Chemical structure, properties and potential applications of surfactin, as well as advanced strategies for improving its microbial production

Zhang, Cheng; Ge, Xian-Feng; Lu, Yiting; Liu, Wenzheng

doi:10.3934/microbiol.2023012

Cited by 24 publications

(7 citation statements)

References 97 publications

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“…Their biosynthesis, which has been extensively studied, is a real challenge due to the high cost and low yield of their production. Therefore, numerous strategies are actively sought to improve their production, including fermentation, genetic, and metabolic engineering approaches [32]. Cyclic surfactins were also been reported to be more effective against HIV-1, with a stronger inhibitory activity than the linear surfactin derivatives from Micromonospora sp.…”

Section: Discussionmentioning

confidence: 99%

Computational Methods Reveal a Series of Cyclic and Linear Lichenysins and Surfactins from the Vietnamese Marine Sediment-Derived Streptomyces Strain G222

Castaldi,

Truong,

et al. 2024

Molecules

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The Streptomyces strain G222, isolated from a Vietnamese marine sediment, was confidently identified by 16S rRNA gene sequencing. Its AcOEt crude extract was successfully analyzed using non-targeted LC-MS/MS analysis, and molecular networking, leading to a putative annotation of its chemical diversity thanks to spectral libraries from GNPS and in silico metabolite structure prediction obtained from SIRIUS combined with the bioinformatics tool conCISE (Consensus Annotation Propagation of in silico Elucidations). This dereplication strategy allowed the identification of an interesting cluster of a series of putative cyclic and linear lipopeptides of the lichenysin and surfactin families. Lichenysins (3–7) were isolated from the sub-fraction, which showed significant anti-biofilm activity against Pseudomonas aeruginosa MUC-N1. Their structures were confirmed by detailed 1D and 2D NMR spectroscopy (COSY, HSQC, HMBC, TOCSY, ROESY) recorded in CD3OH, and their absolute configurations were determined using the modified Marfey’s method. The isolated lichenysins showed anti-biofilm activity at a minimum concentration of 100 µM. When evaluated for antibacterial activity against a panel of Gram-positive and Gram-negative strains, two isolated lichenysins exhibited selective activity against the MRSA strain without affecting its growth curve and without membranotropic activity. This study highlights the power of the MS/MS spectral similarity strategy using computational methods to obtain a cross-validation of the annotated molecules from the complex metabolic profile of a marine sediment-derived Streptomyces extract. This work provides the first report from a Streptomyces strain of combined cyclic and linear lichenysins and surfactins, known to be characteristic compounds of the genus Bacillus.

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Section: Discussionmentioning

confidence: 99%

Computational Methods Reveal a Series of Cyclic and Linear Lichenysins and Surfactins from the Vietnamese Marine Sediment-Derived Streptomyces Strain G222

Castaldi,

Truong,

et al. 2024

Molecules

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“…Surfactin is an effective surfactant, reducing water surface tension from 72 mN/m to 27 mN/m at a concentration of 20 µM. Its aggregation activity improves with longer fatty acid chains [ 111 ]. Glycolipids are capable of reducing water surface tension from 72 to 28 mN/m [ 112 ].…”

Section: Physicochemical Properties Of Biosurfactantsmentioning

confidence: 99%

The Physicochemical and Functional Properties of Biosurfactants: A Review

Dini,

Bekhit,

Roohinejad

et al. 2024

Molecules

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Surfactants, also known as surface-active agents, have emerged as an important class of compounds with a wide range of applications. However, the use of chemical-derived surfactants must be restricted due to their potential adverse impact on the ecosystem and the health of human and other living organisms. In the past few years, there has been a growing inclination towards natural-derived alternatives, particularly microbial surfactants, as substitutes for synthetic or chemical-based counterparts. Microbial biosurfactants are abundantly found in bacterial species, predominantly Bacillus spp. and Pseudomonas spp. The chemical structures of biosurfactants involve the complexation of lipids with carbohydrates (glycolipoproteins and glycolipids), peptides (lipopeptides), and phosphates (phospholipids). Lipopeptides, in particular, have been the subject of extensive research due to their versatile properties, including emulsifying, antimicrobial, anticancer, and anti-inflammatory properties. This review provides an update on research progress in the classification of surfactants. Furthermore, it explores various bacterial biosurfactants and their functionalities, along with their advantages over synthetic surfactants. Finally, the potential applications of these biosurfactants in many industries and insights into future research directions are discussed.

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“…Surfactin is a promising bio-surfactant suitable for high temperature conditions required in industrial applications [5][6][7][8][9][10]. It is a lipopeptide produced by several strains of the genus Bacillus [11] with a wide range of applications in industry, agriculture, and medicine, such as emulsifiers, dispersants, and biocontrol agents [12][13][14][15]. As an endogenous metabolite, surfactin facilitates cell motility and colonization [16][17][18].…”

Section: Introductionmentioning

confidence: 99%

Optimisation of surfactin yield inBacillususing active learning and high-throughput mass spectrometry

Albornoz,

Oyarzún,

Burgess

2024

Preprint

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Integration of machine learning and high throughput measurements are essential to drive the next generation of the design-build-test-learn (DBTL) cycle in synthetic biology. Here, we report the use of active learning in combination with metabolomics for optimising production of surfactin, a complex lipopeptide resulting from a non-ribosomal assembly pathway. We designed a media optimisation algorithm that iteratively learns the yield landscape and steers the media composition toward maximal production. The algorithm led to a 160% yield increase after three DBTL runs as compared to an M9 baseline. Metabolomics data helped to elucidate the underpinning biochemistry for yield improvement and revealed Pareto-like trade-offs in production of other lipopeptides from related pathways. We found positive associations between organic acids and surfactin, suggesting a key role of central carbon metabolism, as well as system-wide anisotropies in how metabolism reacts to shifts in carbon and nitrogen levels. Our framework offers a novel data-driven approach to improve yield of biological products with complex synthesis pathways that are not amenable to traditional yield optimisation strategies.

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Chemical structure, properties and potential applications of surfactin, as well as advanced strategies for improving its microbial production

Cited by 24 publications

References 97 publications

Computational Methods Reveal a Series of Cyclic and Linear Lichenysins and Surfactins from the Vietnamese Marine Sediment-Derived Streptomyces Strain G222

Computational Methods Reveal a Series of Cyclic and Linear Lichenysins and Surfactins from the Vietnamese Marine Sediment-Derived Streptomyces Strain G222

The Physicochemical and Functional Properties of Biosurfactants: A Review

Optimisation of surfactin yield inBacillususing active learning and high-throughput mass spectrometry

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