Glucosylglycerate metabolism, bioversatility and mycobacterial survival

D Nunes-Costa, A Maranha, M Costa, S Alarico… - …, 2017 - academic.oup.com
Despite the progressive decline in tuberculosis mortality, strains resistant to our dated
antibiotics remain a global threat, as are the emerging nontuberculous mycobacteria …

Combination of 3-O-Levulinoyl and 6-O-Trifluorobenzoyl Groups Ensures α-Selectivity in Glucosylations: Synthesis of the Oligosaccharides Related to Aspergillus fumigatus α …

BS Komarova, NS Novikova, AG Gerbst… - The Journal of …, 2023 - ACS Publications
Stereospecific α-glucosylation of primary and secondary OH-group at carbohydrate
acceptors is achieved using glucosyl N-phenyl-trifluoroacetimidate (PTFAI) donor protected …

α-Selective Glucosylation Can Be Achieved with 6-O-para-Nitrobenzoyl Protection

HH Trinderup, L Juul-Madsen, L Press… - The Journal of …, 2022 - ACS Publications
A systematic study of the effect of various 6-O-acyl groups on anomeric selectivity in
glucosylations with thioglycoside donors was conducted. All eight different esters were …

Enzymatic synthesis and structural characterization of novel trehalose-based oligosaccharides

P Gallego-Lobillo, EG Doyagüez… - Journal of Agricultural …, 2021 - ACS Publications
Trehalose, α-d-glucopyranosyl-(1↔ 1)-α-d-glucopyranoside, is a disaccharide with multiple
effects on the human body. Synthesis of new trehalose derivatives was investigated through …

Synthesis of a biotinylated penta-α-(1→ 6)-d-glucoside based on the rational design of an α-stereoselective glucosyl donor

BS Komarova, VS Dorokhova, YE Tsvetkov… - Organic Chemistry …, 2018 - pubs.rsc.org
Two glucosyl donors, which allowed for the α-selective glucosylation of primary hydroxyl
groups, were designed using a combination of acyl groups capable of remote participation …

Chemical synthesis of biosurfactant succinoyl trehalose lipids

S Jana, S Mondal, SS Kulkarni - Organic letters, 2017 - ACS Publications
Herein, we report, for the first time, a strategy to differentiate O4/O4′ positions of 1, 1′-α, α-
trehalose via regioselective protection or site-selective functionalization and its application …

Synthesis of the Reducing‐end Hexasaccharide Fragment of Marine Lipopolysaccharide Axinelloside A

H Zhang, C Zeng, Q Zhu, D Zhu… - Chemistry–A European …, 2024 - Wiley Online Library
Chemical synthesis of an orthogonally protected hexasaccharide relevant to the reducing‐
end half of axinelloside A, a highly sulfated marine lipopolysaccharide, is disclosed. The …

Total Synthesis of a Trehalose-Containing Lipooligosaccharide Analogue from Mycobacterium linda

SS Nalpe, S Jana, SS Kulkarni - Organic Letters, 2023 - ACS Publications
A short and efficient methodology has been developed to synthesize an analogue of a
lipooligosaccharide from Mycobacterium linda isolated from Crohn's disease. The total …

N‐Trifluoromethylthiosaccharin/TMSOTf: A New Mild Promoter System for Thioglycoside Activation

CM Carthy, M Tacke, X Zhu - European Journal of Organic …, 2019 - Wiley Online Library
For the first time, N‐trifluoromethylthiosaccharin was used to activate thioglycosides in the
presence of catalytic amounts of TMSOTf. The results show that the activated thioglycosides …

A Cascade of Prins Reaction and Pinacol‐Type Rearrangement: Access to 2,3‐Dideoxy‐3C‐Formyl β‐C‐Aryl/Alkyl Furanosides and 2‐Deoxy‐2C‐Branched β‐C …

S Dubbu, A Bardhan, A Chennaiah… - European Journal of …, 2018 - Wiley Online Library
2, 3‐Dideoxy‐3C‐formyl β‐C‐aryl/alkyl furanosides were synthesized in a stereoselective
manner through a cascade of Prins reaction and pinacol‐type rearrangement of an …