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Beilstein J. Org. Chem. 2014, 10, 1445–1453, doi:10.3762/bjoc.10.148
Graphical Abstract
Figure 1: MDP-antigen conjugates 2–5. DEVA5K = DEVSGLEQLESIINFEKLAAAAAK.
Scheme 1: a) TMSOTf, DCM, 83%; b) cat. NaOMe, MeOH, quant.; c) CSA, PhCH(OMe)2, MeCN, DMF, 86%; d) (S)-2-chlo...
Scheme 2: a) 20% piperidine, NMP; b) Fmoc SPPS DEVA5K; c) Fmoc-D-isoGln-OH, HCTU, DIPEA, NMP; d) Fmoc-L-Ala-O...
Figure 2: Potency of the NOD2-L antigen conjugates 2–5 in NOD2 transfected HEK cells.
Figure 3: DC activation of the conjugates 2–5 and reference compounds 29 and 30.
Figure 4: Antigen presentation of the conjugates 2–5 and reference compounds 29 and 30.