Multigram-scale production of aliphatic carboxylic acids by oxidation of alcohols withAcetobacter pasteurianus NCIMB 11664

Molinari, Francesco; Villa, Raffaella; Aragozzini, Fabrizio; Cabella, Paolo; Barbeni, Massimo; Squarcia, Francesco

doi:10.1002/(sici)1097-4660(199711)70:3<294::aid-jctb755>3.0.co;2-s

Cited by 26 publications

(5 citation statements)

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“…Acetobacter 23 gL −1 /alginate immobilized cells [105] 24 mM/dynamic kinetic resolution in a flow chemistry setup [132][133][134][135] --Kinetic resolution [136] Up to 80 g L −1 [137] 24 mM/dynamic kinetic resolution in a flow chemistry setup [132][133][134][135] Scheme 14. Upgrading of alcohols (e.g., butane-1-ol to (2E)-2-ethylhex-2-enal) by combining biocatalytic oxidation and organocatalytic aldol condensation.…”

Section: Catalystmentioning

confidence: 99%

“…Table 3 gives a representative overview over some reported through oxidations. [136] Up to 80 g L −1 [137] Kinetic resolution [136] As mentioned above, whole cell preparations often suffer from poor selectivity if oxidation of primary alcohols to the aldehyde stage is desired. However, since through oxidation to the carboxylic acid is desired, whole cell preparations have been used from an early stage onwards.…”

Section: Oxidation Of Primary Alcohols To Acidsmentioning

confidence: 99%

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Biocatalytic Oxidation of Alcohols

et al. 2020

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Enzymatic methods for the oxidation of alcohols are critically reviewed. Dehydrogenases and oxidases are the most prominent biocatalysts, enabling the selective oxidation of primary alcohols into aldehydes or acids. In the case of secondary alcohols, region and/or enantioselective oxidation is possible. In this contribution, we outline the current state-of-the-art and discuss current limitations and promising solutions.

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Section: Catalystmentioning

confidence: 99%

Section: Oxidation Of Primary Alcohols To Acidsmentioning

confidence: 99%

Biocatalytic Oxidation of Alcohols

et al. 2020

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“…A similar application of the two liquid phase concept was also demonstrated by Molinari and coworkers. [230][231][232][233] Using acetic acid bacteria as biocatalysts, a range of primary alcohols was converted selectively either to the aldehyde or the acid, depending on the reaction medium used (Table 4).…”

Section: Synthesis Of Aldehydes From Alcoholsmentioning

confidence: 99%

Enzyme-mediated oxidations for the chemist

et al. 2011

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Biocatalysis is an enabling technology adding to organic oxidation chemistry. Especially the high selectivity of enzymatic oxidation coevally operating under mild conditions and not necessitating problematic solvents makes it a very valuable tool for (green) chemistry. The present state of the art in the use of enzymes and microorganisms for catalytic oxidation and oxyfunctionalization chemistry is reviewed.

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“…Oxidative biotransformation of 2M1,3PD using resting cells of G. oxydans was investigated under conditions considered optimal (25-30 °C and pH 6-8) for the organism. 7,16,17 The reaction was studied in 1 mL volume at varying substrate concentration (5, 7.5, 10, 12.5, 15, 20 and 30 g L −1 ), pH 7.2 (0.1 M Tris-HCl), and 29 °C using 2.6 mg cell dry weight per milliliter. Substrate conversion, reaction rate and product formation were followed and are summarised in Table 1.…”

Section: Bioconversion Of 2-methyl-13-propanediol By G Oxydansmentioning

confidence: 99%

“…Higher substrate concentrations, 10-12.5 and 15 g L −1 , resulted in 89% and 80.5% conversion, respectively, in 24 h. 3H2MPA and its methyl ester, known as Roche ester, can be used as major building blocks in organic synthesis. 18 Molinari et al 7,16 have earlier reported the oxidative conversion of several aliphatic alcohols such as 1-propanol, 1-butanol, 2-methyl-1-butanol, and 2M1,3PD to the corresponding carboxylic acid mainly by Acetobacter spp. Also enantioselective oxidation of (R,S)-2-phenyl-1-propanol to (S)-2-phenylpropanoic acid was achieved at 45-50% molar conversion in 24 h by G. oxydans.…”

Section: Bioconversion Of 2-methyl-13-propanediol By G Oxydansmentioning

confidence: 99%

A new route for the synthesis of methacrylic acid from 2-methyl-1,3-propanediol by integrating biotransformation and catalytic dehydration

et al. 2012

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A new route for the synthesis of methacrylic acid from 2-methyl-1,3-propanediol by integrating biotransformation and catalytic dehydration Pyo, Sang-Hyun; Dishisha, Tarek; Dayankac, Secil; Gerelsaikhan, Jargalan; Lundmark, Stefan; Rehnberg, Nicola; Hatti-Kaul, Rajni Link to publication Citation for published version (APA): Pyo, S-H., Dishisha, T., Dayankac, S., Gerelsaikhan, J., Lundmark, S., Rehnberg, N., & Hatti-Kaul, R. (2012). A new route for the synthesis of methacrylic acid from 2-methyl-1,3-propanediol by integrating biotransformation and catalytic dehydration. Green Chemistry, 14(7), 1942-1948. DOI: 10.1039 General rights Copyright and moral rights for the publications made accessible in the public portal are retained by the authors and/or other copyright owners and it is a condition of accessing publications that users recognise and abide by the legal requirements associated with these rights.• Users may download and print one copy of any publication from the public portal for the purpose of private study or research.• You may not further distribute the material or use it for any profit-making activity or commercial gain • You may freely distribute the URL identifying the publication in the public portal Registered Charity Number 207890 Accepted ManuscriptThis is an Accepted Manuscript, which has been through the RSC Publishing peer review process and has been accepted for publication.Accepted Manuscripts are published online shortly after acceptance, which is prior to technical editing, formatting and proof reading. This free service from RSC Publishing allows authors to make their results available to the community, in citable form, before publication of the edited article. This Accepted Manuscript will be replaced by the edited and formatted Advance Article as soon as this is available.To cite this manuscript please use its permanent Digital Object Identifier (DOI®), which is identical for all formats of publication.More information about Accepted Manuscripts can be found in the Information for Authors.Please note that technical editing may introduce minor changes to the text and/or graphics contained in the manuscript submitted by the author(s) which may alter content, and that the standard Terms & Conditions and the ethical guidelines that apply to the journal are still applicable. In no event shall the RSC be held responsible for any errors or omissions in these Accepted Manuscript manuscripts or any consequences arising from the use of any information contained in them.www.rsc.org/greenchem 1463-9262(2010) Methacrylic acid was produced at high yield by an integrated process involving bioconversion of 2-methyl-1,3-propanediol (2M1,3PD) to 3-hydroxy-2-methylpropionic acid (3H2MPA) via 3-hydroxy-2-methylpropanal (3H2MPAL), and catalytic dehydration of the resulting acid. Whole cells of 10Gluconobacter oxydans grown on glycerol-based culture medium were used as catalyst for oxidative biotransformation that involved alcohol dehydrogenase (ADH) and aldehyde dehydrogenase (ALDH) enzymes in the organism....

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Multigram-scale production of aliphatic carboxylic acids by oxidation of alcohols withAcetobacter pasteurianus NCIMB 11664

Cited by 26 publications

References 0 publications

Biocatalytic Oxidation of Alcohols

Biocatalytic Oxidation of Alcohols

Enzyme-mediated oxidations for the chemist

A new route for the synthesis of methacrylic acid from 2-methyl-1,3-propanediol by integrating biotransformation and catalytic dehydration

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