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2 article(s) from Fairbanks, Antony J

Synthetic and semi-synthetic approaches to unprotected N-glycan oxazolines

Antony J. Fairbanks

Beilstein J. Org. Chem. 2018, 14, 416–429, doi:10.3762/bjoc.14.30

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Scheme 1: The first ENGase-catalysed glycosylation of a GlcNAc acceptor using an N-glycan oxazoline as donor.

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Scheme 2: Production of N-glycan oxazolines from peracetylated sugars using Lewis acids.

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Scheme 3: Direct conversion of unprotected GlcNAc to a glycosyl oxazoline by treatment with DMC and Et₃N in w...

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Scheme 4: Total synthesis of a truncated complex biantennary N-glycan oxazoline via an epimerisation approach...

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Scheme 5: Wangs’s total synthesis of an N-glycan oxazoline incorporating click handles, employing Crich direc...

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Scheme 6: Wangs’s total synthesis of an N-glycan dodecasaccharide oxazoline employing final step oxazoline fo...

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Scheme 7: Production of a phosphorylated N-glycan oxazoline, employing final step oxazoline formation with DM...

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Scheme 8: Enzymatic degradation of locust bean gum, and chemical conversion into an N-glycan dodecasaccharide...

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Scheme 9: Production of a complex biantennary N-glycan oxazoline from hens’ eggs by semi-synthesis via isolat...

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Scheme 10: Production of a high mannose (Man-9) N-glycan oxazoline from soy bean flour.

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Scheme 11: Production of a triantennary N-glycan oxazoline from bovine feruin by semi-synthesis.

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Review

Published 15 Feb 2018

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Recent applications of click chemistry for the functionalization of gold nanoparticles and their conversion to glyco-gold nanoparticles

Vivek Poonthiyil,
Thisbe K. Lindhorst,
Vladimir B. Golovko and
Antony J. Fairbanks

Beilstein J. Org. Chem. 2018, 14, 11–24, doi:10.3762/bjoc.14.2

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Figure 1: The three major methods for the synthesis of GAuNPs. (a) Direct reduction of an Au³⁺ salt in the pr...

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Scheme 1: The non-catalysed azide–alkyne Huisgen cycloaddition (NCAAC) between an organic azide (1,3-dipole) ...

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Scheme 2: Ligand exchange and NCAAC on an AuNP surface. Reagents and conditions: (a) Br(CH₂)₁₁SH in DCM, 60 h...

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Scheme 3: Azide functionalization and NCAAC on an AuNP surface using electron deficient alkynes. Reagents and...

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Scheme 4: NCAAC performed under hyperbaric conditions. Reagents and conditions: (a) Br(CH₂)₁₁SH in C₆H₆, 48 h...

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Scheme 5: The synthesis of AuNPs functionalized with strained alkyne derivatives. HBTU = O-benzotriazole-N,N,N...

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Scheme 6: A schematic representation of the SPAAC between azide-functionalized polymersomes and strained alky...

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Scheme 7: Functionalization of AuNPs with an azide containing thiol ligand, and subsequent attachment to an a...

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Scheme 8: Surface modification of AuNPs using microwave-assisted CuAAC. Reagents and conditions: (a) HS(CH₂)₁₁...

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Scheme 9: AuNP functionalization and efficient CuAAC with a range of alkynes reported by Boisselier et al. [62]. ...

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Scheme 10: Schematic illustration of: (a) AuNP deposition on a carbon electrode; (b) formation of alkyne-termi...

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Scheme 11: (a) Synthesis of the alkyne-terminated thiol (ATT) ligand 33; (b) synthesis of 12 nm sized ATT-AuNP...

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Scheme 12: Synthesis of (a) cyclooctyne-functionalized AuNPs and (b) GAuNPs using SPAAC [82].

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Review

Published 03 Jan 2018

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