Electronic Supplementary Information for
Switchable Two-Photon Imaging of RGD-Functionalized
Polynorbornenes with Enhanced Cellular Uptake in Living Cells
Nan Xie,a Ke Feng,*b Bin Chen,b Chen-Ho Tungb and Li-Zhu Wu*b
aBeijing Area Major Laboratory of Peptide and Small Molecular Drugs, Engineering Research
Center of Endogenous Prophylactic of Ministry of Education of China, Beijing Laboratory of
Biomedical Materials, School of Chemical Biology and Pharmaceutical Sciences, Capital Medical
University, Beijing 100069, P. R. China. bKey Laboratory of Photochemical Conversion and
Optoelectronic Materials, Technical Institute of Physics and Chemistry, The Chinese Academy of
Sciences, Beijing 100190, P. R. China.
Email: [email protected]; [email protected].
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Electronic Supplementary Material (ESI) for New Journal of Chemistry.This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016
Fig. S1 Plot of Mn vs the monomer-to-initiator ratios for the ROMP of NB-mPEG monomer.
Table S1 GPC data for NB-mPEG homopolymers.
Polymera [M]/[C] Mn /kDa Mw /kDa PDI
PNB-mPEG25 25 18.4 20.4 1.11
PNB-mPEG50 50 32.1 36.2 1.13
PNB-mPEG75 75 55.3 65.7 1.19
PNB-mPEG100 100 72.1 85.3 1.18aMeasured in THF at 298 K.
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Fig. S2 Carbene 1H NMR signals for Grubbs’ third-generation initiator (top), and during the
polymerizations of NB-mPEG monomer (bottom) in CDCl3.
Fig. S3 UV-Vis absorption spectra upon UV @ 365 nm irradiation and normalized fluorescence
spectra of nonfluorescent SP form (black) and fluorescent MC form (red) for PNB-RGDS10-co-
SP10-co-mPEG80 with the concentration of 0.082 mg·mL–1 in 10 mM PBS buffer.
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Fig. S4 1H NMR spectrum for N-(Acp-Arg(Pbf)-Gly-Asp(OtBu)-Ser(tBu))-exo-bicyclo[2.2.1]-hept-5-ene-2-carboxamide in CDCl3.
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Fig. S5 13C NMR spectrum for N-(Acp-Arg(Pbf)-Gly-Asp(OtBu)-Ser(tBu))-exo-bicyclo[2.2.1]-hept-5-ene-2-carboxamide in CDCl3.
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Fig. S6 MALDI-TOF MS spectrum for N-(Acp-Arg(Pbf)-Gly-Asp(OtBu)-Ser(tBu))-exo-bicyclo[2.2.1]-hept-5-ene-2-carboxamide.
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Fig. S7 1H NMR spectrum for PNB-pRGDS polymer in DMSO-d6.
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Fig. S8 1H NMR spectrum for N-(Acp-Arg(Pbf)-Gly-Asp(OtBu)-Val)-exo-bicyclo[2.2.1]-hept-5-ene-2-carboxamide in CDCl3.
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Fig. S9 13C NMR spectrum for N-(Acp-Arg(Pbf)-Gly-Asp(OtBu)-Val)-exo-bicyclo[2.2.1]-hept-5-ene-2-carboxamide in CDCl3.
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Fig. S10 MALDI-TOF MS spectrum for N-(Acp-Arg(Pbf)-Gly-Asp(OtBu)-Val)-exo-bicyclo[2.2.1]-hept-5-ene-2-carboxamide.
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Fig. S11 1H NMR spectrum for PNB-pRGDV polymer in DMSO-d6.S11
Fig. S12 1H NMR spectrum for N-(Acp-Arg(Pbf)-Gly-Asp(OtBu)-Phe)-exo-bicyclo[2.2.1]-hept-5-ene-2-carboxamide in CDCl3.
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Fig. S13 13C NMR spectrum for N-(Acp-Arg(Pbf)-Gly-Asp(OtBu)-Phe)-exo-bicyclo[2.2.1]-hept-5-ene-2-carboxamide in CDCl3.S13
Fig. S14 MALDI-TOF MS spectrum for N-(Acp-Arg(Pbf)-Gly-Asp(OtBu)-Phe)-exo-bicyclo[2.2.1]-hept-5-ene-2-carboxamide.
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Fig. S15 1H NMR spectrum for PNB-pRGDF polymer in DMSO-d6.S15
Fig. S16 1H NMR spectrum for methoxypolyethylene-glycol-550-exo-bicyclo[2.2.1]-hept-5-ene-2-carboxylate in CDCl3.S16
Fig. S17 MALDI-TOF MS spectrum for methoxypolyethylene-glycol-550-exo-bicyclo[2.2.1]-hept-5-ene-2-carboxylate.
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Fig. S18 1H NMR spectrum for PNB-mPEG550 in CDCl3.S18
Fig. S19 1H NMR spectrum for PNB-pRGDS10-co-SP10-co-mPEG80 in DMSO-d6.S19
Fig. S20 1H NMR spectrum for PNB-RGDS10-co-SP10-co-mPEG80 in DMSO-d6.S20
Fig. S21 1H NMR spectrum for PNB-pRGDV10-co-SP10-co-mPEG80 in DMSO-d6.S21
Fig. S22 1H NMR spectrum for PNB-RGDV10-co-SP10-co-mPEG80 in DMSO-d6.S22
Fig. S23 1H NMR spectrum for PNB-pRGDF10-co-SP10-co-mPEG80 in DMSO-d6.S23
Fig. S24 1H NMR spectrum for PNB-RGDF10-co-SP10-co-mPEG80 in DMSO-d6.S24
Fig. S25 1H NMR spectrum for PNB-NBoc10-co-SP10-co-mPEG80 in CDCl3.S25
Fig. S26 1H NMR spectrum for PNB-NH210-co-SP10-co-mPEG80 in CDCl3.S26
