Literature DB >> 20308577

Tin-containing zeolites are highly active catalysts for the isomerization of glucose in water.

Manuel Moliner1, Yuriy Román-Leshkov, Mark E Davis.   

Abstract

The isomerization of glucose into fructose is a large-scale reaction for the production of high-fructose corn syrup (HFCS; reaction performed by enzyme catalysts) and recently is being considered as an intermediate step in the possible route of biomass to fuels and chemicals. Here, it is shown that a large-pore zeolite that contains tin (Sn-Beta) is able to isomerize glucose to fructose in aqueous media with high activity and selectivity. Specifically, a 10% (wt/wt) glucose solution containing a catalytic amount of Sn-Beta (150 Sn:glucose molar ratio) gives product yields of approximately 46% (wt/wt) glucose, 31% (wt/wt) fructose, and 9% (wt/wt) mannose after 30 min and 12 min of reaction at 383 K and 413 K, respectively. This reactivity is achieved also when a 45 wt% glucose solution is used. The properties of the large-pore zeolite greatly influence the reaction behavior because the reaction does not proceed with a medium-pore zeolite, and the isomerization activity is considerably lower when the metal centers are incorporated in ordered mesoporous silica (MCM-41). The Sn-Beta catalyst can be used for multiple cycles, and the reaction stops when the solid is removed, clearly indicating that the catalysis is occurring heterogeneously. Most importantly, the Sn-Beta catalyst is able to perform the isomerization reaction in highly acidic, aqueous environments with equivalent activity and product distribution as in media without added acid. This enables Sn-Beta to couple isomerizations with other acid-catalyzed reactions, including hydrolysis/isomerization or isomerization/dehydration reaction sequences [starch to fructose and glucose to 5-hydroxymethylfurfural (HMF) demonstrated here].

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Year:  2010        PMID: 20308577      PMCID: PMC2852018          DOI: 10.1073/pnas.1002358107

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


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1.  Lewis acids: from conventional homogeneous to green homogeneous and heterogeneous catalysis.

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Review 2.  Thermodynamics of industrially-important, enzyme-catalyzed reactions.

Authors:  Y B Tewari
Journal:  Appl Biochem Biotechnol       Date:  1990-03       Impact factor: 2.926

3.  Observations of reaction intermediates and the mechanism of aldose-ketose interconversion by D-xylose isomerase.

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Review 6.  Chemistry of proton abstraction by glycolytic enzymes (aldolase, isomerases and pyruvate kinase).

Authors:  I A Rose
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7.  Mechanistic imperatives for aldose-ketose isomerization in water: specific, general base- and metal ion-catalyzed isomerization of glyceraldehyde with proton and hydride transfer.

Authors:  R W Nagorski; J P Richard
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8.  Tin-catalyzed conversion of trioses to alkyl lactates in alcohol solution.

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Review 9.  Molecular and industrial aspects of glucose isomerase.

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