Enzyme‐Catalyzed Synthesis of 1‐Deoxymannojirimycin, 1‐Deoxynojirimycin, and 1,4‐Dideoxy‐1,4‐imino‐D‐arabinitol

No abstract is available for this paper.

• Publication year

  1988

• Venue

  Angewandte Chemie

• Publication date

  1988-05-01

• Fields of study

  Chemistry

• Identifiers
  DOI 10.1002/ANIE.198807161
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar

• No claims are published for this paper.

• No concepts are published for this paper.

• Utilization of enzymes in organic chemistry: transketolase catalyzed synthesis of ketoses

  1987cited by this paper
• Synthesis of deoxymannojirimycin fagomine deoxynojirimycin 2-acetamido-1,5-imino-1,2,5-trideoxy-D-mannitol 2-acetamido-1,5-imino-1,2,5-trideoxy-D-glucitol 2S,3R,4R,5R-trihydroxypipecolic acid and 2S,3R,4R,5S-trihydroxypipecolic acid from methyl 3-O-benzyl-2,6-dideoxy-2,6-imino-α-D-mannofuranoside

  1987cited by this paper
• A novel convenient preparation of dihydroxyacetone phosphate and its use in enzymatic aldol reactions

  1987cited by this paper
• Total synthesis of (+)-nojirimycin and (+)-1-deoxynojirimycin

  1987cited by this paper
• 3,4-dihydroxy-2-hydroxymethylpyrrolidine from Arachniodes standishii

  1985cited by this paper
• Potent competitive inhibition of α-galactosidase and α-glucosidase activity by 1,4-dideoxy-1,4-iminopentitols: syntheses of 1,4-dideoxy-1,4-imino-d-lyxitol and of both enantiomers of 1,4-dideoxy-1,4-iminoarabinitol

  1985cited by this paper
• Glycosidase inhibition by plant alkaloids which are structural analogues of monosaccharides

  1985cited by this paper
• Preparative enzymic synthesis and isolation of d-threo-2-pentulose 5-phosphate (d-xylulose 5-phosphate)

  1985cited by this paper
• 2-hydroxymethyl-3,4-dihydroxypyrrolidine in fruits of angylocalyx boutiqueanus

  1985cited by this paper
• Improved methods for the enzymic preparation and chromatography of octulose phsophates

  1985cited by this paper
• Efficient preparation of enantiomerically pure cyclic aminoalditols, total synthesis of 1-deoxynojirimycin and 1-deoxymannojirimycyn

  1985cited by this paper
• Synthesis of 5-amino-5-deoxy-d-mannopyranose and 1,5-di-deoxy-1,5-imino-d-mannitol, and inhibition of α- and β-d-mannosidases

  1984cited by this paper
• Totalsynthese von Nojirimycin

  1982cited by this paper
• Chemie und Biochemie mikrobieller α‐Glucosidasen‐Inhibitoren

  1981cited by this paper
• Vierstufige 1-Desoxynojirimycin-Synthese mit einer Biotransformation als zentralem Reaktionsschritt†

  1981cited by this paper
• A Four‐Step Synthesis of 1‐Deoxynojirimycin with a Biotransformation as Cardinal Reaction Step

  1981cited by this paper
• Chemistry and Biochemistry of Microbial α‐Glucosidase Inhibitors

  1981cited by this paper
• Structure and synthesis of nojirimycin.

  1968cited by this paper
• Cyclic monosaccharides having nitrogen of sulfur in the ring.

  1968cited by this paper
• Monosaccharide mit stickstoffhaltigem Ring, XIII. Synthese und Reaktionen von Keto‐piperidinosen

  1967cited by this paper

• An Amination–Cyclization Cascade Reaction for Iminosugar Synthesis Using Minimal Protecting Groups

  2022cites this paper
• An efficient and safe platform based on the tube-in-tube reactor for implementing gas-liquid processes in flow

  2022cites this paper
• Combined Enzyme- and Transition Metal-Catalyzed Strategy for the Enantioselective Syntheses of Nitrogen Heterocycles: (−)-Coniine, DAB-1, and Nectrisine

  2020cites this paper
• Nouvelles méthodes électrochimiques pour le criblage d’inhibiteurs de transcétolases

  2018cites this paper
• One-pot, two-step cascade synthesis of naturally rare L-erythro (3S,4S) ketoses by coupling a thermostable transaminase and transketolase

  2017cites this paper
• Ingénierie de la transcétolase de Geobacillus stearothermophilus : nouvelles stratégies pour la synthèse enzymatique de cetoses rares

  2017cites this paper
• Structural Analysis of an Evolved Transketolase Reveals Divergent Binding Modes

  2016cites this paper
• Glycosides, Synthesis and Characterization

  2016cites this paper
• Engineering a thermostable transketolase for unnatural conversion of (2S)-hydroxyaldehydes

  2015cites this paper
• Chiral Polyol Synthesis Catalyzed by a Thermostable Transketolase Immobilized on Layered Double Hydroxides in Ionic liquids

  2015cites this paper
• Expedient synthesis of C-aryl carbohydrates by consecutive biocatalytic benzoin and aldol reactions.

  2015cites this paper
• Second generation engineering of transketolase for polar aromatic aldehyde substrates.

  2015cites this paper
• The role of biocatalysis in the asymmetric synthesis of alkaloids

  2013cites this paper
• Thermostable Transketolase from Geobacillus stearothermophilus: Characterization and Catalytic Properties

  2013cites this paper
• 21. Aldol Reactions

  2012cites this paper
• Enhancement of the Substrate Scope of Transketolase

  2012cites this paper
• Efficient immobilization of yeast transketolase on layered double hydroxides and application for ketose synthesis

  2011cites this paper
• Efficient and stereoselective syntheses of DAB-1 and d-fagomine via chiral 1,3-oxazine

  2011cites this paper
• Synthesis of azepane and nojirimycin iminosugars: the sharpless asymmetric epoxidation of D-glucose-derived allyl alcohol and highly regioselective epoxide ring opening using sodium azide

  2010cites this paper
• Enzymatic C‐C Bond Formation, Asymmetric

  2010cites this paper
• Enzymatic C-C bond formation in asymmetric synthesis

  2010cites this paper
• C2-Ketol elongation by transketolase-catalyzed asymmetric synthesis

  2009cites this paper
• Preparative scale enzymatic synthesis of D-sedoheptulose-7-phosphate from β-hydroxypyruvate and D-ribose-5-phosphate

  2009cites this paper
• Chemoenzymatic synthesis of l-tyrosine derivative for a transketolase assay

  2008cites this paper
• Chemo-enzymatic synthesis of pharmaceutical intermediates

  2008cites this paper
• Directed evolution of aldolases for exploitation in synthetic organic chemistry

  2008cites this paper
• Tools and ingredients for the biocatalytic synthesis of carbohydrates and glycoconjugates

  2008cites this paper
• Pyruvate aldolases in chiral carbon–carbon bond formation

  2007cites this paper
• A versatile approach to pyrrolidine azasugars and homoazasugars based on a highly diastereoselective reductive benzyloxymethylation of protected tartarimide

  2007cites this paper
• Enzymatic decarboxylation of synthetic compounds

  2007cites this paper
• One‐pot synthesis of amino‐alcohols using a de‐novo transketolase and β‐alanine: Pyruvate transaminase pathway in Escherichia coli

  2007cites this paper
• Total Asymmetric Synthesis of Monosaccharides and Analogues

  2007cites this paper
• 1.13 – Synthesis of Monosaccharides and Analogs

  2007cites this paper
• Fructose-6-phosphate aldolase in organic synthesis: preparation of D-fagomine, N-alkylated derivatives, and preliminary biological assays.

  2006cites this paper
• Synthesis of stereochemical probes for new fluorogenic assays for yeast transketolase variants

  2006cites this paper
• Chemoenzymatic Synthesis of 5‐Thio‐D‐xylopyranose

  2006cites this paper
• Synthesis of naturally occurring iminosugars from D-fructose by the use of a zinc-mediated fragmentation reaction.

  2006cites this paper
• The dihydroxyacetone unit--a versatile C(3) building block in organic synthesis.

  2005cites this paper
• Die Dihydroxyaceton‐Einheit – ein nützlicher C3‐Baustein in der Organischen Synthese

  2005cites this paper
• Transketolase and fructose-1,6-bis-phosphate aldolase, complementary tools for access to new ulosonic acid analogues

  2004cites this paper
• A fluorogenic assay for transketolase from Saccharomyces cerevisiae

  2003cites this paper
• Enantioselective Synthesis of Piperidine Alkaloids

  2003cites this paper
• Enzyme Chemistry —Valuable New Applications

  2003cites this paper
• From Lianas to Glycobiology Tools: Twenty-Five Years of 2,5-Dideoxy-2,5-imino- D -mannitol

  2002cites this paper
• De Novo Synthesis of Monosaccharides

  2001cites this paper
• Carbon‐Carbon Bond Formation, Addition, Elimination and Substitution Reactions: 1 Carbon‐Carbon Bond Formation Using Enzymes

  2001cites this paper
• Synthesis of Biologically Relevant Monosaccharides

  2001cites this paper
• Enzymatic syntheses of ketoses: study and modification of the substrate specificity of the transketolase from Saccharomyces cerevisiae

  2001cites this paper
• Die katalysierte asymmetrische Aldolreaktion

  2000cites this paper
• Enzyme-catalyzed synthesis of carbohydrates.

  2000cites this paper
• Chemo‐Enzymatic Synthesis of Thymidine 13C‐Labelled in the 2′‐Deoxyribose Moiety

  2000cites this paper
• Transketolase-Mediated Synthesis of 4-Deoxy-d-fructose 6-Phosphate by Epoxide Hydrolase-Catalysed Resolution of 1,1-Diethoxy-3,4-epoxybutane

  1999cites this paper
• Asymmetric routes to azasugars from chiral bicyclic lactams. Synthesis of 1,4-dideoxy-1,4-imino-D-lyxitol; L-deoxymannojirimycin; rhammo-1-deoxynojirimycin and 1-deoxy-6-epicastanospermine

  1999cites this paper
• Modified l-threose and d-erythrose as substrates of transketolase and fructose-1,6-bisphosphate aldolase. Application to the synthesis of new heptulose analogues

  1998cites this paper
• Escherichia coli transketolase-catalyzed carbon-carbon bond formation: biotransformation characterization for reactor evaluation and selection

  1998cites this paper
• Total syntheses of (+)- and (−)-1-deoxynojirimycin (1,5-dideoxy-1,5-imino-d- and l-glucitol) and of (+)- and (−)-1-deoxyidonojirimycin (1,5-dideoxy-1,5-imino-d- and l-iditol) via furoisoxazoline-3-aldehydes

  1998cites this paper
• Chirospecific synthesis of 1,4-dideoxy-1,4-imino-D-arabinitol and 1,4-dideoxy-1,4-imino-L-xylitol via one-pot cyclisation

  1998cites this paper
• SYNTHESES OF IMINOLYXITOLS VIA TANDEM REDUCTION-ALKENYLATION OF O'DONNELL'S SCHIFF BASES

  1998cites this paper
• Microbial aldolases and transketolases: new biocatalytic approaches to simple and complex sugars.

  1997cites this paper
• Chemical, Enzymatic and Structural Studies in Molecular Glycobiology

  1997cites this paper
• Application of biocatalysis and biotransformations to the synthesis of pharmaceuticals

  1997cites this paper
• Asymmetric synthesis using enzymes and whole cells

  1996cites this paper
• A useful assay for transketolase in asymmetric syntheses

  1996cites this paper
• Chemo-enzymatic synthesis of new protected aldoketoses: Intermediates in the biosynthesis and chemical synthesis of nojirimycin and mannojirimycin

  1995cites this paper
• Enzyme in der organischen Synthese: das Problem der molekularen Erkennung von Kohlenhydraten (Teil 1)

  1995cites this paper
• Deoxynojirimycin: synthesis and biological activity.

  1994cites this paper
• A New Synthesis of 1,3,4‐Trideoxy‐1,4‐iminoglycitols of Varying Chain Length by (C3 + Cn)‐Coupling of Allyl Halides with Glycononitrile Oxides

  1994cites this paper
• Enantioselektive Synthese von Desoxynojirimycin

  1994cites this paper
• Eine neue Synthese von 1,3,4‐Tridesoxy‐1,4‐iminoglyciten mit variabler Kettenlänge durch (C3 + Cn)‐Verknüpfung von Allylhalogeniden und Glycononitriloxiden

  1994cites this paper
• Fructose-1,6-diphosphate aldolase from spinach leaves, a challenger for enzymatic synthesis of ketoses

  1993cites this paper
• Stereochemie von Aldolreaktionen mit 3‐Hexulose‐Phosphat‐Synthase

  1993cites this paper
• Enzyme-catalyzed organic synthesis: practical routes to aza sugars and their analogs for use as glycoprocessing inhibitors

  1993cites this paper
• Enzym-katalysierte Reaktionen. XIV: Stereoselektive Darstellung von Thizuckern aus achiralen Vorstufen mittles Enzymen

  1992cites this paper
• Glycosidase and Glycosyltransferase Inhibitors

  1992cites this paper
• Synthesis of (+)- and (-)-nojirimycin and their 1-deoxy derivatives from myo-inositol.

  1992cites this paper
• Preparation of optically pure L-2-hydroxyaldehydes with yeast transketolase

  1992cites this paper
• Enzym‐katalysierte Reaktionen, 13. Eine neue, effiziente Synthese von Fagomin

  1992cites this paper
• Transferase Catalyzed Synthesis: Applications in Series of Aminoacids and Monosaccharides

  1992cites this paper
• Engineering enzymes for chemoenzymatic synthesis. Part I: Practical routes to aza-sugars and complex carbohydrates.

  1992cites this paper
• A Short and Practical Synthesis of 1-Deoxynojirimycin

  1991cites this paper
• Fructose 1,6-diphosphate aldolase-catalysed stereoselective C–C bond formation

  1991cites this paper
• 1.15 – Use of Enzymatic Aldol Reactions in Synthesis

  1991cites this paper
• Enzymic methods in preparative carbohydrate chemistry.

  1991cites this paper
• Recent advances in the generation of chiral intermediates using enzymes.

  1990cites this paper
• Chemoenzymatische „Chiral‐Pool”︁‐Synthese von (+)‐exo‐Brevicomin aus Kohlenhydraten mit Fructose‐1,6‐diphosphat‐Aldolase

  1990cites this paper
• Synthese von D‐ und L‐2‐Amino‐2‐desoxyarabinose sowie von D‐ und L‐1,4‐Didesoxy‐1,4‐iminolyxit durch (C2 + C3)‐Nitroaldol‐Addition mit 2‐O‐Benzylglycerinaldehyd

  1990cites this paper
• Efficient synthesis of (+)-nojirimycin and (+)-1-deoxynojirimycin

  1990cites this paper
• Azidation sélective du l-sorbose. Application à la synthèse rapide de la 1-désoxynojirimycine

  1989cites this paper
• Enzymatic catalysts in organic synthesis.

  1989cites this paper
• Biotransformations in Organic Synthesis

  1989cites this paper