Wynik wyszukiwania w bazie Polska Bibliografia Lekarska GBL

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Tytuł oryginału: Glikozylacja z zastosowaniem pochodnych 1-tiocukrów jako substratów.
Tytuł angielski: Derivatives of 1-thiosugars as substrates in glycosylation reactions.
Autorzy: Szeja Wiesław, Bugla Joanna, Niemiec Aleksandra, Pastuch Gabriela, Kasprzycka Anna, Ślusarczyk Anna, Wandzik Ilona, Bieg Tadeusz, Przybysz Bogdan, Bogusiak Jadwiga
Źródło: Wiad. Chem. 2002: 56 (7/8) s.605-625, il., sum.
Sygnatura GBL: 310,575

Hasła klasyfikacyjne GBL:
  • farmacja

    Streszczenie angielskie: It was found that carbohydrate parts of complex glycosides may act as antigens or receptors for proteins, and these findings led to the discovery of the important role of carbohydrates in cell-cell recognition phenomena and cell differentiation. At the same time the methods of glycosylation rapid development. The present paper gives an overview of development of 1-thiosugar derivatives in oligosaccharide syntesis. In the first part of this review, recent results of the use of thioglycosides, dithocarbonates, dithiocarbamates and thiophosphatase as glycosyl donors and acceptors are presented. A survey of important methods for the synthesis of thiosugars is presented, followed by discussion of methods converting anomeric substituent into a good leaving group (activation) in nucleophilic substitution reaction. The mechanism and procedures, which provide stereoselective formation of 1,2-cis and 1,2-trans glycoside bond, are discussed. The versatility of 1-thiosugar derivatives in synthetic carbohydrate chemistry is illustrated by selective activation strategies. The most important synthetic methodologies of the synthesis of oligosaccharides like linear glycosylation strategy in step-by-step and multistep 'one-pot' sequence, 'armed-disarmed' glycosal donor, 'latent-active' glycosylation, orthogonal strategy are illustrated on several examples. The last part is devoted to methods for solid support oligosaccharide synthesis.

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