Comprehensive Natural Products III 2020
DOI: 10.1016/b978-0-12-409547-2.14833-4
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An Update on Developments in the Field of Thiamin Diphosphate-Dependent Enzymes

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Cited by 2 publications
(4 citation statements)
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“…Formation of chiral products on an analytical scale by E. coli E1o was confirmed by recording the CD spectra of the products formed and by 1 H NMR spectroscopy (see Figure 4, panels A, B for chiral products identified) [69]. More recently, the studies were also extended at Rutgers to a carboligation-type synthesis using human E1o from 2-OG and from 2-OA [63,98]. With 2-OG as a substrate donor and glyoxylate as an acceptor, (R)-2-hydroxy-3-oxohexanedioic acid ((R)-2-hydroxy-3-oxoadipate) (Figure 4, panel A) was detected in the CD experiments with an estimated catalytic efficiency (k cat /K m,OG ) of about 4.8% compared to the E1o-specific activity (Figure 4, panel B).…”
Section: E Coli E1o Catalyzes the Formation Of Acetoin-like Products In A Carboligase Condensation Reactionmentioning
confidence: 98%
“…Formation of chiral products on an analytical scale by E. coli E1o was confirmed by recording the CD spectra of the products formed and by 1 H NMR spectroscopy (see Figure 4, panels A, B for chiral products identified) [69]. More recently, the studies were also extended at Rutgers to a carboligation-type synthesis using human E1o from 2-OG and from 2-OA [63,98]. With 2-OG as a substrate donor and glyoxylate as an acceptor, (R)-2-hydroxy-3-oxohexanedioic acid ((R)-2-hydroxy-3-oxoadipate) (Figure 4, panel A) was detected in the CD experiments with an estimated catalytic efficiency (k cat /K m,OG ) of about 4.8% compared to the E1o-specific activity (Figure 4, panel B).…”
Section: E Coli E1o Catalyzes the Formation Of Acetoin-like Products In A Carboligase Condensation Reactionmentioning
confidence: 98%
“…TPP is a cofactor for many C−C bond making and breaking enzymatic reactions. 60 Based on the enhanced C( 2)-H acidity of the key thiazolium moiety of TPP, Breslow proposed a mechanism involving an initial deprotonation step to an NHC followed by reaction with the substrate via an enaminol-type intermediate (Scheme 12). 61 Subsequent screening of a broad range of related heterocyclic azolium catalysts demonstrated that 1,2,4triazolium salts were generally the most active and stereoselective of the range of N-heterocycles explored as independent organocatalysts (Scheme 13).…”
Section: ■ Thiamine Pyrophosphatementioning
confidence: 99%
“…Perhaps one of the most well-known cofactors among chemists is thiamine pyrophosphate (TPP) owing to its pivotal role in the development of N-heterocyclic carbene (NHC) organocatalysis. TPP is a cofactor for many C–C bond making and breaking enzymatic reactions . Based on the enhanced C (2)-H acidity of the key thiazolium moiety of TPP, Breslow proposed a mechanism involving an initial deprotonation step to an NHC followed by reaction with the substrate via an enaminol-type intermediate (Scheme ).…”
Section: Thiamine Pyrophosphatementioning
confidence: 99%
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