Rhodococcus rhodochrous IEGM 1362 Immobilized in Macroporous PVA Cryogel as an Effective Biocatalyst for the Production of Bioactive (–)-Isopulegol Compounds

Background: This study explored the biotransformation of (–)-isopulegol using immobilized cells of Rhodococcus rhodochrous IEGM 1362 to optimize the production of new bioactive compounds. Methods: An efficient biocatalyst based on R. rhodochrous IEGM 1362 cells immobilized in a macroporous polyvinyl...

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Published inPharmaceuticals (Basel, Switzerland) Vol. 18; no. 6; p. 839
Main Authors Maltseva, Polina Y., Plotnitskaya, Natalia A., Chudinova, Alexandra A., Ilyina, Irina V., Volcho, Konstantin P., Salakhutdinov, Nariman F., Ivshina, Irina B.
Format Journal Article
LanguageEnglish
Published Switzerland MDPI AG 03.06.2025
MDPI
Subjects
(–)-isopulegol
Acids
Actinomycetes
Adaptation
Antimicrobial agents
Biocatalysts
Biotransformation
By products
Chemical properties
Enzymes
Genetic aspects
Health aspects
immobilization
Metabolites
Monoterpenes
Oxidation
Physiological aspects
Polyvinyl alcohol
Rhodococcus
Scanning electron microscopy
Russia
Rhodococcus
biotransformation
(–)-isopulegol
immobilization
polyvinyl alcohol
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Abstract Background: This study explored the biotransformation of (–)-isopulegol using immobilized cells of Rhodococcus rhodochrous IEGM 1362 to optimize the production of new bioactive compounds. Methods: An efficient biocatalyst based on R. rhodochrous IEGM 1362 cells immobilized in a macroporous polyvinyl alcohol (PVA) cryogel matrix was developed for the production of bioactive derivatives of (–)-isopulegol. The biological characteristics of the immobilized cells were investigated using scanning and transmission electron microscopy and energy-dispersive X-ray spectroscopy methods. Results: The use of the biocatalyst increased the overall yield of target products from 54% with free cells to 87% with immobilized cells in a single cycle. Major derivatives identified included (1R,2S,5R)-5-(hydroxymethyl)-2-(prop-1-en-2-yl)cyclohexanol and (1R,3R,4S)-3-hydroxy-4-(prop-1-en-2-yl)cyclohexanecarboxylic acid, both exhibiting potential pharmacological activity. The biocatalyst retained functional activity toward monoterpenoid over 13 exploitation cycles, meeting industrial biotechnology requirements. Immobilized cells were characterized by the absence of endogenous reserve inclusions (in particular lipids) and a high intracellular iron content. Conclusions: The developed immobilized biocatalyst is promising for scaling up the production of biologically active compounds.
AbstractList Background: This study explored the biotransformation of (-)-isopulegol using immobilized cells of Rhodococcus rhodochrous IEGM 1362 to optimize the production of new bioactive compounds. Methods: An efficient biocatalyst based on R. rhodochrous IEGM 1362 cells immobilized in a macroporous polyvinyl alcohol (PVA) cryogel matrix was developed for the production of bioactive derivatives of (-)-isopulegol. The biological characteristics of the immobilized cells were investigated using scanning and transmission electron microscopy and energy-dispersive X-ray spectroscopy methods. Results: The use of the biocatalyst increased the overall yield of target products from 54% with free cells to 87% with immobilized cells in a single cycle. Major derivatives identified included (1R,2S,5R)-5-(hydroxymethyl)-2-(prop-1-en-2-yl)cyclohexanol and (1R,3R,4S)-3-hydroxy-4-(prop-1-en-2-yl)cyclohexanecarboxylic acid, both exhibiting potential pharmacological activity. The biocatalyst retained functional activity toward monoterpenoid over 13 exploitation cycles, meeting industrial biotechnology requirements. Immobilized cells were characterized by the absence of endogenous reserve inclusions (in particular lipids) and a high intracellular iron content. Conclusions: The developed immobilized biocatalyst is promising for scaling up the production of biologically active compounds.Background: This study explored the biotransformation of (-)-isopulegol using immobilized cells of Rhodococcus rhodochrous IEGM 1362 to optimize the production of new bioactive compounds. Methods: An efficient biocatalyst based on R. rhodochrous IEGM 1362 cells immobilized in a macroporous polyvinyl alcohol (PVA) cryogel matrix was developed for the production of bioactive derivatives of (-)-isopulegol. The biological characteristics of the immobilized cells were investigated using scanning and transmission electron microscopy and energy-dispersive X-ray spectroscopy methods. Results: The use of the biocatalyst increased the overall yield of target products from 54% with free cells to 87% with immobilized cells in a single cycle. Major derivatives identified included (1R,2S,5R)-5-(hydroxymethyl)-2-(prop-1-en-2-yl)cyclohexanol and (1R,3R,4S)-3-hydroxy-4-(prop-1-en-2-yl)cyclohexanecarboxylic acid, both exhibiting potential pharmacological activity. The biocatalyst retained functional activity toward monoterpenoid over 13 exploitation cycles, meeting industrial biotechnology requirements. Immobilized cells were characterized by the absence of endogenous reserve inclusions (in particular lipids) and a high intracellular iron content. Conclusions: The developed immobilized biocatalyst is promising for scaling up the production of biologically active compounds.
Background: This study explored the biotransformation of (–)-isopulegol using immobilized cells of Rhodococcus rhodochrous IEGM 1362 to optimize the production of new bioactive compounds. Methods: An efficient biocatalyst based on R. rhodochrous IEGM 1362 cells immobilized in a macroporous polyvinyl alcohol (PVA) cryogel matrix was developed for the production of bioactive derivatives of (–)-isopulegol. The biological characteristics of the immobilized cells were investigated using scanning and transmission electron microscopy and energy-dispersive X-ray spectroscopy methods. Results: The use of the biocatalyst increased the overall yield of target products from 54% with free cells to 87% with immobilized cells in a single cycle. Major derivatives identified included (1R,2S,5R)-5-(hydroxymethyl)-2-(prop-1-en-2-yl)cyclohexanol and (1R,3R,4S)-3-hydroxy-4-(prop-1-en-2-yl)cyclohexanecarboxylic acid, both exhibiting potential pharmacological activity. The biocatalyst retained functional activity toward monoterpenoid over 13 exploitation cycles, meeting industrial biotechnology requirements. Immobilized cells were characterized by the absence of endogenous reserve inclusions (in particular lipids) and a high intracellular iron content. Conclusions: The developed immobilized biocatalyst is promising for scaling up the production of biologically active compounds.
Background: This study explored the biotransformation of (–)-isopulegol using immobilized cells of Rhodococcus rhodochrous IEGM 1362 to optimize the production of new bioactive compounds. Methods: An efficient biocatalyst based on R. rhodochrous IEGM 1362 cells immobilized in a macroporous polyvinyl alcohol (PVA) cryogel matrix was developed for the production of bioactive derivatives of (–)-isopulegol. The biological characteristics of the immobilized cells were investigated using scanning and transmission electron microscopy and energy-dispersive X-ray spectroscopy methods. Results: The use of the biocatalyst increased the overall yield of target products from 54% with free cells to 87% with immobilized cells in a single cycle. Major derivatives identified included (1R,2S,5R)-5-(hydroxymethyl)-2-(prop-1-en-2-yl)cyclohexanol and (1R,3R,4S)-3-hydroxy-4-(prop-1-en-2-yl)cyclohexanecarboxylic acid, both exhibiting potential pharmacological activity. The biocatalyst retained functional activity toward monoterpenoid over 13 exploitation cycles, meeting industrial biotechnology requirements. Immobilized cells were characterized by the absence of endogenous reserve inclusions (in particular lipids) and a high intracellular iron content. Conclusions: The developed immobilized biocatalyst is promising for scaling up the production of biologically active compounds.
Background : This study explored the biotransformation of (–)-isopulegol using immobilized cells of Rhodococcus rhodochrous IEGM 1362 to optimize the production of new bioactive compounds. Methods : An efficient biocatalyst based on R . rhodochrous IEGM 1362 cells immobilized in a macroporous polyvinyl alcohol (PVA) cryogel matrix was developed for the production of bioactive derivatives of (–)-isopulegol. The biological characteristics of the immobilized cells were investigated using scanning and transmission electron microscopy and energy-dispersive X-ray spectroscopy methods. Results : The use of the biocatalyst increased the overall yield of target products from 54% with free cells to 87% with immobilized cells in a single cycle. Major derivatives identified included (1 R ,2 S ,5 R )-5-(hydroxymethyl)-2-(prop-1-en-2-yl)cyclohexanol and (1 R ,3 R ,4 S )-3-hydroxy-4-(prop-1-en-2-yl)cyclohexanecarboxylic acid, both exhibiting potential pharmacological activity. The biocatalyst retained functional activity toward monoterpenoid over 13 exploitation cycles, meeting industrial biotechnology requirements. Immobilized cells were characterized by the absence of endogenous reserve inclusions (in particular lipids) and a high intracellular iron content. Conclusions : The developed immobilized biocatalyst is promising for scaling up the production of biologically active compounds.
: This study explored the biotransformation of (-)-isopulegol using immobilized cells of IEGM 1362 to optimize the production of new bioactive compounds. : An efficient biocatalyst based on . IEGM 1362 cells immobilized in a macroporous polyvinyl alcohol (PVA) cryogel matrix was developed for the production of bioactive derivatives of (-)-isopulegol. The biological characteristics of the immobilized cells were investigated using scanning and transmission electron microscopy and energy-dispersive X-ray spectroscopy methods. : The use of the biocatalyst increased the overall yield of target products from 54% with free cells to 87% with immobilized cells in a single cycle. Major derivatives identified included (1 ,2 ,5 )-5-(hydroxymethyl)-2-(prop-1-en-2-yl)cyclohexanol and (1 ,3 ,4 )-3-hydroxy-4-(prop-1-en-2-yl)cyclohexanecarboxylic acid, both exhibiting potential pharmacological activity. The biocatalyst retained functional activity toward monoterpenoid over 13 exploitation cycles, meeting industrial biotechnology requirements. Immobilized cells were characterized by the absence of endogenous reserve inclusions (in particular lipids) and a high intracellular iron content. : The developed immobilized biocatalyst is promising for scaling up the production of biologically active compounds.
Audience Academic
Author Maltseva, Polina Y.
Ivshina, Irina B.
Plotnitskaya, Natalia A.
Ilyina, Irina V.
Volcho, Konstantin P.
Chudinova, Alexandra A.
Salakhutdinov, Nariman F.
AuthorAffiliation 1 Institute of Ecology and Genetics of Microorganisms, Perm Federal Research Center of the Ural Branch of the Russian Academy of Sciences, 13 Golev Str., 614081 Perm, Russia; inbox.98@bk.ru (P.Y.M.); luchnikova.n@mail.ru (N.A.P.)
2 Department of Microbiology and Immunology, Perm State University, 15 Bukirev Str., 614990 Perm, Russia; 79194890159@yandex.ru
3 N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry of the Siberian Branch of the Russian Academy of Sciences, 9 Lavrentiev Avenue, 630090 Novosibirsk, Russia; ilyina@nioch.nsc.ru (I.V.I.); volcho@nioch.nsc.ru (K.P.V.); anvar@nioch.nsc.ru (N.F.S.)
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– name: 2 Department of Microbiology and Immunology, Perm State University, 15 Bukirev Str., 614990 Perm, Russia; 79194890159@yandex.ru
– name: 3 N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry of the Siberian Branch of the Russian Academy of Sciences, 9 Lavrentiev Avenue, 630090 Novosibirsk, Russia; ilyina@nioch.nsc.ru (I.V.I.); volcho@nioch.nsc.ru (K.P.V.); anvar@nioch.nsc.ru (N.F.S.)
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Keywords Rhodococcus
biotransformation
(–)-isopulegol
immobilization
polyvinyl alcohol
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Snippet Background: This study explored the biotransformation of (–)-isopulegol using immobilized cells of Rhodococcus rhodochrous IEGM 1362 to optimize the production...
: This study explored the biotransformation of (-)-isopulegol using immobilized cells of IEGM 1362 to optimize the production of new bioactive compounds. : An...
Background : This study explored the biotransformation of (–)-isopulegol using immobilized cells of Rhodococcus rhodochrous IEGM 1362 to optimize the...
Background: This study explored the biotransformation of (–)-isopulegol using immobilized cells of Rhodococcus rhodochrous IEGM 1362 to optimize the production...
Background: This study explored the biotransformation of (-)-isopulegol using immobilized cells of Rhodococcus rhodochrous IEGM 1362 to optimize the production...
Background : This study explored the biotransformation of (–)-isopulegol using immobilized cells of Rhodococcus rhodochrous IEGM 1362 to optimize the...
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StartPage 839
SubjectTerms (–)-isopulegol
Acids
Actinomycetes
Adaptation
Antimicrobial agents
Biocatalysts
Biotransformation
By products
Chemical properties
Enzymes
Genetic aspects
Health aspects
immobilization
Metabolites
Monoterpenes
Oxidation
Physiological aspects
Polyvinyl alcohol
Rhodococcus
Scanning electron microscopy
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Title Rhodococcus rhodochrous IEGM 1362 Immobilized in Macroporous PVA Cryogel as an Effective Biocatalyst for the Production of Bioactive (–)-Isopulegol Compounds
URI https://www.ncbi.nlm.nih.gov/pubmed/40573234
https://www.proquest.com/docview/3223931198
https://www.proquest.com/docview/3224642503
https://pubmed.ncbi.nlm.nih.gov/PMC12195689
https://doaj.org/article/d66f4829c3b546828fd934ec1ddfe43e
Volume 18
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