Concept

Carbohydrate conformation

Related publications (15)

Multistage Ion Mobility Spectrometry Combined with Infrared Spectroscopy for Glycan Analysis

Thomas Rizzo, Ahmed Ben Faleh, Stephan Warnke, Priyanka Bansal

The structural complexity of glycans makes their characterization challenging, not only because of the presence of various isomeric forms of the precursor molecule but also because the fragments can themselves be isomeric. We have recently developed an IMS ...

AMER CHEMICAL SOC2023

Identification of Mobility-Resolved N-Glycan Isomers

Thomas Rizzo, Robert Paul Pellegrinelli, Ahmed Ben Faleh, Stephan Warnke, Priyanka Bansal

ABSTRACT: Glycan analysis has evolved considerably during the last decade. The advent of high-resolution ion-mobility spectrometry has enabled the separation of isomers with only the slightest of structural differences. However, the ability to separate suc ...

AMER CHEMICAL SOC2022

Equilibrium and non-equilibrium furanose selection in the ribose isomerisation network

Paolo De Los Rios, Daniel Maria Busiello, Shiling Liang, Francesco Piazza

The exclusive presence of beta -D-ribofuranose in nucleic acids is still a conundrum in prebiotic chemistry, given that pyranose species are substantially more stable at equilibrium. However, a precise characterisation of the relative furanose/pyranose fra ...

NATURE RESEARCH2021

How General Is Anomeric Retention during Collision-Induced Dissociation of Glycans?

Thomas Rizzo, Robert Paul Pellegrinelli, Ahmed Ben Faleh, Stephan Warnke, Eduardo Carrascosa Casado, Lei Yue

: Despite the essential role that glycans play in many biological processes, their isomeric com-plexity makes their structural determination partic-ularly challenging. Tandem mass spectrometry has played a central role in glycan analysis, and recent work h ...

2020

Cryogenic Ion Spectroscopy for Identification of Monosaccharide Anomers

Thomas Rizzo, Valeriu Scutelnic

We combine conformer-selective, cryogenic infrared spectroscopy, quantum mechanical computations, and 18O substitution at the reducing end to determine the structural preferences of protonated glucosamine in the gas phase. Cryogenic infrared-infrared (IR-I ...

2019

Anomeric effects in pyranosides and related acetals

Pierre Vogel, Sandrine Gerber

The anomeric effect, originally defined as the preference of an electronegative substituent at the anomeric position of pyranosides to stand in an axial rather than an equatorial position, results from the combination of multiple steric, stereoelectronic a ...

RCS Publishing2009

Recent Synthetic Approaches Toward Non-anomeric Spiroketals in Natural Products

Pierre Vogel, Sandrine Gerber, Sylvain Favre

Many natural products of biological interest contain [6,5]- and [6,6]-spiroketal moieties that can adopt various configurations, benefiting or not from anomeric conformation stabilizing effects. The spiroketal fragments are often important for the biologic ...

2008

The hetero-Diels-Alder addition of sulfur dioxide to 1-fluorobuta-1,3-dienes: The sofa conformations preferred by 6-fluorosultines (6-fluoro-3,6-dihydro-1,2-oxathiin-2-oxides) enjoy enthalpic and conformational anomeric effects

Pierre Vogel, Rosario Scopelliti

The reactivity of (E)- and (Z)-1-fluorobuta-1,3-diene ((E)- and (Z)-11), 2-fluorobutadiene (12). (E)and (Z)-1-(fluoromethylidene)-2-methylidenecyclohexane ((E)- and (Z)-13) toward SO2 has been explored and compared with that of (Z)- and (E)-1-(fluoromethyl ...

2002

The C-disaccharide alpha-C(1 -> 3)-mannopyranoside of N-acetylgalactosamine is an inhibitor of glycohydrolases and of human alpha-1,3-fucosyltransferase VI. its epimer alpha-(1 -> 3)-mannopyranoside of N-acetyltalosamine is not

Pierre Vogel, Raynald Demange

The radical C-glycosidation of (-)-(1S,4R,5R,6R)-6-endo-chloro-3-methylidene-5-exo-(phenylseleno)-7-oxa bicyclo[2.2.1]heptan-2-one ((-)-4) with 2,3,4,6-tetra-O-acetyl-alpha-D-mannopyranosyl bromide gave (+)-(1S,3R,4R,5R,6R)-6-endo-chloro-5-exo-(phenylselen ...

2000

Rhamnogalacturonan alpha-D-galactopyranosyluronohydrolase - An enzyme that specifically removes the terminal nonreducing galacturonosyl residue in rhamnogalacturonan regions of pectin

A new enzyme, rhamnogalacturonan (RG) alpha-D-galactopyranosyluronohydrolase (RG-galacturonohydrolase), able to release a galacturonic acid residue from the nonreducing end of RG chains but not from homogalacturonan, was purified from an Aspergillus aculea ...

1998

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