Repozytorium
Wyszukaj
Kolekcje
Inne
Selective ESI-MS detection of carbonyl containing compounds by aminooxyacetic acid immobilized on a resin.
Autorzy
Rok wydania
2021
Czasopismo
Numer woluminu
1176
Strony
338767/1-338767/14
DOI
10.1016/j.aca.2021.338767
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
There are numerous examples of bioactive compounds containing carbonyl groups including modified proteins with oxidation of side chain of amino acid residues to aldehyde/ketone groups which are frequently considered as markers of oxidative stress. The carbonyl unit can be also distinguished as a substructure in many illegal drugs including anabolic steroids as well as cations derivatives. Based on chemoselective formation of oximes by solid phase immobilized hydroxylamine derivatives we proposed the protocol for derivatization and selective detection of carbonylated compounds in human serum albumin hydrolysate as a complex peptide mixture and of testosterone in urine samples. This allowed for the removal of the matrix and the qualitative and quantitative analysis of the derivatized analyte by LC-MS/MS (or LC-MRM). Herein we report the preparation and chemical characterization of a novel, ChemMatrix - based resin functionalized with aminooxyacetic acid (AOA). The hydroxylamine moiety in this resin is combined with a peptide linker (GRG) containing an arginine residue to enhance the ionization efficiency. Application of an isotopically labeled carbonylated peptide ((H-Leu-Val-Thr(O)-Asp-Leu-Thr-Lys [13C6,15N2]-OH and testosterone-d3 allowed us to carry out quantitative analyses of detected compounds. Our method is general and may be applied for analysis of carbonylated compounds in biological samples. Our method based on application of functionalized resin allowed to quantify the level of free testosterone in small sample (0.5 mL) of urine, while the non-derivatized testosterone from urine sample was not detected during direct LC-MRM analysis.
Słowa kluczowe
Aminooxyacetic acid, Selective detection, ChemMatrix rink resin, Oxime, Carbonylated peptides, Derivative of testosterone, LC-MS analysis
Adres publiczny
http://dx.doi.org/10.1016/j.aca.2021.338767
Strona internetowa wydawcy
Podobne publikacje
An optimised di-boronate-ChemMatrix affinity chromatography to trap deoxyfructosylated peptides as biomarkers of glycation.
Kijewska Monika, Nuti Francesca, Wierzbicka Magdalena, Waliczek Mateusz, Ledwoń Patrycja, Staśkiewicz Agnieszka, Real-Fernandez Feliciana, Sabatino Giuseppina, Rovero Paolo, Stefanowicz Piotr, Szewczuk Zbigniew, Papini Anna Maria
Sensitive detection of charge derivatized peptides at the attomole level using nano-LC-ESI-MRM analysis.
Bąchor Remigiusz, Mielczarek Przemysław, Rudowska Magdalena, Silberring Jerzy, Szewczuk Zbigniew
Solid phase synthesis of peptide hydroxamic acids on poly(ethylene glycol)-based support.
Cal Marta, Jaremko Mariusz, Jaremko Łukasz, Stefanowicz Piotr