Academic Journal

From a Natural Polymer to Relevant NAG‐NAM Precursors

التفاصيل البيبلوغرافية
العنوان: From a Natural Polymer to Relevant NAG‐NAM Precursors
المؤلفون: Carvalho, Luísa C. R., Queda, Fausto, Almeida, Cátia V., Filipe, Sérgio R., Marques, M. Manuel B.
المصدر: Asian Journal of Organic Chemistry ; volume 7, issue 12, page 2544-2551 ; ISSN 2193-5807 2193-5815
بيانات النشر: Wiley
سنة النشر: 2018
المجموعة: Wiley Online Library (Open Access Articles via Crossref)
الوصف: Herein we report a novel and atom‐economical route towards an advanced intermediate of a synthetically challenging disaccharide of N ‐acetylglucosamine (NAG)‐ N ‐acetylmuramic (NAM) disaccharide units, linked via [NAG‐(β‐1,4)‐NAM] linkage, the basic carbohydrate skeleton of the bacterial peptidoglycan. A simple synthetic scheme was developed in which a fully protected chitobiose, obtained on a gram scale from chitin, was converted into an advanced precursor of NAG‐NAM in 5 steps. The intermediate prepared was obtained from Chitin, a naturally abundant polymer, taking advantage of the chitobiose β‐1,4 glycosidic bond, which avoids a difficult step for the disaccharide assembly. This intermediate constitutes of a versatile scaffold that allows further derivatization, with impact in the glycobiology field.
نوع الوثيقة: article in journal/newspaper
اللغة: English
DOI: 10.1002/ajoc.201800592
الاتاحة: http://dx.doi.org/10.1002/ajoc.201800592
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رقم الانضمام: edsbas.AF4636B
قاعدة البيانات: BASE
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