Literature DB >> 33466562

Tryptophan Derivatives by Saccharomyces cerevisiae EC1118: Evaluation, Optimization, and Production in a Soybean-Based Medium.

Michele Dei Cas1, Ileana Vigentini2, Sara Vitalini3, Antonella Laganaro2, Marcello Iriti3, Rita Paroni1, Roberto Foschino2.   

Abstract

Given the pharmacological properti es and the potential role of kynurenic acid (KYNA) in human physiology and the pleiotropic activity of the neurohormone melatonin (MEL) involved in physiological and immunological functions and as regulator of antioxidant enzymes, this study aimed at evaluating the capability of Saccharomyces cerevisiae EC1118 to release tryptophan derivatives (dTRPs) from the kynurenine (KYN) and melatonin pathways. The setting up of the spectroscopic and chromatographic conditions for the quantification of the dTRPs in LC-MS/MS system, the optimization of dTRPs' production in fermentative and whole-cell biotransformation approaches and the production of dTRPs in a soybean-based cultural medium naturally enriched in tryptophan, as a case of study, were included in the experimental plan. Variable amounts of dTRPs, with a prevalence of metabolites of the KYN pathway, were detected. The LC-MS/MS analysis showed that the compound synthesized at highest concentration is KYNA that reached 9.146 ± 0.585 mg/L in fermentation trials in a chemically defined medium at 400 mg/L TRP. Further experiments in a soybean-based medium confirm KYNA as the main dTRPs, whereas the other dTRPs reached very lower concentrations. While detectable quantities of melatonin were never observed, two MEL isomers were successfully measured in laboratory media.

Entities:  

Keywords:  LC-MS/MS; MEL biosynthesis; Saccharomyces cerevisiae; kynurenine pathway; soybean; tryptophan extraction; yeast

Mesh:

Substances:

Year:  2021        PMID: 33466562      PMCID: PMC7796510          DOI: 10.3390/ijms22010472

Source DB:  PubMed          Journal:  Int J Mol Sci        ISSN: 1422-0067            Impact factor:   5.923


  49 in total

1.  Yeast contribution to melatonin, melatonin isomers and tryptophan ethyl ester during alcoholic fermentation of grape musts.

Authors:  Ileana Vigentini; Claudio Gardana; Daniela Fracassetti; Mario Gabrielli; Roberto Foschino; Paolo Simonetti; Antonio Tirelli; Marcello Iriti
Journal:  J Pineal Res       Date:  2015-03-20       Impact factor: 13.007

2.  On the antioxidant properties of kynurenic acid: free radical scavenging activity and inhibition of oxidative stress.

Authors:  R Lugo-Huitrón; T Blanco-Ayala; P Ugalde-Muñiz; P Carrillo-Mora; J Pedraza-Chaverrí; D Silva-Adaya; P D Maldonado; I Torres; E Pinzón; E Ortiz-Islas; T López; E García; B Pineda; M Torres-Ramos; A Santamaría; V Pérez-De La Cruz
Journal:  Neurotoxicol Teratol       Date:  2011-07-13       Impact factor: 3.763

3.  Kynurenic acid selectively reduces heart rate in spontaneously hypertensive rats.

Authors:  Bożena Bądzyńska; Izabela Zakrocka; Waldemar A Turski; Krzysztof H Olszyński; Janusz Sadowski; Elżbieta Kompanowska-Jezierska
Journal:  Naunyn Schmiedebergs Arch Pharmacol       Date:  2019-12-06       Impact factor: 3.000

4.  Kynurenine pathway metabolites in humans: disease and healthy States.

Authors:  Yiquan Chen; Gilles J Guillemin
Journal:  Int J Tryptophan Res       Date:  2009-01-08

5.  Synthesis, antioxidant activity and structure-activity relationships for a new series of 2-(N-acylaminoethyl)indoles with melatonin-like cytoprotective activity.

Authors:  Gilberto Spadoni; Giuseppe Diamantini; Annalida Bedini; Giorgio Tarzia; Federica Vacondio; Claudia Silva; Mirko Rivara; Marco Mor; Pier Vincenzo Plazzi; Morena Zusso; Davide Franceschini; Pietro Giusti
Journal:  J Pineal Res       Date:  2006-04       Impact factor: 13.007

6.  Detection and quantification of melatonin in a dinoflagellate, Gonyaulax polyedra: solutions to the problem of methoxyindole destruction in non-vertebrate material.

Authors:  B Poeggeler; R Hardeland
Journal:  J Pineal Res       Date:  1994-08       Impact factor: 13.007

7.  Metabolism of tryptophan to niacin in Saccharomyces uvarum.

Authors:  M Shin; K Sano; C Umezawa
Journal:  J Nutr Sci Vitaminol (Tokyo)       Date:  1991-06       Impact factor: 2.000

8.  Potato- an important source of nutritional kynurenic acid.

Authors:  Michal P Turski; Piotr Kamiński; Wojciech Zgrajka; Monika Turska; Waldemar A Turski
Journal:  Plant Foods Hum Nutr       Date:  2012-03       Impact factor: 3.921

9.  Kynurenine aminotransferase activity of Aro8/Aro9 engage tryptophan degradation by producing kynurenic acid in Saccharomyces cerevisiae.

Authors:  Kazuto Ohashi; Romanas Chaleckis; Masak Takaine; Craig E Wheelock; Satoshi Yoshida
Journal:  Sci Rep       Date:  2017-09-22       Impact factor: 4.379

Review 10.  Melatonin as a Potent and Inducible Endogenous Antioxidant: Synthesis and Metabolism.

Authors:  Dun-Xian Tan; Lucien C Manchester; Eduardo Esteban-Zubero; Zhou Zhou; Russel J Reiter
Journal:  Molecules       Date:  2015-10-16       Impact factor: 4.411

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  3 in total

1.  Tryptophan in Nutrition and Health.

Authors:  Burkhard Poeggeler; Sandeep Kumar Singh; Miguel A Pappolla
Journal:  Int J Mol Sci       Date:  2022-05-13       Impact factor: 6.208

2.  Electrochemical determination of Saccharomyces cerevisiae sp using glassy carbon electrodes modified with oxidized multi-walled carbon nanotubes dispersed in water -Nafion®.

Authors:  Isabel Acevedo Restrepo; Lucas Blandón Naranjo; Jorge Hoyos-Arbeláez; Mario Víctor Vázquez; Silvia Gutiérrez Granados; Juliana Palacio
Journal:  Curr Res Food Sci       Date:  2022-02-05

3.  The microbial production of kynurenic acid using Yarrowia lipolytica yeast growing on crude glycerol and soybean molasses.

Authors:  Magdalena Rakicka-Pustułka; Patrycja Ziuzia; Jan Pierwoła; Kacper Szymański; Magdalena Wróbel-Kwiatkowska; Zbigniew Lazar
Journal:  Front Bioeng Biotechnol       Date:  2022-08-17
  3 in total

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