ArticleThe Journal of biological chemistry2009
Functional characterization and substrate specificity of spinosyn rhamnosyltransferase by in vitro reconstitution of spinosyn biosynthetic enzymes.
Article in The Journal of biological chemistry, 2009. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.
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Who cites it
19 citing papers in PubMed, 45 citations in OpenAlex.
- Variovoracins: new glycolipopeptide biosurfactants identified by surfactant screening and genome mining.RSC advances · 2026Article
- Genomic insights into the antagonistic activity of Paenibacillus brasilensis PB24 against Fusarium oxysporum: implications for biocontrol and plant growth promotion strategies.Functional & integrative genomics · 2025Article
- Selective biosynthesis of a rhamnosyl nosiheptide by a novel bacterial rhamnosyltransferase.Microbial biotechnology · 2024Article
- Preference of Bacterial Rhamnosyltransferases for 6-Deoxysugars Reveals a Strategy To Deplete O-Antigens.Journal of the American Chemical Society · 2023Article
- Rhamnose-Containing Compounds: Biosynthesis and Applications.Molecules (Basel, Switzerland) · 2022Review
- Increasing the heterologous production of spinosad inSynthetic and systems biotechnology · 2021Article
- Comparative transcriptomic analysis of two Saccharopolyspora spinosa strains reveals the relationships between primary metabolism and spinosad production.Scientific reports · 2021Article
- Identification of Collimonas gene loci involved in the biosynthesis of a diffusible secondary metabolite with broad-spectrum antifungal activity and plant-protective properties.Microbial biotechnology · 2021Article
- Novel dTDP-l-Rhamnose Synthetic Enzymes (RmlABCD) FromFrontiers in microbiology · 2021Article
- Biochemical characterization of a glycosyltransferase Gtf3 from3 Biotech · 2020Article
- Natural [4 + 2]-Cyclases.Chemical reviews · 2017Review
- High Level of Spinosad Production in the Heterologous Host Saccharopolyspora erythraea.Applied and environmental microbiology · 2016Article
- Chemoenzymatic synthesis of spinosyn A.Angewandte Chemie (International ed. in English) · 2014Article
- Structural studies of the spinosyn forosaminyltransferase, SpnP.Biochemistry · 2014Article
- Differential proteomic profiling reveals regulatory proteins and novel links between primary metabolism and spinosad production in Saccharopolyspora spinosa.Microbial cell factories · 2014Article
- Structural studies of the spinosyn rhamnosyltransferase, SpnG.Biochemistry · 2012Article
- Article
- Formation and attachment of the deoxysugar moiety and assembly of the gene cluster for caprazamycin biosynthesis.Applied and environmental microbiology · 2010Article
- Biosynthesis of spinosyn in Saccharopolyspora spinosa: synthesis of permethylated rhamnose and characterization of the functions of SpnH, SpnI, and SpnK.Journal of the American Chemical Society · 2010Article
Corrections and comments
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Authors and funding
5 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Spinosyn, a potent insecticide, is a novel tetracyclic polyketide decorated with d-forosamine and tri-O-methyl-L-rhamnose. Spinosyn rhamnosyltransferase (SpnG) is a key biocatalyst with unique sequence identity and controls the biosynthetic maturation of spinosyn. The rhamnose is critical for the spinosyn insecticidal activity and cell wall biosynthesis of the spinosyn producer, Saccharopolyspora spinosa. In this study, we have functionally expressed and characterized SpnG and the three enzymes, Gdh, Epi, and Kre, responsible for dTDP-L-rhamnose biosynthesis in S. spinosa by purified enzymes from Escherichia coli. Most notably, the substrate specificity of SpnG was thoroughly characterized by kinetic and inhibition experiments using various NDP sugar analogs made by an in situ combination of NDP-sugar-modifying enzymes. SpnG was found to exhibit striking substrate promiscuity, yielding corresponding glycosylated variants. Moreover, the critical residues presumably involved in catalytic mechanism of Gdh and SpnG were functionally evaluated by site-directed mutagenesis. The information gained from this study has provided important insight into molecular recognition and mechanism of the enzymes, especially SpnG. The results have made possible the structure-activity characterization of SpnG, as well as the use of SpnG or its engineered form to serve as a combinatorial tool to make spinosyn analogs with altered biological activities and potency.
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