Determination of desmosines in elastin-related skin disorders by isocratic high-performance liquid chromatography

Schwartz, Ernest; Cruickshank, Frederick A.; Lebwohl, Mark

doi:10.1016/0014-4800(90)90059-m

Cited by 26 publications

(12 citation statements)

References 12 publications

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“…The degradation of elastin-containing tissues that occurs in several widely prevalent diseases, such as pulmonary emphysema, chronic obstructive pulmonary disease (COPD), cystic fibrosis, atherosclerosis, aortic aneurysm, etc., has been associated with the excretion in the urine of peptic derivatives of these two pyridinium compounds (4)(5)(6)(7)(8)(9)(10)(11)(12)(13). Previously identified (14) urinary metabolites are a group of high molecular weight polypeptic derivatives of D and I ranging in M r from 1,000 to 1,500.…”

mentioning

confidence: 99%

The detection and quantitation of free desmosine and isodesmosine in human urine and their peptide-bound forms in sputum

Lieberman

Turino

et al. 2003

Proc. Natl. Acad. Sci. U.S.A.

105

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Desmosine (D) and isodesmosine (I), the intramolecular crosslinking amino acids that occur in chains of elastin, have now been found in free form in human urine. Until now, these amino acids (Mr ‫؍‬ 526) were found to occur in urine only as higher molecular weight (Mr ‫؍‬ 1,000 -1,500) peptides. Thus, the previously used analytical methods required, as the first step, acid hydrolysis of the urine at elevated temperature to liberate D and I from their peptides. The analytical method described here uses HPLC followed by electrospray ionization MS for the detection and quantitation of free D and I in unhydrolyzed urine. Identities of both D and I were established by their retention times on LC and by their mass ion at 526 atomic mass units, characteristic of each compound. The sensitivity of the method is 0.10 ng. The average values of free D and I in the urine of seven healthy subjects were 1.42 ؎ 1.16 and 1.39 ؎ 1.04 g͞g of creatinine, respectively. After acid hydrolysis of the urine, the amounts of D and I were 8.67 ؎ 3.75 and 6.28 ؎ 2.87 g͞g of creatinine, respectively. The method was also successfully used to measure peptide-bound D and I levels in the sputum of patients with chronic obstructive pulmonary disease. T wo pyridinium amino acids, desmosine (D) and isodesmosine (I), are positional isomers that serve as crosslinking molecules binding the polymeric chains of amino acids into the 3D network of elastin (1-3). The degradation of elastin-containing tissues that occurs in several widely prevalent diseases, such as pulmonary emphysema, chronic obstructive pulmonary disease (COPD), cystic fibrosis, atherosclerosis, aortic aneurysm, etc., has been associated with the excretion in the urine of peptic derivatives of these two pyridinium compounds (4-13). Previously identified (14) urinary metabolites are a group of high molecular weight polypeptic derivatives of D and I ranging in M r from 1,000 to 1,500. In this paper, we report that D and I are also excreted in urine in free form. Moreover, after hydrolysis, D and I have been found in sputum obtained from patients with COPD.Previously used techniques for the analysis of urinary D and I have used RIA (15, 16), HPLC (17-19), and capillary zone electrophoresis (20,21). In each case, acid hydrolysis (treatment of the urine with HCl at elevated temperature for 24 h) was used as the first step to liberate D and I from their peptidic conjugates. The analytical method described here is sufficiently sensitive and specific so that it is possible to analyze for free D and I even though they are less abundant in urine than their peptidic forms. The method involves HPLC followed by electrospray ionization MS (ESIMS). Besides, avoiding the drastic HCl hydrolysis (which severely complicates the subsequent purification process), this method makes possible the identification of D and I with high specificity and sensitivity, such that the analysis of only 1-3 ml of urine is possible. Moreover, other fluids of concern (sputum, lung lavage, etc.) where only small samples are av...

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confidence: 99%

The detection and quantitation of free desmosine and isodesmosine in human urine and their peptide-bound forms in sputum

Lieberman

Turino

et al. 2003

Proc. Natl. Acad. Sci. U.S.A.

105

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“…The degradations of elastin-containing tissues also occur in aorta [35,13], skin [36][37][38], and liver [39], etc. The developed LC-MS/MS analysis of DES/IDS can have wide application for investigating diseases which involve in those elastic tissues.…”

Section: Discussionmentioning

confidence: 99%

“…Desmosine (DES) and isodesmosine (IDS) are two unique pyridinium amino acids that serve as crosslinking molecules binding the polymeric chains of amino acids into the 3D network of elastin [1][2][3]. The degradation of elastin-containing tissues that occurs in several widely prevalent diseases, such as atherosclerosis, aortic aneurysms, cystic fibrosis and chronic obstructive pulmonary disease (COPD) which includes pulmonary emphysema, etc., have been associated with increased excretion in the urine of peptides containing these two pyridinium compounds [4][5][6][7][8][9][10][11][12][13].…”

Section: Introductionmentioning

confidence: 99%

Quantitation of desmosine and isodesmosine in urine, plasma, and sputum by LC–MS/MS as biomarkers for elastin degradation

Turino

Lin

2011

Journal of Chromatography B

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“…Owing to the concentration and purification pretreatment of the samples, they could determine elastin in tissue samples of low elastin content such as fetal lungs, the LOD being as little as 3 pmol. Elastin-related skin disorders were studied by Schwartz et al [73] by quantitating desmosines in small amounts of skin using isocratic HPLC. Biopsies were obtained from normal, nonsolar exposed skin, and from the lesional skin of patients with PXE, cutis rhomboidalis nuchae (AE), and cutis laxa (CL).…”

Section: Hplcmentioning

confidence: 99%

Progress in the methodological strategies for the detection in real samples of desmosine and isodesmosine, two biological markers of elastin degradation

Viglio

Annovazzi

Luisetti

et al. 2007

J of Separation Science

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Desmosines are crosslinking amino acids unique to mature elastin in humans. Owing to this unicity, they have been discussed as potentially attractive indicators of connective tissue disorders whose clinical manifestations are mostly the result of elastin degradation. This review covers advances in immunochemical, chromatographic, and electrophoretic procedures applied in the last 25 years to detect and quantitate these crosslinksin a variety of biological samples. Recent applications of CE with LIF detection (CE-LIF) for investigating the content of desmosines in different fluids will also be discussed.

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Determination of desmosines in elastin-related skin disorders by isocratic high-performance liquid chromatography

Cited by 26 publications

References 12 publications

The detection and quantitation of free desmosine and isodesmosine in human urine and their peptide-bound forms in sputum

The detection and quantitation of free desmosine and isodesmosine in human urine and their peptide-bound forms in sputum

Quantitation of desmosine and isodesmosine in urine, plasma, and sputum by LC–MS/MS as biomarkers for elastin degradation

Progress in the methodological strategies for the detection in real samples of desmosine and isodesmosine, two biological markers of elastin degradation

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