocenters in the resulting aldol products. This makes aldolases interesting tools for asymmetric syntheses of rare sugars or sugar-derived compounds as iminocyclitols, statins, epothilones, and sialic acids. Besides the well-known fructose 1,6-bisphosphate aldolase, other aldolases of microbial origin have attracted the interest of synthetic bio-organic chemists in recent years. These are either other dihydroxyacetone phosphate aldolases or aldolases depending on pyruvate/phosphoenolpyruvate, glycine, or acetaldehyde as donor substrate. Recently, an aldolase that accepts dihydroxyacetone or hydroxyacetone as a donor was described. A further enlargement of the arsenal of available chemoenzymatic tools can be achieved through screening for novel aldolase activities and directed evolution of existing aldolases to alter their substrate- or stereospecifities. We give an u...Continue Reading

References

Mar 1, 1992·Trends in Biochemical Sciences·J J Marsh, H G Lebherz
Jan 1, 1995·Progress in Biophysics and Molecular Biology·T GefflautM Willson
Jun 11, 1998·The Biochemical Journal·G J ThomsonA Berry
Jul 17, 1998·Current Opinion in Chemical Biology·W D Fessner
Apr 25, 2000·Angewandte Chemie·T D Machajewski, C H Wong
Jun 1, 2000·Applied and Environmental Microbiology·R W Eaton
Sep 19, 2000·Biotechnology and Bioengineering·R SchoevaartR A Sheldon
Oct 14, 2000·The Journal of Organic Chemistry·R SchoevaartR A Sheldon
Dec 2, 2000·The Journal of Organic Chemistry·A Romero, C H Wong
Feb 24, 2001·Nature·K M Koeller, C H Wong
Jun 2, 2001·The Journal of Biological Chemistry·B SiebersC H Verhees
Feb 19, 2002·Current Opinion in Biotechnology·W D Fessner, V Helaine
Apr 17, 2002·Applied Microbiology and Biotechnology·Z LiuS-J Liu
Feb 14, 2003·Chemistry : a European Journal·Eva González-GarcíaJean-Louis Reymond
Mar 11, 2003·Proceedings of the National Academy of Sciences of the United States of America·Gavin J WilliamsAlan Berry
Apr 3, 2003·Bioorganic & Medicinal Chemistry·Masaru WadaChi-Huey Wong
Apr 25, 2003·Proceedings of the National Academy of Sciences of the United States of America·Andreas C JoergerAlan R Fersht
Aug 16, 2003·The Journal of Organic Chemistry·Dirk FrankeChi-Huey Wong
Aug 28, 2003·The Journal of Biological Chemistry·Esben LorentzenBettina Siebers
Oct 17, 2003·Angewandte Chemie·Anh Nga PhungWolf-Dieter Fessner
Dec 10, 2003·Current Opinion in Biotechnology·Michael Breuer, Bernhard Hauer
Apr 8, 2004·Proceedings of the National Academy of Sciences of the United States of America·William A GreenbergMark J Burk
Jun 4, 2004·Journal of the American Chemical Society·Ningqing RanJ W Frost
Jul 13, 2004·Bioorganic & Medicinal Chemistry·Jennifer S GriffithsEric J Toone

❮ Previous
Next ❯

Citations

Jun 26, 2012·Journal of Molecular Medicine : Official Organ of the Gesellschaft Deutscher Naturforscher Und Ärzte·Ruth BelostotskyYaacov Frishberg
Jun 12, 2013·Applied Microbiology and Biotechnology·Milja PešićGregorio Alvaro
Jun 1, 2013·Applied Biochemistry and Biotechnology·Guido Sello, Patrizia Di Gennaro
Mar 19, 2009·Chemical Communications : Chem Comm·Laura IturrateEduardo García-Junceda
Sep 8, 2011·Clinical Journal of the American Society of Nephrology : CJASN·Carla G MonicoDawn S Milliner
Oct 30, 2013·Extremophiles : Life Under Extreme Conditions·Pierpaolo FalcicchioJohn van der Oost
May 20, 2015·Organic Letters·Li Ping LinRen Xiang Tan
Feb 23, 2010·Current Opinion in Microbiology·Dominique Böttcher, Uwe T Bornscheuer
Oct 27, 2007·Protein Science : a Publication of the Protein Society·Manoj CheriyanCarol A Fierke
Jan 26, 2012·Biotechnology Progress·Cristina SansGregorio Álvaro
Jun 25, 2015·Applied Microbiology and Biotechnology·Jitao LiYanhe Ma
Mar 15, 2015·Enzyme and Microbial Technology·Panwajee PayongsriPaul A Dalby
Jan 1, 2012·Computational and Structural Biotechnology Journal·Michael WidmannAnne K Samland
Jan 24, 2017·Current Opinion in Chemical Biology·Claire L WindleAdam Nelson
Oct 28, 2016·Chemical Reviews·Geoff P Horsman, David L Zechel
Mar 10, 2017·Organic & Biomolecular Chemistry·Mehran RahimiGerrit J Poelarends
Jul 1, 2017·Critical Reviews in Food Science and Nutrition·Muhammad BilalXuehong Zhang
May 17, 2011·Chembiochem : a European Journal of Chemical Biology·Anne K SamlandWolf-Dieter Fessner
Feb 12, 2010·Chembiochem : a European Journal of Chemical Biology·Sarah SchneiderAnne K Samland
May 9, 2019·Genes·Belén FlorianoFrancisca Reyes-Ramírez
May 29, 2008·The Journal of Biological Chemistry·Seiya WatanabeKeisuke Makino
Dec 25, 2013·Beilstein Journal of Organic Chemistry·Zijie LiLi Cai
Dec 21, 2006·The Biochemical Journal·Suzanne Wolterink-van LooJohn van der Oost
Feb 4, 2011·Chemistry : a European Journal·Madhura RaleWolf-Dieter Fessner
May 18, 2017·Chemistry : a European Journal·Rodrigo O M A de SouzaUwe T Bornscheuer
Jan 27, 2015·Chembiochem : a European Journal of Chemical Biology·Jennifer N Andexer, Michael Richter
Aug 1, 2018·Applied Microbiology and Biotechnology·Matthias SchapflGeorg A Sprenger

❮ Previous
Next ❯

Related Concepts

Related Feeds

Bioinformatics in Biomedicine

Bioinformatics in biomedicine incorporates computer science, biology, chemistry, medicine, mathematics and statistics. Discover the latest research on bioinformatics in biomedicine here.

Biosynthetic Transformations

Biosyntheic transformtions are multi-step, enzyme-catalyzed processes where substrates are converted into more complex products in living organisms. Simple compounds are modified, converted into other compounds, or joined together to form macromolecules. Discover the latest research on biosynthetic transformations here.