Milan Vrabel, Thomas Carell's Cycloadditions in Bioorthogonal Chemistry PDF

By Milan Vrabel, Thomas Carell

ISBN-10: 3319296841

ISBN-13: 9783319296845

ISBN-10: 3319296868

ISBN-13: 9783319296869

The sequence subject matters in present Chemistry Collections provides severe stories from the magazine themes in present Chemistry equipped in topical volumes. The scope of assurance is all parts of chemical technology together with the interfaces with similar disciplines akin to biology, drugs and fabrics technology. The objective of every thematic quantity is to offer the non-specialist reader, even if in academia or undefined, a finished perception into a space the place new examine is rising that's of curiosity to a bigger clinical audience.
every one assessment in the quantity seriously surveys one point of that subject and areas it in the context of the amount as an entire. the main major advancements of the final five to ten years are awarded utilizing chosen examples to demonstrate the rules mentioned. The insurance isn't meant to be an exhaustive precis of the sphere or comprise huge amounts of knowledge, yet should still otherwise be conceptual, focusing on the methodological considering that would permit the non-specialist reader to appreciate the data offered. Contributions additionally supply an outlook on power destiny advancements within the field.

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For example, Uttamapinant and coworkers integrated the LplAmediated enzymatic modification with ligand-assisted or chelation-assisted CuAAC reaction to realize site-specific labeling of postsynaptic transmembrane protein neuroligin-1 on living mammalian cell surface [18] (Fig. 2b). For such enzymatic modifications, the incorporation sites of the peptide tags are still largely limited to the N and C terminal or the internal loops [71]. In contrast, the incorporation sites for azide and alkyne handles are less restricted during UAA mutagenesis, which makes it a powerful tool for site-specific protein labeling.

Coli periplasm proteins [49] 3-[4-({bis[(1-tert-butyl-1H1,2,3-triazol-4yl)methyl]amin}methyl)1H-1,2,3-triazol-1yl]propanol (BTTP) Water soluble; membrane permeable Live cell surface glycans [50]; E. coli periplasm and cytoplasm proteins [51] 2-[4-{(bis[(1-tert-butyl-1H1,2,3-triazol-4yl)methyl]amino)methyl}-1H-1,2,3-triazol1-yl]ethyl hydrogen sulfate (BTTES) Water soluble; negative charge; low membrane permeability Live cell surface glycans [52] Reprinted from the journal Structure 33 123 Top Curr Chem (Z) (2016) 374:2 Table 2 continued Name/abbreviation Structure Characteristics Applications 3-[4-({bis[(1-tert-butyl-1H1,2,3-triazol-4yl)methyl]amino}methyl)1H-1,2,3-triazol-1yl]propyl hydrogen sulfate (BTTPS) Water soluble; negative charge; low membrane permeability Live cell surface glycans; E.

They further applied the THPTA-assisted CuAAC reaction to label the azide-containing glycans with an alkyne-modified fluorophore on the surface of HeLa, CHO and Jurkat cells, which all yielded significant fluorescence signal. This work represents the first example of ligand-assisted CuAAC labeling reaction on a mammalian cell surface [47]. In the same study, the authors found that THPTA prevented the toxic effects of Cu(I) ions in a dose-dependent manner. A 5:1 ratio of THPTA:Cu(I) was found to preserve the cell viability at copper concentrations ranging from 10 to 50 lM.

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Cycloadditions in Bioorthogonal Chemistry by Milan Vrabel, Thomas Carell

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