A new approach to understanding structure-function relationships in cytochromes P450 by targeting terpene metabolism in the wild

Nathan R Wong; Xinyue Liu; Hannah Lloyd; Allison M Colthart; Alexander E Ferrazzoli; Deani L Cooper; Yihao Zhuang; Phillix Esquea; Jeffrey Futcher; Theodore M Pochapsky; Jeffrey M Matthews; Thomas C Pochapsky

doi:10.1016/j.jinorgbio.2018.08.006

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A new approach to understanding structure-function relationships in cytochromes P450 by targeting terpene metabolism in the wild

Journal article

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A new approach to understanding structure-function relationships in cytochromes P450 by targeting terpene metabolism in the wild

Nathan R Wong, Xinyue Liu, Hannah Lloyd, Allison M Colthart, Alexander E Ferrazzoli, Deani L Cooper, Yihao Zhuang, Phillix Esquea, Jeffrey Futcher, Theodore M Pochapsky, …

Journal of Inorganic Biochemistry, Vol.188, pp.96-101

11/2018

DOI: https://doi.org/10.1016/j.jinorgbio.2018.08.006

PMCID: PMC6258033

PMID: 30170307

Abstract

Terpenes - chemistry

Cytochrome P-450 Enzyme System - chemistry

Pseudomonas - enzymology

Terpenes - metabolism

Soil Microbiology

Bacterial Proteins - chemistry

Bacterial Proteins - genetics

Cytochrome P-450 Enzyme System - genetics

Cytochrome P-450 Enzyme System - metabolism

Bacterial Proteins - metabolism

Pseudomonas - genetics

Bacteria

Biochemistry

Gas Chromatography

Genetics

Mass Spectrometry

Metabolic Biology

Microbiology

Soil Chemistry

A strategy for elucidating sequence determinants of function in the class of cytochrome P450 (CYP) enzymes that catalyze the first steps of terpene metabolism in wild microbiomes is described. Wild organisms that can use camphor, terpineol, pinene and limonene were isolated from soils rich in coniferous waste. Cell free extracts and growth beers were analyzed by gas chromatography/mass spectrometry to identify primary oxidative metabolites. For one organism, Pseudomonas nitroreducens TPJM, a cytochrome P450 (CYP108B1) isolated from cell free extracts was demonstrated to catalyze the oxidation of α-terpineol in assays combining the native ferredoxin and putidaredoxin reductase, and the resulting oxidation products identified by gas chromatography/mass spectrometry. Shotgun sequencing of PnTPJM identified four candidate P450 genes, including an apparently fragmentary gene with a high degree of homology with the known enzyme CYP108 (P450 ).

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Title: A new approach to understanding structure-function relationships in cytochromes P450 by targeting terpene metabolism in the wild
Creators: Nathan R Wong (Author) - Department of Biochemistry, Brandeis University, 415 South St., Waltham, MA 02454-9110, United States of America
Xinyue Liu (Author) - Department of Chemistry, Brandeis University, 415 South St., Waltham, MA 02454-9110, United States of America
Hannah Lloyd (Author) - Department of Biology, Brandeis University, 415 South St., Waltham, MA 02454-9110, United States of America
Allison M Colthart (Author) - Department of Biochemistry, Brandeis University, 415 South St., Waltham, MA 02454-9110, United States of America
Alexander E Ferrazzoli (Author) - Department of Biology, Brandeis University, 415 South St., Waltham, MA 02454-9110, United States of America
Deani L Cooper (Author) - Department of Biology, Brandeis University, 415 South St., Waltham, MA 02454-9110, United States of America
Yihao Zhuang (Author) - Department of Biochemistry, Brandeis University, 415 South St., Waltham, MA 02454-9110, United States of America
Phillix Esquea (Author) - Department of Chemistry, Brandeis University, 415 South St., Waltham, MA 02454-9110, United States of America
Jeffrey Futcher (Author) - Department of Chemistry, Brandeis University, 415 South St., Waltham, MA 02454-9110, United States of America
Theodore M Pochapsky (Author) - Malden Catholic High School, 90 Crystal St., Malden, MA 02148, United States of America
Jeffrey M Matthews (Author) - Malden Catholic High School, 90 Crystal St., Malden, MA 02148, United States of America
Thomas C Pochapsky (Author) - Department of Biochemistry, Brandeis University, 415 South St., Waltham, MA 02454-9110, United States of America; Department of Chemistry, Brandeis University, 415 South St., Waltham, MA 02454-9110, United States of America. Electronic address: pochapsk@brandeis.edu
Publication Details: Journal of Inorganic Biochemistry, Vol.188, pp.96-101
Publisher: United States
Grant note: T32 GM007596 / NIGMS NIH HHS
Identifiers: 9923958094701921
Academic Unit: School of Arts and Sciences; Rosenstiel Basic Medical Sciences Research Center; Department of Chemistry
Language: English
Resource Type: Journal article

A new approach to understanding structure-function relationships in cytochromes P450 by targeting terpene metabolism in the wild

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