Site-directed mutagenesis of the CaGFA1 gene encoding glucosamine-6-phosphate synthase from Candida albicans was performed. Desensitization of the enzyme to inhibition by UDPGlcNAc was achieved upon T487I and H492F substitutions at the UDP-GlcNAc binding site, exchange of D524, S525 and S527 for...
UDP-xylose (UDP-Xyl) is the Xyl donor used in the synthesis of major plant cell-wall polysaccharides such as xylan (as a backbone-chain monosaccharide) and xyloglucan (as a branching monosaccharide). The biosynthesis of UDP-Xyl from UDP-glucuronic acid (UDP-GlcA) is irreversibly catalyzed by UDP...
Bacillus subtilis 168 EpsC is annotated as “Probable polysaccharide biosynthesis protein” in the SwissProt database. epsC is part of the eps operon, thought to be involved in the biosynthesis of exopolymeric substances (EPS). The present study was undertaken to determine the molecular function...
SummaryHuman NUDT22 belongs to the diverse NUDIX family of proteins, but has, until now, remained uncharacterized. Here we show that human NUDT22 is a Mg2+-dependent UDP-glucose and UDP-galactose hydrolase, producing UMP and glucose 1-phosphate or galactose 1-phosphate. We present the structure ...
AimsUDP-sugars can act as extracellular signalling molecules, but relatively little is known about their cardiovascular actions. The P2Y14 receptor is a Gi/o-coupled receptor which is activated by UDP-glucose and related sugar nucleotides. In this study we sought to investigate whether P2Y14 rec...
The biosynthesis of UDP-N-acetylmuramic acid (UDP-MurNAc) by reduction of UDP-N-acetylglucosamine-enolpyruvate (UDP-GlcNAc-EP) in an NADPH and FAD-dependent reaction in bacteria is one of the key steps in peptidoglycan biosynthesis catalyzed by UDP-N-acetylglucosamine-enolpyruvate reductase (Mur...
A novel chemo-enzymatic synthetic method for UDP-α-6-N3-glucose was developed by combining the versatility of chemical synthesis and natural enzyme stereo-selectivity of Bifidobacterium longum (BLUSP). This flexible and efficient platform expanded the substrate scope for UDP-sugars on an improv...
Roseroot (Rhodiola rosea L.) is a medicinal plant with adaptogenic properties and several pharmaceutically important metabolites. In this study, a full length cDNA encoding a UDPG gene of roseroot was identified, cloned and characterized. Its ORF (1425 bp) was transferred into E. coli, where the...
UDP-apiose, a donor substrate of apiosyltransferases, is labile because of its intramolecular self-cyclization ability, resulting in the formation of apiofuranosyl-1,2-cyclic phosphate. Therefore, stabilization of UDP-apiose is indispensable for its availability and identifying and characterizin...
Glucosamine-6-phosphate deaminase (EC 5.3.1.10) from dog kidney cortex was purified to homogeneity, as judged by several criteria of purity. The purification procedure was based on two biospecific affinity chromatography steps, one of them using N-ϵ-amino-n-hexanoyl-d-glucosamine-6-phosphate aga...
Steady-state parameters have been obtained for the tryptic hydrolysis of the ethyl esters of d-arginine and d-lysine. At acid pH the rates of hydrolysis are substantial. The stereospecificity ratio (kcatKm)l to (kcatKm)d is six times greater for the arginine ester than for the lysine ester. The ...
The kinetic behaviour of the acetic acid-catalysed reaction of 2-phenyl-4,4-dimethyl-2-oxazolin-5-one (1) with the ethyl esters of glycine (2), dl-α-aminobutyric acid (4), α-aminoisobutyric acid (5), dl-norvaline (6), dl-valine (7), dl-leucine (8) and dl-phenylalanine (9) has been investigated...
The triorganotin(IV) derivatives of N-benzoyl-dl-alanine (HA), R3SnA, and N-benzoyl-dl-alanylglycine (HDP), R3SnDP (R methyl, n-propyl, n-butyl, phenyl and cyclohexyl, respectively,) have been prepared from the triorganotin(IV) chlorides R3SnCl and the appropriate N-benzoylamino acid. The com...
The kinetic behaviour of the acetic acid catalysed reaction of 2-phenyl-4,4-dimethyl-2-oxazolin-5-one (1) with the ethyl ester of DL-alanine (2) in CCl4, to give the ethyl ester of N-(N′-benzoyl-α-amino-isobutyryl)-DL-alanine (3) is investigated. Within the range of concentrations employed, th...
γ-Chloro-α-(N-alkylimino)esters were reduced by sodium cyanoborohydride in methanol in the presence of acetic acid with complete selectivity to give rise to either γ-chloro-α-(N-alkylamino)esters (reaction at 0°C) or 1-alkyl-3,3-dimethylazetidine-2-carboxylic esters (reaction at reflux). Th...
Derivatives of 1-fluoroaziridine-2,2-dicarboxylic acid 10−14 have been synthesized for the first time and characterized by spectroscopic methods; nucleophilic reactions of dimethyl 1-fluoroaziridine-2,2-dicarboxylate, such as transesterification and amidation, occur predominantly at the carboxy ...
A new synthesis of N-(α-methoxyarylmethyl)-2,2-dimethylaziridines is presented. Different benzaldehydes were converted into the corresponding imines upon reaction with 2-bromo-2-methylpropylamine. Treatment of the latter imines with sodium methoxide afforded N-(α-methoxyarylmethyl)-2,2-dimethy...
The α-d-glucopyranosyl-(1→5)-substituted methyl glycosides of 3-deoxy-α-d-manno-oct-2-ulosonic acid (Kdo), 3-deoxy-α-d-lyxo-hept-2-ulosonic acid (Kdh), and d-glycero-α-d-talo-oct-2-ulosonic acid (Ko) were prepared using orthogonally protected glycosyl acceptor derivatives via glycosylation ...
The activity and stability under flow conditions of covalently and non-covalently silica supported proline and proline-like organocatalysts is herein described. The slow aldol reaction of cyclohexanone with p-nitro benzaldehyde and the fast α-amination of isovaleraldehyde with dibenzyl azodicar...
Acid catalysts based on ordered mesoporous silica materials (MCM-41, HMS, and SBS-15) with covalently anchored propanesulfonic or benzenesulfonic acid groups were synthesized. Six samples were prepared by co-condensation of tetraethylorthosilicate with 3-mercaptopropyltrimethoxysilane or phenylt...
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