[13C3,15N1]-labeled isodesmosine: A potential internal standard for LC–MS/MS analysis of desmosines in elastin degradation

Tanigawa, Takahiro; Komatsu, Akira; Usuki, Toyonobu

doi:10.1016/j.bmcl.2015.03.084

Cited by 18 publications

(3 citation statements)

References 38 publications

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“…In the present study, we chemically synthesized isotopically labeled isodesmosine- 13 C 3 , 15 N 1 (Fig. 1) 19 via praseodymium-promoted Chichibabin pyridinium synthesis, as we reported the total synthesis of desmosine and isodesmosine. 20,21 Using isotopically labeled isodesmosine- 13 C 3 , 15 N 1 as an internal control, we established an isotope-dilution LC-MS/MS method.…”

Section: Introductionmentioning

confidence: 96%

Isotope-dilution LC-MS/MS analysis of the elastin crosslinkers desmosine and isodesmosine in acute cerebral stroke patients

et al. 2022

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Section: Introductionmentioning

confidence: 96%

Isotope-dilution LC-MS/MS analysis of the elastin crosslinkers desmosine and isodesmosine in acute cerebral stroke patients

et al. 2022

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“…In the present study, we chemically synthesized isotopically labeled isodesmosine-13 C 3 , 15 N 1 (Fig. 1) [19] via praseodymium-promoted Chichibabin pyridinium synthesis, as we reported the total synthesis of desmosine and isodesmosine [20,21]. Using isotopically labeled isodesmosine-13 C 3 , 15 N 1 as an internal control, we established an isotopedilution LC-MS/MS method.…”

Section: Introductionmentioning

confidence: 99%

Isotope-dilution LC-MS/MS Analysis of the Elastin Crosslinkers Desmosine and Isodesmosine in Acute Cerebral Stroke Patients

Mikagi

Tashiro

Inoue

et al. 2021

Preprint

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We chemically synthesized an isotopically labeled internal standard, isodesmosine-13C3,15N1, and established an isotope-dilution LC-MS/MS method. Plasma concentrations of desmosine and isodesmosine in acute cerebral stroke patients and healthy controls were determined. The desmosine concentration was markedly higher in plasma from acute stroke patients compared with healthy controls. Desmosines are novel biomarkers for evaluating the extent of vascular injury after acute cerebral stroke.

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“…Studies have shown a correlation between the amounts of Des/Isodes detected in human body fluids with the degree of elastin degradation [14–16] and therefore, Des/Isodes have been considered as potential biomarkers to determine the extent of tissue damage and elastin breakdown. This is due to Des and Isodes being uniquely associated with mature elastin, not being metabolized after being released from tissue [17] and being independent from the diet [18].…”

Section: Introductionmentioning

confidence: 99%

Quantification of desmosine and isodesmosine using MALDI-ion trap tandem mass spectrometry

Rathod

Kaur

et al. 2018

Anal Bioanal Chem

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Desmosine (Des) and isodesmosine (Isodes), cross-linking amino acids in the biomolecule elastin, may be used as biomarkers for various pathological conditions associated with elastin degradation. The current study presents a novel approach to quantify Des and Isodes using matrix-assisted laser desorption ionization (MALDI)-tandem mass spectrometry (MS) in a linear ion trap coupled to a vacuum MALDI source. MALDI-MS analyses of Des and Isodes are performed using stable-isotope-labeled desmosine d (labeled-Des) as an internal standard in different biological fluids, such as urine and serum. The method demonstrated linearity over two orders of magnitude with a detection limit of 0.02 ng/μL in both urine and serum without enrichment prior to mass spectrometry, and relative standard deviation of < 5%. The method is used to evaluate the time-dependent degradation of Des upon UV irradiation (254 nm) and found to be consistent with quantification by H NMR. This is the first characterized MALDI-MS method for quantification of Des and Isodes and illustrates the potential of MALDI-ion trap MS for effective quantification of biomolecules. The reported method represents improvement over current liquid chromatography-based methods with respect to analysis time and solvent consumption, while maintaining similar analytical characteristics. Graphical abstract ᅟ.

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[13C3,15N1]-labeled isodesmosine: A potential internal standard for LC–MS/MS analysis of desmosines in elastin degradation

Cited by 18 publications

References 38 publications

Isotope-dilution LC-MS/MS analysis of the elastin crosslinkers desmosine and isodesmosine in acute cerebral stroke patients

Isotope-dilution LC-MS/MS analysis of the elastin crosslinkers desmosine and isodesmosine in acute cerebral stroke patients

Isotope-dilution LC-MS/MS Analysis of the Elastin Crosslinkers Desmosine and Isodesmosine in Acute Cerebral Stroke Patients

Quantification of desmosine and isodesmosine using MALDI-ion trap tandem mass spectrometry

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