Isotopic finger-printing of active pharmaceutical ingredients by 13C NMR and polarization transfer techniques as a tool to fight against counterfeiting

Bussy, Ugo; Thibaudeau, Christophe; Thomas, Freddy; Desmurs, Jean‐Roger; Jamin, Éric; Remaud, Gérald S.; Silvestre, Virginie; Akoka, Serge

doi:10.1016/j.talanta.2011.07.022

Cited by 55 publications

(42 citation statements)

References 29 publications

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“…The method of acquiring an isotopic profile by 13 C NMR (one‐pulse) was recently improved with the use of another NMR sequence, the adiabatic refocused INEPT, giving an adequate precision, i.e. of the order of 1‰ . This sequence employs the transfer of magnetization from the sensitive proton to the coupled carbon, which leads to an improvement in the sensitivity, i.e.…”

Section: Resultsmentioning

confidence: 99%

Combination of ¹³C and ²H SNIF‐NMR isotopic fingerprints of vanillin to control its precursors

Guyader

Thomas

Jamin

et al. 2019

Flavour & Fragrance J

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Synthetic vanillin is the flavouring most used in agro‐food industries, but more and more frequently consumers are now turning to natural origin. Vanilla planifolia (Andrews) is the most commercialized species of pods in the world and is mainly produced in Madagascar. However, periodically the production of V. planifolia suffers from poor climatic conditions, with the resulting degradation of both the quality and the quantity of the pods. Consequently, the price of vanilla pods rose to record in 2017 and the risk of fraud has increased in response. Analytical methods based on isotopic compositions have already proven their ability to ensure the authenticity of natural vanillin. In 2006, 2H SNIF‐NMR (site‐specific natural isotopic fractionation by nuclear magnetic resonance) was approved as official method by the Association of Official Analytical Chemists (AOAC 2006.05). However, this method is time consuming and the extraction of 1 g is cumbersome for the finished products. The information brought by combined 2H and 13C SNIF‐NMR profiles was compared using chemometric tools to determine the best routine tool to improve both the global analysis time and the potential of detection. As a result of this work the ability of the SNIF‐NMR method to verify the authenticity of vanillin has been improved, in particular by providing the first means to discern the geographical origin of vanilla pods. Furthermore, 13C NMR using pulse sequences such as INEPT (insensitive nuclei enhanced by polarization transfer) offers the possibility to improve the sensitivity of the analysis, with a reduced quantity of product (less than 50 mg) and a shorter analysis time, which will facilitate the study of the finished matrices as well as clearly discriminating the origins of the vanilla flavourings.

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Section: Resultsmentioning

confidence: 99%

Combination of ¹³C and ²H SNIF‐NMR isotopic fingerprints of vanillin to control its precursors

Guyader

Thomas

Jamin

et al. 2019

Flavour & Fragrance J

Self Cite

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“…The precision of these multi‐pulse approaches was studied in details by Bussy et al . in 2011 by comparing the short‐term and long‐term stability of DEPT and INEPT versus the one‐pulse experiment. The results obtained on an ibuprofen sample confirmed the high precision of the three evaluated pulse sequences (one‐pulse, DEPT and INEPT) for isotopic finger‐printing (Table ).…”

Section: Irm‐13c Nmr Performed By Multi‐pulse Sequencesmentioning

confidence: 99%

The new face of isotopic NMR at natural abundance

Jézéquel

Joubert

Giraudeau

et al. 2016

Magnetic Reson in Chemistry

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The most widely used method for isotope analysis at natural abundance is isotope ratio monitoring by Mass Spectrometry (irm-MS) which provides bulk isotopic composition in H, C, N, O or S. However, in the 1980s, the direct access to Site-specific Natural Isotope Fractionation by Nuclear Magnetic Resonance (SNIF-NMR ) was immediately recognized as a powerful technique to authenticate the origin of natural or synthetic products. The initial - and still most popular - application consisted in detecting the chaptalization of wines by irm- H NMR. The approach has been extended to a wide range of methodologies over the last decade, paving the way to a wide range of applications, not only in the field of authentication but also to study metabolism. In particular, the emerging irm- C NMR approach delivers direct access to position-specific C isotope content at natural abundance. After highlighting the application scope of irm-NMR ( H and C), this article describes the major improvements which made possible to reach the required accuracy of 1‰ (0.1%) in irm- C NMR. The last part of the manuscript summarizes the different steps to perform isotope analysis as a function of the sample properties (concentration, peak overlap) and the kind of targeted isotopic information (authentication, affiliation). Copyright © 2016 John Wiley & Sons, Ltd.

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“…As a consequence, relying on heteronuclei for quantitative measurements requires either highly concentrated samples or very long measurement times. This is not an issue in applications where a large amount of sample is available: This is the case of many food applications such as the quantitative analysis of oils or the authentication of the origin of small molecules by 13 C isotopic NMR . However, when the amount of sample is limited or when the concentration of the targeted compounds is low, the SNR that can be obtained in a reasonable time is often not sufficient to enable quantitative applications.…”

Section: Improving the Resolutionmentioning

confidence: 99%

Challenges and perspectives in quantitative NMR

Giraudeau

2016

Magnetic Reson in Chemistry

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This perspective article summarizes, from the author's point of view at the beginning of 2016, the major challenges and perspectives in the field of quantitative NMR. The key concepts in quantitative NMR are first summarized; then, the most recent evolutions in terms of resolution and sensitivity are discussed, as well as some potential future research directions in this field. A particular focus is made on methodologies capable of boosting the resolution and sensitivity of quantitative NMR, which could open application perspectives in fields where the sample complexity and the analyte concentrations are particularly challenging. These include multi-dimensional quantitative NMR and hyperpolarization techniques such as para-hydrogen-induced polarization or dynamic nuclear polarization. Because quantitative NMR cannot be dissociated from the key concepts of analytical chemistry, i.e. trueness and precision, the methodological developments are systematically described together with their level of analytical performance. Copyright © 2016 John Wiley & Sons, Ltd.

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Isotopic finger-printing of active pharmaceutical ingredients by 13C NMR and polarization transfer techniques as a tool to fight against counterfeiting

Cited by 55 publications

References 29 publications

Combination of ¹³C and ²H SNIF‐NMR isotopic fingerprints of vanillin to control its precursors

Combination of ¹³C and ²H SNIF‐NMR isotopic fingerprints of vanillin to control its precursors

The new face of isotopic NMR at natural abundance

Challenges and perspectives in quantitative NMR

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Isotopic finger-printing of active pharmaceutical ingredients by 13C NMR and polarization transfer techniques as a tool to fight against counterfeiting

Cited by 55 publications

References 29 publications

Combination of 13C and 2H SNIF‐NMR isotopic fingerprints of vanillin to control its precursors

Combination of 13C and 2H SNIF‐NMR isotopic fingerprints of vanillin to control its precursors

The new face of isotopic NMR at natural abundance

Challenges and perspectives in quantitative NMR

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Product

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Combination of ¹³C and ²H SNIF‐NMR isotopic fingerprints of vanillin to control its precursors

Combination of ¹³C and ²H SNIF‐NMR isotopic fingerprints of vanillin to control its precursors