Structural characterization of modified nucleosides in tRNA hydrolysates by frit-fast atom bombardment liquid chromatography/mass spectrometry

Takeda, Nobuhiro; Nakamura, Masashi; Yoshizumi, Hajime; Tatematsu, Akira

doi:10.1002/bms.1200230803

Cited by 9 publications

(3 citation statements)

References 31 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Identification of ribonucleosides was confirmed by liquid chro-matography/mass spectrometry (LC/MS) with frit-fast atom bombardment (FAB) [8,9].…”

Section: Analysis Of Ribonucleosidesmentioning

confidence: 99%

RNA metabolism in uremic patients: Accumulation of modified ribonucleosides in uremic serum

Niwa¹,

Takeda²,

Yoshizumi³

1998

Kidney International

Self Cite

View full text Add to dashboard Cite

To determine the metabolism of ribonucleic acid (RNA) in uremia, serum and urine levels of ribonucleosides in uremic patients were analyzed using reversed-phase high-performance liquid chromatography. The serum levels of xanthosine and all modified ribonucleosides were increased in undialyzed patients with chronic renal failure (CRF), and patients undergoing hemodialysis (HD) and continuous ambulatory peritoneal dialysis (CAPD). The serum level of pseudouridine was markedly increased in all the uremic patients especially CAPD patients (32 times higher than normal). By contrast, the serum level of adenosine did not show any significant change in the uremic patients. Interestingly, the serum and urine levels of inosine were significantly decreased in all the uremic patients, suggesting that the production of inosine is decreased in uremic patients. The serum level of uridine was significantly elevated only in the HD patients. The serum levels of all ribonucleosides except inosine and uridine decreased significantly after HD. The urinary excretion of inosine, 1-methyladenosine, 1-methylguanosine, N2,N2-dimethylguanosine and N4-acetylcytidine was significantly decreased in the CRF patients, leading to the accumulation of these modified ribonucleosides in the uremic serum. CAPD patients showed markedly increased serum levels of modified ribonucleosides such as pseudouridine, 1-methylinosine, and N2,N2-dimethylguanosine and N4-acetylcytidine as compared with the HD patients. These results demonstrate that there was an altered metabolism of RNA in uremic patients with marked accumulation of modified ribonucleosides.

show abstract

“…Identification of ribonucleosides was confirmed by liquid chro-matography/mass spectrometry (LC/MS) with frit-fast atom bombardment (FAB) [8,9].…”

Section: Analysis Of Ribonucleosidesmentioning

confidence: 99%

RNA metabolism in uremic patients: Accumulation of modified ribonucleosides in uremic serum

Niwa¹,

Takeda²,

Yoshizumi³

1998

Kidney International

Self Cite

View full text Add to dashboard Cite

show abstract

“…Recently, the coupling of HPLC with mass spectrometric detection via electrospray ionization ion trap mass spectrometry (ESI-IT MS) [15,19], ESI tandem MS [20,21], and fast atom bombardment (FAB) [22,23] has been established. Sophisticated mass spectrometric setups like ESI-oa-TOF MS [24] and MALDI-TOF MS [25] have already proven to be valuable tools for the structural elucidation of RNA metabolites.…”

mentioning

confidence: 99%

Identification of urinary modified nucleosides and ribosylated metabolites in humans via combined ESI-FTICR MS and ESI-IT MS analysis

Bullinger

Fux

Nicholson

et al. 2008

J. Am. Soc. Mass Spectrom.

View full text Add to dashboard Cite

The physiological response of the human body to several diseases can be reflected by the metabolite pattern in biological fluids. Cancer, like other diseases accompanied by metabolic disorders, causes characteristic effects on cell turnover rate, activity of modifying enzymes, and RNA/DNA modifications. This results in an altered excretion of modified nucleosides and biochemically related compounds. In the course of our metabolic profiling project, we screened 24-h urine of patients suffering from lung, rectal, or head and neck cancer for previously unknown ribosylated metabolites. Therefore, we developed a sample preparation procedure based on boronate affinity chromatography followed by additional prepurification with preparative TLC. The isolated metabolites were analyzed by ion trap mass spectrometry (IT MS) and Fourier transform ion cyclotron resonance mass spectrometry (FTICR MS). IT MS was applied for LC-auto MS 3 screening runs and Msn(n = 4-6) syringe pump infusion experiments, yielding characteristic fragmentation patterns. FTICR MS measurements enabled the calculation of corresponding molecular formulae based on accurate mass determination (mass accuracy: 1-5 ppm for external and sub-ppm values for internal calibration).We were able to identify 22 metabolites deriving from cellular RNA metabolism and related metabolic pathways like histidine metabolism, purine biosynthesis, methionine/polyamine cycle, and nicotinate/nicotinamide metabolism. The compounds l-ribosyl-3-hydroxypyridinium, 1-ribosyl-pyridinium, and 3-ribosyl-1-methyl-Lhistidinium as well as a series of ribosylated histamines, conjugated to carboxylic acids at the N'

show abstract

“…Different methods have been applied for identifying and quantifying nucleosides using high-performance liquid chromatography (HPLC) with UV detection and capillary electrophoresis (CE) [13]. Recently, the coupling of HPLC, gas chromatography or capillary liquid chromatography with mass spectrometric detection via electrospray ionization ion trap mass spectrometry (ESI-IT MS) [14], ESI tandem MS [15] and fast atom bombardment (FAB MS) [16] has been applied. ESI-TOF MS [17] and offline mass spectrometric techniques like MALDI-TOF MS [18] have proven valuable tools for the identification of nucleoside structures.…”

Section: Introductionmentioning

confidence: 99%

Metabolic signature of breast cancer cell line MCF–7: Profiling of modified nucleosides via LC-IT MS coupling

Neubauer¹,

Bullinger²,

Fehm³

et al. 2008

Geburtsh Frauenheilk

View full text Add to dashboard Cite

Background: Cancer, like other diseases accompanied by strong metabolic disorders, shows characteristic effects on cell turnover rate, activity of modifying enzymes and DNA/RNA modifications, resulting also in elevated amounts of excreted modified nucleosides. For a better understanding of the impaired RNA metabolism in breast cancer cells, we screened these metabolites in the cell culture supernatants of the breast cancer cell line MCF-7 and compared it to the human mammary epithelial cells MCF-10A. The nucleosides were isolated and analyzed via 2D-chromatographic techniques: In the first dimension by cis-diol specific boronate affinity extraction and subsequently by reversed phase chromatography coupled to an ion trap mass spectrometer.

show abstract

Structural characterization of modified nucleosides in tRNA hydrolysates by frit-fast atom bombardment liquid chromatography/mass spectrometry

Cited by 9 publications

References 31 publications

RNA metabolism in uremic patients: Accumulation of modified ribonucleosides in uremic serum

RNA metabolism in uremic patients: Accumulation of modified ribonucleosides in uremic serum

Identification of urinary modified nucleosides and ribosylated metabolites in humans via combined ESI-FTICR MS and ESI-IT MS analysis

Metabolic signature of breast cancer cell line MCF–7: Profiling of modified nucleosides via LC-IT MS coupling

Contact Info

Product

Resources

About