Literature DB >> 10653736

Biocatalytic synthesis of vanillin.

T Li1, J P Rosazza.   

Abstract

The conversions of vanillic acid and O-benzylvanillic acid to vanillin were examined by using whole cells and enzyme preparations of Nocardia sp. strain NRRL 5646. With growing cultures, vanillic acid was decarboxylated (69% yield) to guaiacol and reduced (11% yield) to vanillyl alcohol. In resting Nocardia cells in buffer, 4-O-benzylvanillic acid was converted to the corresponding alcohol product without decarboxylation. Purified Nocardia carboxylic acid reductase, an ATP and NADPH-dependent enzyme, quantitatively reduced vanillic acid to vanillin. Structures of metabolites were established by (1)H nuclear magnetic resonance and mass spectral analyses.

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Year:  2000        PMID: 10653736      PMCID: PMC91881          DOI: 10.1128/AEM.66.2.684-687.2000

Source DB:  PubMed          Journal:  Appl Environ Microbiol        ISSN: 0099-2240            Impact factor:   4.792


  15 in total

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Authors:  T S RAMAN; E R SHANMUGASUNDARAM
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2.  Purification, characterization, and properties of an aryl aldehyde oxidoreductase from Nocardia sp. strain NRRL 5646.

Authors:  T Li; J P Rosazza
Journal:  J Bacteriol       Date:  1997-06       Impact factor: 3.490

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Authors:  R E Betts; D E Walters; J P Rosazza
Journal:  J Med Chem       Date:  1974-06       Impact factor: 7.446

4.  Cleavage of structural proteins during the assembly of the head of bacteriophage T4.

Authors:  U K Laemmli
Journal:  Nature       Date:  1970-08-15       Impact factor: 49.962

5.  Just plain vanilla?

Authors:  R C Prince; D E Gunson
Journal:  Trends Biochem Sci       Date:  1994-12       Impact factor: 13.807

Review 6.  Microbial biocatalysis in the generation of flavor and fragrance chemicals.

Authors:  S Hagedorn; B Kaphammer
Journal:  Annu Rev Microbiol       Date:  1994       Impact factor: 15.500

Review 7.  Review: biocatalytic transformations of ferulic acid: an abundant aromatic natural product.

Authors:  J P Rosazza; Z Huang; L Dostal; T Volm; B Rousseau
Journal:  J Ind Microbiol       Date:  1995-12

8.  Mechanisms of ferulic acid conversions to vanillic acid and guaiacol by Rhodotorula rubra.

Authors:  Z Huang; L Dostal; J P Rosazza
Journal:  J Biol Chem       Date:  1993-11-15       Impact factor: 5.157

9.  Metabolism of cinnamic, p-coumaric, and ferulic acids by Streptomyces setonii.

Authors:  J B Sutherland; D L Crawford; A L Pometto
Journal:  Can J Microbiol       Date:  1983-10       Impact factor: 2.419

10.  Investigations on lignins and lignification. 28. The degradation by Polyporus versicolor and Fomes fomentarius of aromatic compounds structurally related to softwood lignin.

Authors:  H ISHIKAWA; W J SCHUBERT; F F NORD
Journal:  Arch Biochem Biophys       Date:  1963-01       Impact factor: 4.013

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  5 in total

1.  Nocardia sp. carboxylic acid reductase: cloning, expression, and characterization of a new aldehyde oxidoreductase family.

Authors:  Aimin He; Tao Li; Lacy Daniels; Ian Fotheringham; John P N Rosazza
Journal:  Appl Environ Microbiol       Date:  2004-03       Impact factor: 4.792

2.  The interactive effect of aromatic amino acid composition on the accumulation of phenolic compounds and the expression of biosynthesis-related genes in Ocimum basilicum.

Authors:  Dursun Kisa; Rizvan İmamoğlu; Nusret Genç; Sezer Şahin; Muhammad Abdul Qayyum; Mahfuz Elmastaş
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3.  Microbial Resistance Mechanisms to the Antibiotic and Phytotoxin Fusaric Acid.

Authors:  Frankie K Crutcher; Lorraine S Puckhaber; Robert D Stipanovic; Alois A Bell; Robert L Nichols; Katheryn S Lawrence; Jinggao Liu
Journal:  J Chem Ecol       Date:  2017-10-06       Impact factor: 2.626

4.  Development of a genetically programed vanillin-sensing bacterium for high-throughput screening of lignin-degrading enzyme libraries.

Authors:  Barindra Sana; Kuan Hui Burton Chia; Sarada S Raghavan; Balamurugan Ramalingam; Niranjan Nagarajan; Jayasree Seayad; Farid J Ghadessy
Journal:  Biotechnol Biofuels       Date:  2017-02-03       Impact factor: 6.040

5.  Microbial synthesis of vanillin from waste poly(ethylene terephthalate).

Authors:  Joanna C Sadler; Stephen Wallace
Journal:  Green Chem       Date:  2021-06-10       Impact factor: 10.182

  5 in total

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