An inexpensive route to 2-azido-2-deoxy-d-mannose and its conversion into an azido analog of N-acetylneuraminic acid
1989; Elsevier BV; Volume: 188; Linguagem: Inglês
10.1016/0008-6215(89)84071-6
ISSN1873-426X
AutoresClaudine Augé, Serge David, Annie Malleron,
Tópico(s)Enzyme Production and Characterization
ResumoSialic acid-containing glycoconjugates are important biologically active targets, and, until a few decades ago, the stereo-controlled synthesis of some glycosidic bonds involving sialic acid was considered challenging, if not impossible. New discoveries, as well as improvements of established methodologies, signed signaled dramatic and impressive advancements in the field. Synthetic targets which were considered utopia in the past, are now common building blocks. Herein we acknowledge important milestones in chemical sialylations, from past methodologies to current ones, and report a compendium of synthetic strategies developed to improve yields and stereoselectivities in sialylations, with a particular emphasis on the chemistry of N-acetylneuraminic acid.
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