Integrative analytical workflow to enhance comprehensive analysis of organic molecules in extraterrestrial objects

Serra, Coline; Lange, Justin; Remaury, Quentin Blancart; Timoumi, Ramzi; Danger, Grégoire; Laurent, Boris; Rémusat, Laurent; Rodier, C.; Poinot, Pauline

doi:10.1016/j.talanta.2022.123324

Cited by 7 publications

(19 citation statements)

References 28 publications

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“…The reported method is therefore suitable for trace detection. The lower limit of the working range (5×10 ‒8 M) of our method is of the same order of magnitude as the LODs recently reported using UPLC‐HRMS, currently considered the most sensitive chromatography technique [ 22 ]. At the same time, the high resolving power and enantioselectivity, which are severely compromised when UPLC‐HRMS is employed [ 22 ], are maintained here, as discussed in further detail below.…”

Section: Resultssupporting

confidence: 63%

“…All these applications require thorough and comprehensive analytical procedures that ensure: (1) low LOQs, (2) sufficient enantiomeric resolution, (3) absence of racemization during the analysis, and (4) careful control of contamination sources. LC-based (HPLC and UPLC) and 1 D GC-MS techniques are the most widely used methods for the separation and analysis of complex mixtures of chiral amino acids, the former being generally more sensitive and capable of reaching detection limits two to three orders of magnitude lower than the latter [20][21][22]. Comprehensive GC×GC, on the other hand, has been much less explored for the chiral analysis of amino acids, despite its robustness and very high selectivity [23][24][25].…”

Section: Introductionmentioning

confidence: 99%

“…LC‐based (HPLC and UPLC) and 1 D GC‐MS techniques are the most widely used methods for the separation and analysis of complex mixtures of chiral amino acids, the former being generally more sensitive and capable of reaching detection limits two to three orders of magnitude lower than the latter [ 20 , 21 , 22 ]. Comprehensive GC×GC, on the other hand, has been much less explored for the chiral analysis of amino acids, despite its robustness and very high selectivity [ 23 , 24 , 25 ].…”

Section: Introductionmentioning

confidence: 99%

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Resolution, quantification, and reliable determination of enantiomeric excess of proteinogenic and non‐proteinogenic amino acids by comprehensive two‐dimensional gas chromatography

Pepino

Leyva

Garcia

et al. 2022

J of Separation Science

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This work proposes a comprehensive two-dimensional gas chromatography method for the resolution and quantification of 27 amino acids, including 17 enantiomeric pairs, as stable N-trifluoroacetyl-O-methyl ester derivatives. The derivatization approach in combination with enantioselective two-dimensional gas chromatography has proven to be highly responsive with a method detection limit of 1-7 pg even for sterically hindered amino acids such as α,α-dialkylated, and N-alkylated amino acids. Accurate determination of the enantiomeric excess was achieved with errors in the range of ±0.5%-2.5% (1σ) at concentrations ≥10 -6 M. A thorough study of the mass spectra of the amino acid derivatives allowed the fragmentation pathways to be distinguished, enabling chromatographic peaks to be unambiguously assigned. The proposed method is particularly suited for applications that require the precise determination of enantiomeric excesses such as those concerning the role of d-amino acid enantiomers in humans, animals, and the environment, as well as for analyses of extraterrestrial samples aimed at understanding the selection of amino acids in stereochemical l-configuration.

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Section: Resultssupporting

confidence: 63%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Resolution, quantification, and reliable determination of enantiomeric excess of proteinogenic and non‐proteinogenic amino acids by comprehensive two‐dimensional gas chromatography

Pepino

Leyva

Garcia

et al. 2022

J of Separation Science

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“…Sum of the concentrations of 21 free amino acids for different meteorite extracts at 100 °C ( l/ d -alanine, β-alanine, l/d- 2-aminobutyric acid, 2-aminoisobutyric acid, l/d-3 -aminobutyric acid, l/d-3 -aminoisobutyric acid, γ-aminobutyric acid , l/d -aspartic acid, l/d -glutamic acid, l/d -leucine, l/d -valine, and l/d -isovaline). From left to right: Asuka 12236 extracted at 100 °C (this work), and Asuka 12236 studied by Glavin et al (a) Paris studied by Martins et al (b) Murchison studied by Glavin et al (c) Aguas Zarcas studied by Serra et al (d) Data presented here for comparison were from chondrites extracted at 100 °C and then analyzed without acid hydrolysis (free content in amino acids) but with different analytical techniques than the ones here, involving desalting and derivatization steps (for Paris and Murchison analyses).…”

Section: Discussionmentioning

confidence: 92%

“…Nontargeted analysis of Asuka 12236 SOM fraction was performed following the procedure described in Serra et al Briefly, the meteorite extract was analyzed by liquid chromatography coupled with high-resolution mass spectrometry (Q-Exactive, Hybrid Quadrupole-Orbitrap Mass Spectrometer, Thermo Fisher Scientific) in the range of 50–750 m / z . This technique of high resolution allows us to obtain the exact molecular ion mass of the compounds.…”

Section: Methodsmentioning

confidence: 99%

Assessing the Effect of Aqueous Alteration on Soluble Organic Matter in Primitive Carbonaceous Chondrites: The Case of Asuka 12236

Serra,

Vinogradoff,

Poinot

et al. 2023

ACS Earth Space Chem.

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Carbonaceous chondrites (CCs) are considered the closest solid material to the composition of the early Solar System and can provide information about the origin of organic matter (OM) in the system and on Earth. Despite being primitive, their parent bodies have undergone secondary processes shortly after their formation (hydrothermal or metamorphism alterations) that blur their initial organic or mineral composition. The most primitive CC members are hence very precious to study the original composition. Here, we report the characterization of the soluble organic matter (SOM) of Asuka 12236, classified among the most primitive members of the CM group in comparison with the SOM from other CM chondrites: Paris, Murchison, and Aguas Zarcas. Analysis of these SOM were performed using several analytical techniques, including elemental analysis, highresolution mass spectrometry, and liquid chromatography coupled to different mass spectrometers. Our results show that Asuka 12236 has the lowest H content among the CMs studied here and presents heterogeneity in its C content, likely indicating variable degrees of aqueous alteration. High-resolution mass spectrometry analysis reveals that Asuka 12236 has a molecular diversity similar to the SOM of Murchison and Aguas Zarcas but with a higher abundance of sulfur compounds, more similar to Paris SOM. The content of organomagnesium compounds indicates no high-pressure or -temperature stress but rather mid-temperature aqueous alteration for Asuka 12236, like Murchison SOM, but unlike Paris or Aguas Zarcas SOM. From liquid chromatography coupled with mass spectrometry analysis, we observed the highest concentration of amino acids in Asuka 12236 compared to the other CM chondrites considered here. Amino acids are mainly of α forms, witnessing a Strecker formation or a formose-type reaction under low amounts of water, in agreement with the low H content recorded in this peculiar chondrite. This study of the SOM of chondrites with different degrees of alteration highlights that organic compounds may be transformed much more rapidly than the minerals during hydrothermal alteration. This OM evolution depends on the amount of water and/or the temperature and/or pressure, leading toward significant transformation from one chondrite to another, while the mineralogy can indicate a low degree of alteration. In addition, to better assess the initial OM in chondrites, the impact of aqueous alteration on organic matter calls for additional laboratory experimentation.

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Gas chromatography coupled-to Fourier transform orbitrap mass spectrometer for enantioselective amino acid analyses: Application to pre-cometary organic analog

Garcia

Serra

Remaury

et al. 2023

Journal of Chromatography A

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Integrative analytical workflow to enhance comprehensive analysis of organic molecules in extraterrestrial objects

Cited by 7 publications

References 28 publications

Resolution, quantification, and reliable determination of enantiomeric excess of proteinogenic and non‐proteinogenic amino acids by comprehensive two‐dimensional gas chromatography

Resolution, quantification, and reliable determination of enantiomeric excess of proteinogenic and non‐proteinogenic amino acids by comprehensive two‐dimensional gas chromatography

Assessing the Effect of Aqueous Alteration on Soluble Organic Matter in Primitive Carbonaceous Chondrites: The Case of Asuka 12236

Gas chromatography coupled-to Fourier transform orbitrap mass spectrometer for enantioselective amino acid analyses: Application to pre-cometary organic analog

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