Asymmetric Hydrogenation of C=O Double Bond with Modified Raney Nickel Catalyst. XVI

Izumi, Yoshiharu; Yajima, Shinichi; Okubo, Kazuo; Babievsky, K. K.

doi:10.1246/bcsj.44.1416

Cited by 14 publications

(1 citation statement)

References 7 publications

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“…Stereospecific Syntheses of Sulfolactic Acids-The scheme used to synthesize sulfolactic acid enantiomers was modified from that described previously (25), which in our hands was found to form 2-chloro-3-sulfopropionic acid. To a solution of D-or L-cysteic acid (5 mmol, 0.93 g) dissolved in 6.25 ml of 3.3 M trifluoroacetic acid, isoamylnitrile (15.6 mmol, 2.1 ml) was added dropwise with stirring at room temper-ature.…”

Section: Methodsmentioning

confidence: 99%

Identification of Coenzyme M Biosynthetic Phosphosulfolactate Synthase

Graham

White

2002

Journal of Biological Chemistry

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The hyperthermophilic euryarchaeon Methanococcus jannaschii uses coenzyme M (2-mercaptoethanesulfonic acid) as the terminal methyl carrier in methanogenesis. We describe an enzyme from that organism, (2R)-phospho-3-sulfolactate synthase (ComA), that catalyzes the first step in coenzyme M biosynthesis. ComA catalyzed the stereospecific Michael addition of sulfite to phosphoenolpyruvate over a broad range of temperature and pH conditions. Substrate and product analogs moderately inhibited activity. This enzyme has no significant sequence similarity to previously characterized enzymes; however, its Mg 2؉ -dependent enzyme reaction mechanism may be analogous to one proposed for enolase. A diverse group of microbes and plants have homologs of ComA that could have been recruited for sulfolactate or sulfolipid biosyntheses.

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Section: Methodsmentioning

confidence: 99%

Identification of Coenzyme M Biosynthetic Phosphosulfolactate Synthase

Graham

White

2002

Journal of Biological Chemistry

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Methoden der asymmetrischen Synthese – enantioselektive katalytische Hydrierung

Izumi

1971

Angewandte Chemie

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Es wird corgeschlagen, das Gebiet der asymmetrischen Synthese in enantioselektive und diastereoselektive Synthesen einzuteilen. Die in diesem Fortschrittsbericht behandelten enantioselektiven Hydrierungen wurden mit Raney-Nickel als Katalysator durchgefuhrt, das mit Losungen optisch aktiver Verbindungen vorbehandelt wurde. Zwischen der Enantioselektivitat des Katalysators und der Struktur der zur Modifizierung dienenden chiralen Verbindungen bestehen Zusammenhange.

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