Structural Modification Induced in Heparin by a Fenton-Type Depolymerization Processreview
Аннотация: A low molecular weight heparin (LMWH) obtained by a depolymerization process induced by a Fenton-type reagent was characterized in depth by nuclear magnetic resonance (NMR) spectroscopy. The depolymerization involves the cleavage of glycosidic bonds, leading to natural terminal reducing end residues, mainly represented by N-sulfated glucosamine (ANS). Natural uronic acids, especially the 2-O-sulfate iduronic acid (I2S), are also present as reducing residues. A peculiar reaction results, such as the disappearance of the nonsulfated iduronic acid residues when followed by 6-O-nonsulfated glucosamine, and the decrease of the glucuronic acid when followed by the N-acetylglucosamine, were observed. Iduronic acid residues, followed by 6-O-sulfate glucosamine (ANx,6S), and the glucuronic acid residues, followed by ANS residues, were not modified. A few minor internal chain modifications occur, possibly arising from oxidative breaking of the bond between C2-C3 of glucosamine and uronic acids, suggested by evidence of formation of new -COR groups. Finally, no change was observed in the content of the N-sulfated, 6-O-sulfated glucosamine bearing an extra sulfate on 3-O, which is considered the marker of the active site for antithrombin. With respect to the original heparin, this LMWH is characterized by a lower number of nonsulfated uronic acid residues, and as a consequence, by a lower degree of structural heterogeneity than LMWHs prepared with other procedures.
Год издания: 2007
Авторы: Elena Vismara, Monica Pierini, Sara Guglieri, Lino Liverani, Giuseppe Mascellani, Giangiacomo Torri
Издательство: Thieme Medical Publishers (Germany)
Источник: Seminars in Thrombosis and Hemostasis
Ключевые слова: Proteoglycans and glycosaminoglycans research, Heparin-Induced Thrombocytopenia and Thrombosis, Phytochemical Studies and Bioactivities
Другие ссылки: Seminars in Thrombosis and Hemostasis (HTML)
PubMed (HTML)
PubMed (HTML)
Открытый доступ: closed
Том: 33
Выпуск: 5
Страницы: 466–477