Preparation of lauryl thioglycoside of N-glycolylneuraminic acid (Neu5Gc) as a useful glycosyl donor for assembly of an oligosaccharide containing Neu5Gc

2021 ◽  
pp. 153403
Author(s):  
Jianhong Zhang ◽  
Tetsuo Koyama ◽  
Takahiko Matsushita ◽  
Ken Hatano ◽  
Koji Matsuoka
Keyword(s):  
Glycosyl Donor

scholarly journals A One-Pot Approach to Novel Pyridazine C-Nucleosides

Molecules ◽  
2021 ◽  
Vol 26 (8) ◽  
pp. 2341
Author(s):  
Flavio Cermola ◽  
Serena Vella ◽  
Marina DellaGreca ◽  
Angela Tuzi ◽  
Maria Rosaria Iesce
Keyword(s):  
Organic Chemistry ◽  
Research Field ◽  
Modified Nucleosides ◽  
Protecting Groups ◽  
Coupling Reactions ◽  
One Pot ◽  
Pharmacological Interest ◽  
Classical Methodology ◽  
Glycosyl Donor ◽  
Neutral Conditions

The synthesis of glycosides and modified nucleosides represents a wide research field in organic chemistry. The classical methodology is based on coupling reactions between a glycosyl donor and an acceptor. An alternative strategy for new C-nucleosides is used in this approach, which consists of modifying a pre-existent furyl aglycone. This approach is applied to obtain novel pyridazine C-nucleosides starting with 2- and 3-(ribofuranosyl)furans. It is based on singlet oxygen [4+2] cycloaddition followed by reduction and hydrazine cyclization under neutral conditions. The mild three-step one-pot procedure leads stereoselectively to novel pyridazine C-nucleosides of pharmacological interest. The use of acetyls as protecting groups provides an elegant direct route to a deprotected new pyridazine C-nucleoside.

scholarly journals Cold-Active β-Galactosidases: Insight into Cold Adaption Mechanisms and Biotechnological Exploitation

Marine Drugs ◽  
2021 ◽  
Vol 19 (1) ◽  
pp. 43
Author(s):  
Marco Mangiagalli ◽  
Marina Lotti
Keyword(s):  
Low Temperature ◽  
Molecular Mechanisms ◽  
Building Blocks ◽  
Cold Active ◽  
Cold Adaption ◽  
Glycosyl Donor ◽  
Pharmaceutical Industries ◽  
Biotechnological Processes ◽  
Hydrolysis Of ◽  
Insight Into

β-galactosidases (EC 3.2.1.23) catalyze the hydrolysis of β-galactosidic bonds in oligosaccharides and, under certain conditions, transfer a sugar moiety from a glycosyl donor to an acceptor. Cold-active β-galactosidases are identified in microorganisms endemic to permanently low-temperature environments. While mesophilic β-galactosidases are broadly studied and employed for biotechnological purposes, the cold-active enzymes are still scarcely explored, although they may prove very useful in biotechnological processes at low temperature. This review covers several issues related to cold-active β-galactosidases, including their classification, structure and molecular mechanisms of cold adaptation. Moreover, their applications are discussed, focusing on the production of lactose-free dairy products as well as on the valorization of cheese whey and the synthesis of glycosyl building blocks for the food, cosmetic and pharmaceutical industries.

Phenyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside: a glycosyl donor

2007 ◽  
Vol 63 (9) ◽  
pp. o3772-o3772
Author(s):  
Yow-Fu Tsai ◽  
Jen-Ta Yang ◽  
Jhy-Der Chen ◽  
Chia-Her Lin
Keyword(s):  
Glycosyl Donor

ChemInform Abstract: Lauryl and Stearyl Thioglycosides: Preparation and Reactivity of the Glycosyl Donor.

ChemInform ◽  
2010 ◽  
Vol 31 (36) ◽  
pp. no-no
Author(s):  
Hideaki Matsui ◽  
Jun-ichi Furukawa ◽  
Takuro Awano ◽  
Norio Nishi ◽  
Nobuo Sakairi
Keyword(s):  
Glycosyl Donor

Synthesis of phenyl 3,4-di-O-benzyl-2,6-dideoxy-3-C-methyl-1-thio-α,β-l-xylo-hexopyranoside. A glycosyl donor for axenose

2000 ◽  
Vol 11 (1) ◽  
pp. 139-149 ◽  
Author(s):  
Garry R Smith ◽  
Frank J Villani ◽  
Luca Failli ◽  
Robert M Giuliano
Keyword(s):  
Glycosyl Donor

Synthesis of a C-7 Pd-glycosyl-donor via the base promoted alkylative CO2 trapping with 2-acetylfuran

2021 ◽  
Vol 54 ◽  
pp. 101774
Author(s):  
Karol R. Francisco ◽  
Yu Li ◽  
Brent Lindquist-Kleissler ◽  
Jiamin Zheng ◽  
Yalan Xing ◽  
...  
Keyword(s):  
Glycosyl Donor

First preparative synthesis of a 3-acetamido-3,6-dideoxy-d-galactopyranose glycosyl donor via intramolecular cyclization of an epoxytrichloroacetimidate

2004 ◽  
Vol 45 (23) ◽  
pp. 4445-4448 ◽  
Author(s):  
Emiliano Bedini ◽  
Alfonso Iadonisi ◽  
Antonella Carabellese ◽  
Michelangelo Parrilli
Keyword(s):  
Intramolecular Cyclization ◽  
Preparative Synthesis ◽  
Glycosyl Donor

scholarly journals Short Synthesis of Idraparinux by Applying a 2-O -Methyl-4,6-O -arylmethylene Thioidoside as a 1,2-trans -α-Selective Glycosyl Donor

2018 ◽  
Vol 2018 (48) ◽  
pp. 6901-6912
Author(s):  
Fruzsina Demeter ◽  
Fanni Veres ◽  
Mihály Herczeg ◽  
Anikó Borbás
Keyword(s):  
Glycosyl Donor ◽  
Short Synthesis
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