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1 article(s) from Tomić, Srđanka

Design, synthesis and biological evaluation of immunostimulating mannosylated desmuramyl peptides

Rosana Ribić,
Ranko Stojković,
Lidija Milković,
Mariastefania Antica,
Marko Cigler and
Srđanka Tomić

Beilstein J. Org. Chem. 2019, 15, 1805–1814, doi:10.3762/bjoc.15.174

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Graphical Abstract

Figure 1: Peptidoglycan fragments with immunostimulating properties.

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Figure 2: Immunostimulating mannosylated desmuramyl peptide (ManAdTP).

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Figure 3: General structure of: a) glycolyl and b) (R)-hydroxyisobutyryl derivatives.

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Scheme 1: Synthesis of desmuramyl peptides modified at N-terminus. Reagents and conditions: a) TFA/DCM 1:2, r...

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Scheme 2: Synthesis of C-modified desmuramyl peptides. Reagents and conditions: a) H₂, 10% Pd/C, MeOH, 38 psi...

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Scheme 3: Synthesis of the mannose precursor. Reagents and conditions: a) Zn(OAc)₂·H₂O, abs. MeOH, rt, 20 h, ...

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Scheme 4: Synthesis of mannosylated peptides with hydroxyisobutyryl linker. Reagents and conditions: a) EDC·H...

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Scheme 5: Synthesis of mannosylated peptides with glycolyl linker. Reagents and conditions: a) EDC·HCl, HOBt·H...

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Figure 4: The effect of mannosyl desmuramyl peptides on production of anti-OVA IgG in BALB/c mice immunized w...

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Figure 5: The effect of mannosylated desmuramyl peptides on production of anti-OVA IgG subtypes, anti-OVA IgG...

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Figure 6: The ratio of anti-OVA IgG1 and anti-OVA IgG2a (IgG1/IgG2a) in BALB/c mice. For each mouse serum IgG...

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Published 29 Jul 2019

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