Preparation of Isotopically Labelled Standards of Creatinine Via H/D Exchange and Their Application in Quantitative Analysis by LC-MS

Bąchor, Remigiusz; Konieczny, Andrzej; Szewczuk, Zbigniew

doi:10.3390/molecules25071514

Cited by 7 publications

(3 citation statements)

References 26 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Recently, Bąchor et al [ 69 ] used the liquid chromatography–mass spectrometry (LC-MS) method with an isotopically labelled analogue of creatinine as an internal standard for quantifying the creatinine concentration in urine. This method of preparation of deuterated analogues of creatinine, via the H/D exchange of hydrogens located at the α-carbon (α-C) of the N -methylated amino acid part, under basic conditions may be successfully used for the creatinine concentration in saliva.…”

Section: Introductionmentioning

confidence: 99%

Qualitative and Quantitative Mass Spectrometry in Salivary Metabolomics and Proteomics

2023

Self Cite

View full text Add to dashboard Cite

The metabolomics and proteomics analysis of saliva, an excellent biofluid that is a rich source of biological compounds, allows for the safe and frequent screening of drugs, their metabolites, and molecular biomarkers of various diseases. One of the most frequently used analytical methods in saliva analysis is liquid chromatography coupled with mass spectrometry (LC-MS) and tandem mass spectrometry. The low ionisation efficiency of some compounds and a complex matrix makes their identification by MS difficult. Furthermore, quantitative analysis by LC-MS frequently cannot be performed without isotopically labelled standards, which usually have to be specially synthesised. This review presented reports on qualitative and quantitative approaches in salivary metabolomics and proteomics. The purpose of this manuscript was to present the challenges, advances, and future prospects of mass spectrometry, both in the analysis of salivary metabolites and proteins. The presented review should appeal to those interested in the recent advances and trends in qualitative and quantitative mass spectrometry in salivary metabolomics and proteomics, which may facilitate a diagnostic accuracy, the evaluation of treatment efficacy, the early diagnosis of disease, and a forensic investigation of some unapproved drugs for any medical or dietary administration.

show abstract

Section: Introductionmentioning

confidence: 99%

Qualitative and Quantitative Mass Spectrometry in Salivary Metabolomics and Proteomics

2023

Self Cite

View full text Add to dashboard Cite

show abstract

“…Very recently we developed a method of deuterium-labeled standard preparation of creatinine, a breakdown product of creatine phosphate in muscle and a molecular biomarker of renal function [ 48 ]. The N -methylated glycine moiety was also presented within the creatinine molecule.…”

Section: Hydrogen−deuterium Exchange At Carbon Centersmentioning

confidence: 99%

Trends in the Hydrogen−Deuterium Exchange at the Carbon Centers. Preparation of Internal Standards for Quantitative Analysis by LC-MS

Grocholska

Bąchor

2021

Molecules

Self Cite

View full text Add to dashboard Cite

The application of internal standards in quantitative and qualitative bioanalysis is a commonly used procedure. They are usually isotopically labeled analogs of the analyte, used in quantitative LC-MS analysis. Usually, 2H, 13C, 15N and 18O isotopes are used. The synthesis of deuterated isotopologues is relatively inexpensive, however, due to the isotopic effect of deuterium and the lack of isotopologue co-elution, usually they are not considered as good internal standards for LC-MS quantification. On the other hand, the preparation of 13C, 15N and 18O containing standards of drugs and their metabolites requires a complicated multistep de novo synthesis, starting from the isotopically labeled substrates, which are usually expensive. Therefore, there is a strong need for the development of low-cost methods for isotope-labeled standard preparations for quantitative analysis by LC-MS. The presented review concentrates on the preparation of deuterium-labeled standards by hydrogen−deuterium exchange reactions at the carbon centers. Recent advances in the development of the methods of isotopologues preparation and their application in quantitative analysis by LC-MS are evaluated.

show abstract

“…Recently, we reported our investigation on the hydrogen–deuterium exchange of carbon-bounded hydrogen atoms in peptides containing N -substituted glycine and alanine residues, via base-catalyzed hydrogen–deuterium exchange [ 22 , 23 , 24 , 25 ]. This observation allowed us to developed methods of deuterated standards preparation of denatonium benzoate [ 26 ], cyclosporine A [ 27 ] and creatinine [ 28 ], which were successfully applied in their quantification by LC-MS. We found that the introduced deuterons do not undergo back-exchange either in an acidic or neutral conditions and that the isotopologues co-elute.…”

Section: Introductionmentioning

confidence: 99%

Preparation of Deuterium-Labeled Armodafinil by Hydrogen–Deuterium Exchange and Its Application in Quantitative Analysis by LC-MS

2022

Self Cite

View full text Add to dashboard Cite

Armodafinil, the R enantiomer of modafinil, was approved in 2007 by the US Food and Drug Administration as a wake-promoting agent for excessive sleepiness treatment. Due to its abuse by students and athletes, there is a need of its quantification. Quantitative analysis by liquid chromatography-mass spectrometry, however, though very common and sensitive, frequently cannot be performed without isotopically labeled standards which usually have to be specially synthesized. Here we reported our investigation on the preparation of deuterated standard of armodafinil based on the simple and inexpensive hydrogen–deuterium exchange reaction at the carbon centers. The obtained results clearly indicate the possibility of introduction of three deuterons into the armodafinil molecule. The introduced deuterons do not undergo back exchange under neutral and acidic conditions. Moreover, the deuterated and non-deuterated armodafinil isotopologues revealed co-elution during the chromatographic analysis. The ability to control the degree of deuteration using different reaction conditions was determined. The proposed method of deuterated armodafinil standard preparation is rapid, cost-efficient and may be successfully used in its quantitative analysis by LC-MS.

show abstract

Preparation of Isotopically Labelled Standards of Creatinine Via H/D Exchange and Their Application in Quantitative Analysis by LC-MS

Cited by 7 publications

References 26 publications

Qualitative and Quantitative Mass Spectrometry in Salivary Metabolomics and Proteomics

Qualitative and Quantitative Mass Spectrometry in Salivary Metabolomics and Proteomics

Trends in the Hydrogen−Deuterium Exchange at the Carbon Centers. Preparation of Internal Standards for Quantitative Analysis by LC-MS

Preparation of Deuterium-Labeled Armodafinil by Hydrogen–Deuterium Exchange and Its Application in Quantitative Analysis by LC-MS

Contact Info

Product

Resources

About