Usnic acid and its versatility as MALDI matrix

Schinkovitz, Andreas; Richomme, Pascal

doi:10.1002/jms.3513

Cited by 4 publications

(8 citation statements)

References 10 publications

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“…At this point, it should be mentioned that depsides and depsidones such as mscrobiculic acid and stictic acid did not show matrix properties, which is in line with previously reported results. 14 The chemical structures of all the tested matrix candidates and of the low molecular weight test compounds are outlined in Figures 1 and 2, respectively.…”

Section: Resultsmentioning

confidence: 99%

“…Moreover, a previous study has demonstrated that a wide range of chemically very diverse lichen metabolites can be easily ionized and detected by matrix‐free Laser Desorption Ionization mass spectrometry (LDI‐MS) . An interesting question arising from these findings is whether these compounds also exhibit matrix properties, as previously reported for the dibenzofuran‐derived metabolite, usnic acid . However, LDI effects are not necessarily linked to matrix effect.…”

Section: Introductionmentioning

confidence: 90%

“…Despite these notable efforts, it is still quite difficult to predict whether a compound will exhibit matrical properties or not, so the discovery of new matrices remains mostly empirical . In this context, lichen metabolites may represent attractive candidates in the search for new matrix molecules …”

Section: Introductionmentioning

confidence: 99%

“…However, LDI effects are not necessarily linked to matrix effect. Some lichen metabolites display notable LDI properties while not exhibiting matrix effects …”

Section: Introductionmentioning

confidence: 99%

“…12 In this context, lichen metabolites may represent attractive candidates in the search for new matrix molecules. 13,14 Lichens are self-supporting symbiotic consortia comprising a fungus and a photobiont partner (most often green algae that can either be replaced or accompanied by cyanobacteria). 15 As world-widespread partnerships, lichens display an extreme resistance to UV irradiance that is partly based on the biosynthesis of photoprotective polyphenolics, a majority of which is unique to the lichenized condition.…”

Section: Introductionmentioning

confidence: 99%

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The inherent matrix properties of lichen metabolites in matrix‐assisted laser desorption ionization time‐of‐flight mass spectrometry

Pogam

Boustié

Richomme

et al. 2017

Rapid Comm Mass Spectrometry

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Lichen metabolites exhibit interesting MALDI matrix properties, especially for medium and low molecular weight analytes. For many of the tested molecules, matrix ion formation was very limited. This proof-of-concept study paves the way for follow-up investigations to assess the matrix properties of lichen metabolites against a wider array of analytes as well as adapting experimental settings to individually optimize the performance of successfully tested candidates.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 90%

Section: Introductionmentioning

confidence: 99%

“…However, LDI effects are not necessarily linked to matrix effect. Some lichen metabolites display notable LDI properties while not exhibiting matrix effects …”

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

The inherent matrix properties of lichen metabolites in matrix‐assisted laser desorption ionization time‐of‐flight mass spectrometry

Pogam

Boustié

Richomme

et al. 2017

Rapid Comm Mass Spectrometry

Self Cite

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New Developments of Laser Desorption Ionization Mass Spectrometry in Natural Products Research

Schinkovitz¹,

Séraphin²,

Richomme³

2019

Encyclopedia of Analytical Chemistry

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Mass spectrometry (MS) represents an indispensable tool for the structural identification of natural products (NPs) and is one of the major focus areas of analytical chemistry research. The technique has long been used to obtain molecular weights and further molecular formulae. In the past, former ionization sources such as electronic impact (EI) limited MS analysis to predominately volatile, polar, and thermostable compounds. However, the development of soft ionization techniques such as electrospray ionization (ESI), atmospheric pressure chemical ionization (APCI), and laser desorption/ionization (LDI) have gradually extended the scope of MS analysis to a much wider range of chemical entities. Moreover, the hyphenation of liquid and gas chromatography with MS (LC‐MS, GC‐MS) has provided a most powerful tool for the analysis of complex mixtures and NPs. In fact, LC‐MS is often considered as a method of first choice particularly when studying complex mixtures of small molecules. On the other hand, recent developments in matrix‐assisted laser desorption/ionization (MALDI) and LDI may provide useful supplements and potential alternatives to this approach. Both methods share similar, though slightly different ionization mechanisms. While MALDI uses small molecules comprising strong UV chromophores (matrices) to transfer laser energy to the sample material, LDI targets compounds that can be directly ionized by laser irradiation without any matrix support. Moreover, certain compounds showing LDI properties may also work as MALDI matrices. With regard to NPs research, MALDI and LDI may help overcoming certain limitations encountered in LC‐MS such as the indispensable use of buffer solutions when analyzing alkaloids. Moreover, as (MA)LDI hardly requires any sample conditioning, analysis time can be significantly shortened. With all this in mind, the subsequent article will highlight some interesting MALDI and LDI applications, which focus on the detection of NPs in complex mixtures. This includes the use of specifically adapted matrices for the selective detection of alkaloids (i), the study of the inherent LDI and matrix properties of phenolic compounds (ii) as well of evaluation on the reproducibility of LDI signal patterns (iii). Eventually, a statistical approach toward LDI profiling, which may provide a future tool for quality control of large sample batches will be presented (iv).

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Matrix-free laser desorption ionization mass spectrometry as a functional tool for the analysis and differentiation of complex phenolic mixtures in propolis: a new approach to quality control

et al. 2018

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Matrix-free laser desorption ionization (LDI) is a rapid and versatile technique for the ionization of small, UV-light-absorbing molecules. Indeed, many natural products such as polyphenols exhibit inherent LDI properties, potentially facilitating their detection from highly complex samples such as crude extracts. With this in mind, the present work thoroughly evaluated the potential of LDI as an analytical tool for the chemical profiling and differentiation of propolis samples obtained from different global regions. Propolis is a complex bee product containing, among others, significant amounts of phenolic constituents that may show LDI effects. The present work will demonstrate that LDI not only provides reproducible and highly specific fingerprint spectra for each of the tested samples, it further allows their clear differentiation by principal compound analysis (PCA). Contrary to classical analytical approaches such as LC- or GC-MS, LDI does not require time-consuming sample preparation and method optimization procedures. Thus, the technique represents a most interesting analytical tool and potent supplement to classic LC-MS for quality control of herbal pharmaceuticals and dietary supplements. Present results clearly support this approach and further suggest the use of LDI as a versatile tool for the automated analysis of large sample batches on an industrial scale. Graphical abstract ᅟ.

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Usnic acid and its versatility as MALDI matrix

Abstract: International audience
No abstract

Cited by 4 publications

References 10 publications

The inherent matrix properties of lichen metabolites in matrix‐assisted laser desorption ionization time‐of‐flight mass spectrometry

The inherent matrix properties of lichen metabolites in matrix‐assisted laser desorption ionization time‐of‐flight mass spectrometry

New Developments of Laser Desorption Ionization Mass Spectrometry in Natural Products Research

Matrix-free laser desorption ionization mass spectrometry as a functional tool for the analysis and differentiation of complex phenolic mixtures in propolis: a new approach to quality control

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Usnic acid and its versatility as MALDI matrix

Abstract: International audienceNo abstract

Cited by 4 publications

References 10 publications

The inherent matrix properties of lichen metabolites in matrix‐assisted laser desorption ionization time‐of‐flight mass spectrometry

The inherent matrix properties of lichen metabolites in matrix‐assisted laser desorption ionization time‐of‐flight mass spectrometry

New Developments of Laser Desorption Ionization Mass Spectrometry in Natural Products Research

Matrix-free laser desorption ionization mass spectrometry as a functional tool for the analysis and differentiation of complex phenolic mixtures in propolis: a new approach to quality control

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Abstract: International audience
No abstract