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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 ...
In the first part, we described the synthesis of C-(1'→1) and C-(1'→4) disaccharide precursors, which are readily obtained via the carbonylative Stille coupling of glucal and isolevoglucosenone derivatives. Tin glycals and triflates, derived from isolevogl ...
Structural analysis of biomolecules is essential to understanding biological processes. Among the various classes of biomolecules, glycans have gained significant attention recently due to their ubiquitous roles in biological systems. However, study of gly ...
The title aldehyde (-)-3 and its enantiomer (+)-3 have been prepared starting from furfuryl alcohol and acetone. The method involves the diastereoselective [4+3]-cycloaddition of 2-[(benzyloxy)methyl]furan and 1, 3-dibromo-2-oxyallyl cation giving adduct ( ...
Glycoproteins and glycolipids are major components of the outer surface of mammalian cells. Their carbohydrate moieties, which are directed into the outer environment, serve as ligands for receptor proteins, such as lectins, pathogen proteins and antibodie ...
The ''naked sugar'' (+)-1 (1R,2S,4R)-2-cyano-7-oxabicyclo[2.2.1]hept-5-en-2-yl (1S')-camphanate) has been converted into (+)-(1R,4R,5R,6R)-3-methylidene-5-exo,6-exo(isopropylidenedioxy)-7-oxabi cyclo[2.2.1]heptan-2-one ((+)-3) and (-)-(1S,4R,5R,6R)-5-exo-( ...
The structural characterization of glycans by mass spectrometry is particularly challenging. This is because of the high degree of isomerism in which glycans of the same mass can differ in their stereochemistry, attachment points, and degree of branching. ...
The influence of temp. on the catalytic activity and deactivation of sol. enzymes which are com. used in batch processes is discussed. Since high temp. not only accelerates the desired enzymic reaction but also the undesired deactivation of the enzyme, it ...
Glycoaldehyde phosphate aldomerizes in aq. NaOH to a product mixt. contg. the racemates of two diastereomeric tetrose 2,4-diphosphates and 8 hexose 2,4,5-triphosphates. The aldomerization of glycoaldehyde in the presence of formaldehyde is a variant of the ...
Under CO atmosphere and in the presence of Pd-2(dba)(3) and Ph(3)As a suitably protected 1-stannylglucal derivative could be carbonylated and coupled to 5-bromo-7-oxabicyclo[2.2.1]hept-5-en-2-yl derivatives. The carbonylative Stille coupling was also succe ...
