Format
Sort by
Items per page

Send to

Choose Destination

Links from PubMed

Items: 1 to 20 of 109

1.

Promiscuous catalysis of asymmetric Michael-type additions of linear aldehydes to β-nitrostyrene by the proline-based enzyme 4-oxalocrotonate tautomerase.

Miao Y, Geertsema EM, Tepper PG, Zandvoort E, Poelarends GJ.

Chembiochem. 2013 Jan 21;14(2):191-4. doi: 10.1002/cbic.201200676. Epub 2013 Jan 9.

PMID:
23303727
2.

Evidence for the formation of an enamine species during aldol and Michael-type addition reactions promiscuously catalyzed by 4-oxalocrotonate tautomerase.

Poddar H, Rahimi M, Geertsema EM, Thunnissen AM, Poelarends GJ.

Chembiochem. 2015 Mar 23;16(5):738-41. doi: 10.1002/cbic.201402687. Epub 2015 Feb 26.

PMID:
25728471
3.

An unexpected promiscuous activity of 4-oxalocrotonate tautomerase: the cis-trans isomerisation of nitrostyrene.

Zandvoort E, Geertsema EM, Baas BJ, Quax WJ, Poelarends GJ.

Chembiochem. 2012 Sep 3;13(13):1869-73. doi: 10.1002/cbic.201200371. Epub 2012 Jul 31.

PMID:
22851288
4.

Highly efficient Michael-type addition of acetaldehyde to β-nitrostyrenes by whole resting cells of Escherichia coli expressing 4-oxalocrotonate tautomerase.

Narancic T, Radivojevic J, Jovanovic P, Francuski D, Bigovic M, Maslak V, Savic V, Vasiljevic B, O'Connor KE, Nikodinovic-Runic J.

Bioresour Technol. 2013 Aug;142:462-8. doi: 10.1016/j.biortech.2013.05.074. Epub 2013 May 27.

PMID:
23759430
5.

Biocatalytic Michael-type additions of acetaldehyde to nitroolefins with the proline-based enzyme 4-oxalocrotonate tautomerase yielding enantioenriched γ-nitroaldehydes.

Geertsema EM, Miao Y, Tepper PG, de Haan P, Zandvoort E, Poelarends GJ.

Chemistry. 2013 Oct 18;19(43):14407-10. doi: 10.1002/chem.201302351. Epub 2013 Sep 24.

PMID:
24115023
6.

Bridging between organocatalysis and biocatalysis: asymmetric addition of acetaldehyde to β-nitrostyrenes catalyzed by a promiscuous proline-based tautomerase.

Zandvoort E, Geertsema EM, Baas BJ, Quax WJ, Poelarends GJ.

Angew Chem Int Ed Engl. 2012 Jan 27;51(5):1240-3. doi: 10.1002/anie.201107404. Epub 2011 Dec 21. No abstract available. Erratum in: Angew Chem Int Ed Engl. 2012 Jun 18;51(25):6035.

PMID:
22190406
7.

Systematic screening for catalytic promiscuity in 4-oxalocrotonate tautomerase: enamine formation and aldolase activity.

Zandvoort E, Baas BJ, Quax WJ, Poelarends GJ.

Chembiochem. 2011 Mar 7;12(4):602-9. doi: 10.1002/cbic.201000633. Epub 2011 Feb 3.

PMID:
21290551
8.

Immobilization of Escherichia coli cells expressing 4-oxalocrotonate tautomerase for improved biotransformation of β-nitrostyrene.

Djokic L, Spasic J, Jeremic S, Vasiljevic B, Prodanovic O, Prodanovic R, Nikodinovic-Runic J.

Bioprocess Biosyst Eng. 2015 Dec;38(12):2389-95. doi: 10.1007/s00449-015-1474-8. Epub 2015 Sep 26.

PMID:
26410191
9.

(S)-Proline-catalyzed nitro-Michael reactions: towards a better understanding of the catalytic mechanism and enantioselectivity.

Yang H, Wong MW.

Org Biomol Chem. 2012 Apr 28;10(16):3229-35. doi: 10.1039/c2ob06993h. Epub 2012 Mar 9.

PMID:
22402630
10.

Stereochemical Control of Enzymatic Carbon-Carbon Bond-Forming Michael-Type Additions by "Substrate Engineering".

Miao Y, Tepper PG, Geertsema EM, Poelarends GJ.

European J Org Chem. 2016 Nov;2016(32):5350-5354. Epub 2016 Oct 25.

12.

Docking of 4-oxalocrotonate tautomerase substrates: implications for the catalytic mechanism.

Soares TA, Goodsell DS, Briggs JM, Ferreira R, Olson AJ.

Biopolymers. 1999 Sep;50(3):319-28.

PMID:
10397792
13.

Using mutability landscapes of a promiscuous tautomerase to guide the engineering of enantioselective Michaelases.

van der Meer JY, Poddar H, Baas BJ, Miao Y, Rahimi M, Kunzendorf A, van Merkerk R, Tepper PG, Geertsema EM, Thunnissen AM, Quax WJ, Poelarends GJ.

Nat Commun. 2016 Mar 8;7:10911. doi: 10.1038/ncomms10911.

14.

The structural basis for the perturbed pKa of the catalytic base in 4-oxalocrotonate tautomerase: kinetic and structural effects of mutations of Phe-50.

Czerwinski RM, Harris TK, Massiah MA, Mildvan AS, Whitman CP.

Biochemistry. 2001 Feb 20;40(7):1984-95.

PMID:
11329265
15.
16.

Quantum chemical modeling of enzymatic reactions: the case of 4-oxalocrotonate tautomerase.

Sevastik R, Himo F.

Bioorg Chem. 2007 Dec;35(6):444-57. Epub 2007 Sep 27.

PMID:
17904194
17.

Effects of mutations of the active site arginine residues in 4-oxalocrotonate tautomerase on the pKa values of active site residues and on the pH dependence of catalysis.

Czerwinski RM, Harris TK, Johnson WH Jr, Legler PM, Stivers JT, Mildvan AS, Whitman CP.

Biochemistry. 1999 Sep 21;38(38):12358-66.

PMID:
10493803
18.

Proline-based reduced dipeptides as recyclable and highly enantioselective organocatalysts for asymmetric Michael addition.

Cao X, Wang G, Zhang R, Wei Y, Wang W, Sun H, Chen L.

Org Biomol Chem. 2011 Oct 7;9(19):6487-90. doi: 10.1039/c1ob05679d. Epub 2011 Aug 9.

PMID:
21829837
19.
20.

Supplemental Content

Support Center