Post on 09-Apr-2018
Supporting Information for
“Water-soluble gold nanoparticles (AuNP) functionalized with a gadolinium (III) chelate via Michael addition for use as a MRI contrast agent”
Mark Milnea , Pierangelo Gobboa, Nevin McVicarb, Mark S. Workentina,c* , Robert Barthab and Robert H. E. Hudsona* a Department of Chemistry, The University of Western Ontario, London, Ontario N6A 5B7, Canada. Fax: +1-519-661-3022 E-mail: mworkent@uwo.ca; robert.hudson@uwo.ca b Robarts Research Institute, Department of Medical Biophysics, University of Western, London, Ontario, N6A 5C1, Canada. c. Centre for Advanced Materials and Biomaterials, The University of Western Ontario, London, Ontario,N6A 5B7 , Canada S1. 1H NMR Spectrum of Me-EG3-AuNP .......................................................................................... 2 S2. 1H NMR Spectrum of FPMaleimide-AuNP .................................................................................. 2 S3. 1H NMR Spectrum of Maleimide-AuNP....................................................................................... 3 S4. 1H NMR Spectrum of DO3A-Amine-AuNP ................................................................................. 3 S5. 1H NMR Spectrum of Gd-DO3A-Amine-AuNP ........................................................................... 4 S6. 1H NMR Spectrum of mono(Boc)ethylene Diamine ..................................................................... 4 S7. 1H NMR Spectrum of 2-N-Chloroacetyl-1-N-(Boc)ethylene Diamine ......................................... 5 S8. 1H NMR Spectrum of Tri Ethyl Ester Cyclen ............................................................................... 5 S9. 1H NMR Spectrum of Tri Ethyl Ester, Mono Boc Ethylene Diamine Cyclen .............................. 6 S10. TEM image of Maleimide AuNP ................................................................................................ 6 S11. TEM image of Gd-AuNP ............................................................................................................ 7
Electronic Supplementary Material (ESI) for Journal of Materials Chemistry BThis journal is © The Royal Society of Chemistry 2013
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S1. 1H NMR spectrum of Me-EG3-AuNP referenced to residual H2O (*).
S2. 1H NMR spectrum of FPMaleimide-AuNP referenced to residual H2O (*).
*
*
Electronic Supplementary Material (ESI) for Journal of Materials Chemistry BThis journal is © The Royal Society of Chemistry 2013
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S3. 1H NMR spectrum of Maleimide-AuNP referenced to residual H2O (*).
S4. 1H NMR spectrum of DO3A-Amine-AuNP referenced to residual H2O (*). The peaks at 5.84 ppm and 6.24 ppm are related to the hydrolysis of the maleimide to the corresponding maleamic acid.
7 6 5 4 3 2 1 0Chemical Shift (ppm)
3.17
3.31
3.46
3.56
3.64
3.75
3.85
3.92
4.00
5.84
5.87
6.24
6.27
*
*
Electronic Supplementary Material (ESI) for Journal of Materials Chemistry BThis journal is © The Royal Society of Chemistry 2013
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S5. 1H NMR spectrum of Gd-DO3A-Amine-AuNP. S6. 1H NMR Spectrum of mono(Boc)Ethylene Diamine
14 12 10 8 6 4 2 0 -2Chemical Shift (ppm)
5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5
0
0.05
0.10
0.15
0.20
0.25
2.329.342.002.100.88
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Electronic Supplementary Material (ESI) for Journal of Materials Chemistry BThis journal is © The Royal Society of Chemistry 2013
5
S7. 1H NMR Spectrum of 2-N-Chloroacetyl-1-N-(Boc)ethylene Diamine S8. 1H NMR Spectrum of Tri(ethyl ester) Cyclen
9 8 7 6 5 4 3 2 1 0
0
0.05
0.10
0.15
0.20
0.25
0.30
9.342.052.121.950.760.78
11 10 9 8 7 6 5 4 3 2 1 0
0
0.05
0.10
0.15
0.20
0.25
0.30
0.35
0.40
0.45
9.002.0513.041.804.355.951.34
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Electronic Supplementary Material (ESI) for Journal of Materials Chemistry BThis journal is © The Royal Society of Chemistry 2013
6
10 9 8 7 6 5 4 3 2 1
0
0.05
0.10
0.15
0.20
0.25
0.30
0.35
0.40
0.45
0.50
0.55
0.60
0.65
0.70
8.859.0028.006.150.901.03
S9. 1H NMR Spectrum of Tri(ethyl ester) Mono(Boc)Ethylene Diamine Cyclen S10. TEM image of Maleimide AuNP
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Electronic Supplementary Material (ESI) for Journal of Materials Chemistry BThis journal is © The Royal Society of Chemistry 2013