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1 article(s) from Hafner, Sven

Synthesis and NMR studies of malonyl-linked glycoconjugates of N-(2-aminoethyl)glycine. Building blocks for the construction of combinatorial glycopeptide libraries

Markus Nörrlinger,
Sven Hafner and
Thomas Ziegler

Beilstein J. Org. Chem. 2016, 12, 1939–1948, doi:10.3762/bjoc.12.183

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Graphical Abstract

Figure 1: cis- and trans rotamer of protected PNA building blocks 1a–d and 2a–d.

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Figure 2: cis- and trans rotamer of unprotected PNA-building block 3.

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Figure 3: Rotameric structures of dimeric PNA glycoconjugate 4.

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Scheme 1: Synthesis of building blocks 1a–d and 2a–d (a stands for D-glucose, b stands for D-galactose, c sta...

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Scheme 2: Synthesis of building block 3.

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Scheme 3: Synthesis of the dimeric glycoconjugate 4.

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Figure 4: ¹H NMR (400 MHz) of building block 1a in CDCl₃. The amide signals of the rotamers are marked.

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Figure 5: ¹H NMR (400 MHz) of building block 1b in CDCl₃. The amide signals of the rotamers are marked.

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Figure 6: ¹H NMR (400 MHz) of PNA glycoconjugate 4 in CDCl₃. The amide signals of the rotamers of 4 (2 double...

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Figure 7: Building block 1a in CDCl₃, DMSO-d₆, DMF-d₇ and chlorobenzene-d₅.

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Figure 8: Temperature-dependent ¹H NMR (600 MHz) spectra of building block 1a in DMSO-d₆.

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Figure 9: Temperature-dependent ¹H NMR (600 MHz) spectra of building block 1a in chlorobenzene-d₅, broadened ...

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Figure 10: Temperature-dependent ¹H NMR (600 MHz) spectra of building block 1b in chlorobenzene-d₅, broadened ...

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Figure 11: Temperature-dependent ¹H NMR (600 MHz) spectra of dimeric glycoconjugate 4 in chlorobenzene-d₅, bro...

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Figure 12: A) Missing correlation between the amidic proton and the methylene or 2-aminoethyl protons of the P...

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Published 30 Aug 2016

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