Ligation oxime

Rayo J, Amara N, Krief P et al (2011) Live cell labeling of native intracellular bacterial receptors using aniline-catalyzed oxime ligation. J Am Chem Soc 133(19) 7469-7475... 

Fig. 7 (a) Structures of 2-oxo-C12-HSL (C12), diazirine-alkyne probe and isothiocyanate probes, (b) ABPP strategy using tagging via the -SCN group followed by aniline-catalysed oxime ligation to achieve live bacterial cell imaging... 

Despite the preliminary nature of the imaging results, the demonstration of the power of the isothiocyanate ABP and the attendant oxime ligation is highly significant, and the degree of selectivity observed in the aniline-catalysed ligation is remarkable. 

Dirksen A, Hackeng TM, Dawson PE (2006) Nucleophilic catalysis of oxime ligation. Angew Chem Int Ed Engl 45 7581... 

AO-NGLs NGLs prepared via oxime ligation with lipid tag AOPE... 

Principles of the preparation of NGL probes from reducing oligosaccharides by reductive aminaUon and oxime ligation... 

PAMAM scaffolds have been decorated with carbohydrates via oxime ligation [177], RAFT scaffolds have been functionalized with D-mannose, /V-acetylga-lactosamine and lactose via the reversed oxime ligation, i.e. the sugar molecules were aminoxylated (cf. Scheme 1) and then reacted in aqueous acetic acid with the RAFT scaffold provided on solid support and presenting four glyoxaldehyde functions. Excess sugar was recovered and RP-HPLC analysis of a reaction sample, cleaved from the resin, showed only the expected product [72],... 

Scheme 15 Oxime ligation for the synthesis of complex neoglycopeptide.

Liu Y, et al (2007) Neoglycolipid probes prepared via oxime ligation for microarray analysis of oligosaccharide-protein interactions. Chem Biol 14 847-859... 

Oxime ligation Si wafers Pentafluorophenylmethyl derivative GRGSGR peptide Xmax = 370 nm, 14 mW cm" 18 W 3 min, RT, dichloromethane yes XPS, ToF-SIMS [PAU 12a]... 

PAU 12a] Pauloehrl T., Delaittre G., Bruns M. et al, (Bio)Molecular Surface Patterning by Phototriggered Oxime Ligation , Angewandte Chemie International Edition, vol. 51, pp. 9181-9184, 2012. 

C Synthesis of a Multivalent Glycocyclopeptide using Oxime Ligation... 

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