Embed Size (px)
Citation preview
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: [email protected]; [email protected] 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
2
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
3
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
4
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
HH22NNHHNN OO
OO
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
NN
HHNNNN
NNOO
OO
OO
OO
OO
OO
NNHH
HHNN OO
OO
OOCCll
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
NN
NNNN
NN
OO
OO
OO
OO
NNHH
OO
HHNN OOOO
OO
OO
Electronic Supplementary Material (ESI) for Journal of Materials Chemistry BThis journal is © The Royal Society of Chemistry 2013
7
S11. TEM image of Gd-AuNP
Electronic Supplementary Material (ESI) for Journal of Materials Chemistry BThis journal is © The Royal Society of Chemistry 2013
