Synthetic Phosphodiester‐Linked 4‐Amino‐4‐deoxy‐l‐arabinose Derivatives Demonstrate that ArnT is an Inverting Aminoarabinosyl Transferase
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DOI: 10.1002/cbic.201900349
Abstract: 4‐Amino‐4‐deoxy‐l‐arabinopyranose (Ara4N) residues have been linked to antibiotic resistance due to reduction of the negative charge in the lipid A and core regions of the bacterial lipopolysaccharide (LPS). To study the enzymatic transfer of Ara4N onto… read more here.
Keywords: amino deoxy; ara4n; transferase; phosphodiester linked ... See more keywords
Photolabile ortho‐Nitro‐Benzyl Carbonate as an Amino Protecting Group for Stereocontrolled Synthesis of 2‐Amino‐2‐Deoxy‐β‐D‐Glycosides
Sign Up to like & getrecommendations! Published in 2024 at "European Journal of Organic Chemistry"
DOI: 10.1002/ejoc.202401160
Abstract: Traditional amino protecting groups are often removed under harsh conditions or incompatible with other protecting groups, rendering the synthesis of complex 2‐amino‐2‐deoxy‐β‐D‐glycosides difficult. Here, we utilize the photolabile ortho‐nitrobenzyl carbonate (oNBC) as an amino protecting… read more here.
Keywords: deoxy glycosides; synthesis; amino; amino deoxy ... See more keywords
Improvement of pyrroloquinoline quinone-dependent d-sorbitol dehydrogenase activity from Gluconobacter oxydans via expression of Vitreoscilla hemoglobin and regulation of dissolved oxygen tension for the biosynthesis of 6-(N-hydroxyethyl)-amino-6-deoxy-α-l-sorbofuranose.
Sign Up to like & getrecommendations! Published in 2021 at "Journal of bioscience and bioengineering"
DOI: 10.1016/j.jbiosc.2020.12.013
Abstract: The miglitol intermediate, 6-(N-hydroxyethyl)-amino-6-deoxy-α-l-sorbofuranose (6NSL), is catalyzed from N-2-hydroxyethyl glucamine (NHEG) by resting cells of Gluconobacter oxydans. One of the key factors limiting 6NSL production was the availability of oxygen during both cell cultivation and… read more here.
Keywords: amino deoxy; hydroxyethyl amino; deoxy sorbofuranose; oxydans pqq ... See more keywords
Regio- and Stereoselective Organocatalyzed Relay Glycosylations To Synthesize 2-Amino-2-deoxy-1,3-dithioglycosides.
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DOI: 10.1021/acs.orglett.3c00859
Abstract: Herein, we describe a novel methodology for the regio- and stereoselective convergent synthesis of 2-amino-2-deoxy-dithioglycosides via one-pot relay glycosylation of 3-O-acetyl-2-nitroglucal donors. This unique organo-catalysis relay glycosylation features excellent site- and stereoselectivity, good to excellent… read more here.
Keywords: stereoselective organocatalyzed; deoxy dithioglycosides; organocatalyzed relay; amino deoxy ... See more keywords
Synthesis of 2-Amino-2-deoxy Sugars via Boron-Catalyzed Coupling of Glycosyl Fluorides and Silyl Ether Acceptors.
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DOI: 10.1021/acs.orglett.4c02888
Abstract: Although aminosugars are important components in a variety of bioactive molecules, their stereoselective formation is made challenging by the Lewis basic nature of amino substituents. Additionally, the use of N-acyl protecting groups is often problematic… read more here.
Keywords: glycosyl fluorides; synthesis amino; boron catalyzed; silyl ether ... See more keywords