Supplementary Material (ESI) for Organic & Biomolecular Chemistry
This journal is © The Royal Society of Chemistry 2009
ELECTRONIC SUPPLEMENTARY INFORMATION (ESI)
120
area270nm (a.u.)
375
[H2Bip] (μM)
100
300
225
150
75
P2
P3
0
0
80
2
4
6
8
10
time (min)
60
40
0
2
4
6
8
10
time (min)
Figure S1.
Time evolution of H2Bip concentration by HPLC analysis in Ar-saturated aqueous
solutions under UV-A irradiation. Inset: Time evolution of the areas of chromatographic
peaks corresponding to photoproducts P2 and P3. [H2Bip]0 = 110 μM, pH = 7.0.
Experiments performed using irradiation source I (350 nm) and chromatographic
system I (Experimental).
Supplementary Material (ESI) for Organic & Biomolecular Chemistry
This journal is © The Royal Society of Chemistry 2009
14
240.2
13
a)
12
4
intensity (10 cps)
11
10
9
8
7
6
5
4
3
262.2
2
1
0
200
300
400
500
600
700
800
m /z (a m u )
b)
240.2
7
5
4
intensity (10 cps)
6
4
3
2
479.2
1
0
200
300
400
500
600
700
800
m /z (a m u )
11
240.2
c)
10
4
intensity (10 cps)
9
8
7
6
5
4
3
479.3
2
1
0
200
300
400
500
600
700
800
m /z (a m u )
Figure S2.
Electrospray ionization mass spectra of H2Bip solutions ([H2Bip]0 = 150 μM, pH = 7.0)
irradiated in anaerobic conditions. Analysis carried out in positive mode. a) H2Bip. b)
Product P2. c) Product P3. 60 min of UV exposure at 335 nm using irradiation source II.
Supplementary Material (ESI) for Organic & Biomolecular Chemistry
This journal is © The Royal Society of Chemistry 2009
18
a)
165.0
16
12
167.8
2
intensity (10 cps)
14
10
8
178.8
6
180.2 196.0
4
154.0
240.1
221.8
2
0
80
100
120
140
160
180
200
220
240
m /z (a m u )
164.9
24
b)
22
20
2
intensity (10 cps)
18
16
14
12
10
168.3
196.0
179.1
180.0
8
6
4
222.3
240.2
2
0
80
100
120
140
160
180
200
220
240
m /z (a m u )
164.9
26
c)
24
22
2
intensity (10 cps)
20
18
168.2
16
196.0
14
178.7
12
10
240.3
8
6
180.0
154.2
4
222.3
2
0
80
100
120
140
160
180
200
220
240
m /z (a m u )
Figure S3.
MS/MS spectra obtained in ESI+ mode. a) H2Bip. b) Product P2. c) Product P3.
Supplementary Material (ESI) for Organic & Biomolecular Chemistry
This journal is © The Royal Society of Chemistry 2009
1.5
a)
1.4
0
IF /IF
1.3
1.2
1.2
1.1
0
IF /IF
1.1
1.0
1.0
0.9
0.0
0
2
4
6
0.2
0.4
0.6
[IK](mM)
8
0.8
10
1.0
12
[IK](mM)
1.8
b)
1.4
0
IF /IF
1.6
1.2
1.1
IF0/IF
1.2
1.0
1.0
0.9
0.0
0
2
4
6
0.2
8
0.4
0.6
[IK](mM)
10
0.8
1.0
12
[IK](mM)
Figure S4.
Quenching of the fluorescence of H2Bip and Bip by I−. Stern-Volmer plots of the
fluorescence intensities (IF). pH = 7.0. a) H2Bip (25 μM), λexc = 335 nm. b) Bip (25
μM), λexc = 350 nm. Insets: Detail of Stern-Volmer plots at low I− concentrations.