Application of a Practical Biocatalytic Reduction to an Enantioselective Synthesis of the 5H-2,3-Benzodiazepine LY300164

Anderson, Benjamin A.; Hansen, Marvin M.; Harkness, Allen R.; Henry, Cynthia; Vicenzi, Jeffrey T.; Zmijewski, Milton J.

doi:10.1021/ja00154a048

Cited by 109 publications

(55 citation statements)

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“…57 The substrate was absorbed onto a resin and then added to an aqueous suspension of the yeast up to levels of 80 g/L. Yields were around 99.6% with >99.9% ee.…”

Section: Biocatalysts In Industrymentioning

confidence: 99%

Vegetables as Chemical Reagents

et al. 2007

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Biocatalysis is an important adjunct to the chemical armamentarium that organic chemists may bring to bear for the synthesis of important intermediates and finished pharmaceutical and other commercial products. For most of the world however, such catalytic reagents are not an option due to their high cost and import limitations. Recent studies indicate that the use of locally available vegetables may offer an alternative opportunity for countries to investigate their local resources for the effective conduct of key synthetic transformations with significant economic and ecological implications. This review offers a brief overview of the field of microbial and plant biocatalysts, discusses the studies thus far on the use of intact plant materials for conducting synthetic chemical reactions, and considers some opportunities for future development.

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“…57 The substrate was absorbed onto a resin and then added to an aqueous suspension of the yeast up to levels of 80 g/L. Yields were around 99.6% with >99.9% ee.…”

Section: Biocatalysts In Industrymentioning

confidence: 99%

Vegetables as Chemical Reagents

et al. 2007

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“…Dadurch wird die routinemäßige Herstellung von Proteinen im Gramm-Maßstab möglich. Zwar ist die biosynthetische Methode in der Industrie bislang auf wenige Systeme beschränkt, [13,14] doch sie hat bereits an Boden gutgemacht.…”

Section: Angewandte Chemieunclassified

“…Wiederholt hat eine bedachte Wahl der Liganden die Modelle für Metalloproteine verbessert, [10] insbesondere um Strukturmerkmale der sekundären Koordinationssphäre, wie Wasserstoffbrü-cken, einzuführen. [11,12] [13,14] sodass der Unterschied in der Effizienz zwischen den Synthesen kleiner organischer Moleküle und den Synthesen von Proteinen schwindet. Außerdem ermög-lichten Fortschritte in der Biophysik die Routineanalyse von Metalloproteinen mit verschiedenen spektroskopischen Methoden.…”

Section: Introductionunclassified

Biosynthetische anorganische Chemie

2006

Angewandte Chemie

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Anorganische Chemie und Biologie können sehr voneinander profitieren. Nachdem anorganische Synthese und physikalische Chemie zu den großen Erfolgen bei der Aufklärung der Rolle von Metallionen in biologischen Systemen beigetragen haben, sollen nun biologische Systeme bei der Weiterentwicklung der Koordinationschemie helfen. Ein Beispiel dafür sind kleine, stabile, leicht herstellbare und gut charakterisierte Proteinliganden für die Synthese neuer anorganischer Verbindungen. Diese “biosynthetische anorganische Chemie” wird erst dank einiger Entwicklungen in der Biologie möglich. Der Aufsatz beginnt mit Fortschritten bei der Synthese genauer Modelle von komplexen Metalloproteinen. Anschließend wird gezeigt, wie das Konzept für anorganische Chemie ebenso wie Biologie neuartige Verbindungen hervorbringen kann. Im Vordergrund stehen “Synthesetricks”, die von biologischen Systemen erlernt wurden, sowie neue Strukturen.

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“…Thanks to the progress in biotechnology, certain chemical synthesis steps in the production of pharmaceutical products can be replaced by biosynthesis. As a result, the number of synthesis steps is reduced, yields are increased, and less chemical waste is produced, [13,14] so that the difference in efficiency between the synthesis of small organic molecules and proteins is decreased. At the same time, progress in biophysics has made possible the routine characterization of metalloproteins by different spectroscopic techniques.…”

Section: Introductionmentioning

confidence: 99%

Biosynthetic Inorganic Chemistry

2006

Angew Chem Int Ed

108

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Inorganic chemistry and biology can benefit greatly from each other. Although synthetic and physical inorganic chemistry have been greatly successful in clarifying the role of metal ions in biological systems, the time may now be right to utilize biological systems to advance coordination chemistry. One such example is the use of small, stable, easy-to-make, and well-characterized proteins as ligands to synthesize novel inorganic compounds. This biosynthetic inorganic chemistry is possible thanks to a number of developments in biology. This review summarizes the progress in the synthesis of close models of complex metalloproteins, followed by a description of recent advances in using the approach for making novel compounds that are unprecedented in either inorganic chemistry or biology. The focus is mainly on synthetic "tricks" learned from biology, as well as novel structures and insights obtained. The advantages and disadvantages of this biosynthetic approach are discussed.

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Application of a Practical Biocatalytic Reduction to an Enantioselective Synthesis of the 5H-2,3-Benzodiazepine LY300164

Cited by 109 publications

References 0 publications

Vegetables as Chemical Reagents

Vegetables as Chemical Reagents

Biosynthetische anorganische Chemie

Biosynthetic Inorganic Chemistry

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