No abstract

The sialic acid-like sugar 5,7-diacetamido-3,5,7,9-tetradeoxy-D-glycero-D-galacto-nonulosonic acid, or legion-aminic acid, is found as a virulence-associated cell-surface glycoconjugate in the Gram-negative bacteria Legionella pneumophila and Campylobacter coli. L. pneumophila serogroup 1 strains, causative agents of Legionnaire's disease, contain an alpha2,4-linked homopolymer of legionaminic acid within their lipopolysaccharide O-chains, whereas the gastrointestinal pathogen C. coli modifies its flagellin with this monosaccharide via O-linkage. In this work, we have purified and biochemically characterized 11 candidate biosynthetic enzymes from Campylobacter jejuni, thereby fully reconstituting the biosynthesis of legionaminic acid and its CMP-activated form, starting from fructose-6-P. This pathway involves unique GDP-linked intermediates, likely providing a cellular mechanism for differentiating between this and similar UDP-linked pathways, such as UDP-2,4-diacetamido-bacillosamine biosynthesis involved in N-linked protein glycosylation. Importantly, these findings provide a facile method for efficient large-scale synthesis of legionaminic acid, and since legionaminic acid and sialic acid share the same D-glycero-D-galacto absolute configuration, this sugar may now be evaluated for its potential as a sialic acid mimic.

Vous avez des questions? Nous pouvons vous aider. Pour communiquer directement avec un auteur, consultez la première page de la revue dans laquelle son article a été publié afin de trouver ses coordonnées. Si vous n'arrivez pas à les repérer, communiquez avec nous à PublicationsArchive-ArchivesPublications@nrc-cnrc.gc.ca. Questions? Contact the NRC Publications Archive team atPublicationsArchive-ArchivesPublications@nrc-cnrc.gc.ca. If you wish to email the authors directly, please see the first page of the publication for their contact information. NRC Publications Archive Archives des publications du CNRCThis publication could be one of several versions: author's original, accepted manuscript or the publisher's version. / La version de cette publication peut être l'une des suivantes : la version prépublication de l'auteur, la version acceptée du manuscrit ou la version de l'éditeur. For the publisher's version, please access the DOI link below./ Pour consulter la version de l'éditeur, utilisez le lien DOI ci-dessous.http://doi.org/10.1021/jp809990aAccess and use of this website and the material on it are subject to the Terms and Conditions set forth at Single-sized CdSe nanocrystals with bandgap photoemission via a noninjected one-pot approach Yu, Kui; Ouyang, Jianying; Zaman, Md. Badruz; Johnston, Dennis; Yan, Fu Jian; Li, Grace; Ratcliffe, Christopher I.; Leek, Donald M.; Wu, Xiaohua; Stupak, Jacek; Jakubek, Zygmunt; Whitfield, Dennis http://nparc.cisti-icist.nrc-cnrc.gc.ca/fra/droits L'accès à ce site Web et l'utilisation de son contenu sont assujettis aux conditions présentées dans le site LISEZ CES CONDITIONS ATTENTIVEMENT AVANT D'UTILISER CE SITE WEB. NRC Publications Record / Notice d'Archives des publications de CNRC:http://nparc.cisti-icist.nrc-cnrc.gc.ca/eng/view/object/?id=08c76c5f-73da-4536-8c4e-8c0a4441510d http://nparc.cisti-icist.nrc-cnrc.gc.ca/fra/voir/objet/?id=08c76c5f-73da-4536-8c4e-8c0a4441510d The manuscript addresses the synthesis and characterization of one colloidal CdSe single-sized nanocrystal ensemble exhibiting bandgap absorption and emission peaking at 463 and 465 nm, respectively, with full width at half-maximum of ca. 8 nm. This ensemble is called Family 463; also, these single-sized quantum dots (QDs) are termed as magic-sized quantum dots (MSQDs). A magic-sized quantum dot (MSQD) ensemble is similar to a regular quantum dot (RQD) ensemble but consisting of single-sized nanocrystals; meanwhile, MSQDs do not grow in size any more with longer reaction periods or higher temperature, after their well development during synthesis. The CdSe MSQDs were synthesized via a noninjection one-pot approach with long reaction periods at elevated temperature, with cadmium acetate dihydrate (Cd(OAc) 2 · 2H 2 O) and elemental selenium as Cd and Se sources, respectively, one long-chain fatty acid as ligands, and 1-octadecene (ODE) as a reaction medium. Different carboxylic acids with the carbon-chain length ranging from C2 to C24, the number of which refers to the total number of carbons, were inve...

Glycosyl donors based on the 2,6-di-O-acyl-3,4-O-isopropylidene-d-galactopyranosyl-(leaving group) structure have been shown experimentally to have a high propensity for giving acyl transfer to the alcohol nucleophile as major side products in the glycosylation reaction. The corresponding cations of these relatively rigid glycosyl donors were investigated by density functional methods. The precursor cations resulting from neighboring group assistance from the 2-O-acyl group were found to be the most stable. The nucleophile methanol most favorably approaches the LUMO of such cations on the former carbonyl carbon. The resulting stable intermediate has a long C−O bond of 2.79 Å. It is suggested that such intermediates can lead to both acyl transfer and β-glycoside after passing through at least one further transition state.