104208-69-7Relevant articles and documents
A colorimetric assay for screening transketolase activity
Smith, Mark E.B.,Kaulmann, Ursula,Ward, John M.,Hailes, Helen C.
, p. 7062 - 7065 (2006)
A tetrazolium red-based colorimetric assay has been devised to screen for transketolase activity with a range of aldehyde acceptors. The colorimetric TK assay is able to detect >8% bioconversion using non-α-hydroxylated aldehydes as acceptor substrates an
The first mimetic of the transketolase reaction
Smith, Mark E. B.,Smithies, Kirsty,Senussi, Tarik,Dalby, Paul A.,Hailes, Helen C.
, p. 1121 - 1123 (2006)
Although the biocatalytic formation of acyclic α,α′- dihydroxy ketones by transketolase is well documented in the literature, there is currently no one-pot chemical synthesis of these dihydroxy ketones available. Here, we report preliminary results of an
Neighboring Carbonyl Group Assisted Oxyacetoxylation of Propargylic Carboxylates with Retention of Chirality under Metal Free Condition
Pradhan, Tapas R.,Mohapatra, Debendra K.
, p. 3605 - 3611 (2019/07/04)
A metal-free oxyacetoxylation method of primary, secondary and tertiary propargylic carboxylates with retention of chirality was presented. The reaction proceeds through the intramolecular nucleophilic attack of the neighboring carbonyl group on an alkynyliodonium intermediate. The process is general with broad substrate scope and is amenable for application to a variety of propargyl carboxylates including those obtained from natural products. Insight into the mechanistic pathway by isotopic labelling (using H2O18 and D2O) and controlled experiments confirmed. (Figure presented.).
Engineering a thermostable transketolase for arylated substrates
Saravanan, Thangavelu,Reif, Marie-Luise,Yi, Dong,Lorillière, Marion,Charmantray, Franck,Hecquet, Laurence,Fessner, Wolf-Dieter
, p. 481 - 489 (2017/08/14)
Aromatic components are difficult substrates for enzymes catalyzing stereoselective carboligation reactions. We have engineered transketolase from Geobacillus stearothermophilus by directed evolution to utilize arylalkanals and benzaldehyde as the electro
Decarboxylative Cascade Reactions of Dihydroxyfumaric Acid: A Preparative Approach to the Glyoxylate Scenario
Richter, Celin,Berndt, Falko,Kunde, Tom,Mahrwald, Rainer
supporting information, p. 2950 - 2953 (2016/07/06)
An operationally simple protocol is reported to generate an α-hydroxyacyl anion by the decarboxylation of dihydroxyfumaric acid. To date, the "missing" utilization of the hydroxyacyl anion in highly chemo- and stereoselective cascade reactions enables sho
Investigating the reaction mechanism and organocatalytic synthesis of α,α′-dihydroxy ketones
Galman, James L.,Steadman, David,Haigh, Lisa D.,Hailes, Helen C.
experimental part, p. 2621 - 2628 (2012/04/23)
A biomimetic TK one-pot reaction using hydroxypyruvate and aldehydes to generate α,α′-dihydroxy ketones in water has recently been described. To investigate this tertiary-amine mediated reaction mechanism two approaches were used. Firstly, 13C
α,α′-Dihydroxyketone formation using aromatic and heteroaromatic aldehydes with evolved transketolase enzymes
Galman, James L.,Steadman, David,Bacon, Sarah,Morris, Phattaraporn,Smith, Mark E. B.,Ward, John M.,Dalby, Paul A.,Hailes, Helen C.
supporting information; experimental part, p. 7608 - 7610 (2010/12/19)
Transketolase mutants have been identified that accept aromatic acceptors with good stereoselectivities, in particular benzaldehyde for which the wild type enzyme showed no activity.
Stereoselectivity of an ω-transaminase-mediated amination of 1,3-dihydroxy-1-phenylpropane-2-one
Smithies, Kirsty,Smith, Mark E.B.,Kaulmann, Ursula,Galman, James L.,Ward, John M.,Hailes, Helen C.
scheme or table, p. 570 - 574 (2009/09/05)
The stereoselectivity of a recently isolated ω-transaminase from Chromobacterium violaceum in the amination of 1,3-dihydroxy-1-phenylpropan-2-one has been determined. The enzyme is not enantioselective towards a racemic mixture of 1,3-dihydroxy-1-phenylpr
ENZYME-CATALYZED SYNTHESIS OF CARBOHYDRATES: SYNTHETIC POTENTIAL OF TRANSKETOLASE
Demuynck, Colette,Bolte, Jean,Hecquet, Laurence,Dalmas, Valerie
, p. 5085 - 5088 (2007/10/02)
The synthetic potential of yeast or spinach transketolases was studied, using hydroxypyruvate as a donor substrate and 31 aldehydes as acceptors.All of them react, including aromatic, heteroaromatic and α,β unsaturated aldehydes.
CHEMISTRY OF DIHYDRO-1,4-DIOXIN III. A NEW METHOD FOR THE PREPARATION OF α,α'-DIHYDROXY KETONES FROM KETONES AND ALDEHYDES
Fetizon, Marcel,Goulaouic, Pierre,Hanna, Issam
, p. 4925 - 4928 (2007/10/02)
Title compounds, 7, were prepared from ketones and aldehydes via the intermediate 3 by methanolic peracid epoxidation followed by NaBH4 reduction and acidic hydrolysis.Application of this method to the preparation of the unnatural corticoid side chain was reported.
