design and synthesis of acetaminophen probe apap-p1 for … · design and synthesis of...
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Design and Synthesis of Acetaminophen probe APAP-P1
for identification of the toxicity targets Thioredoxin
Reductase-1 identification in HepaRG cells
Shan Wang‡, Yu Tian‡, Shan Lu, Ruiying Wang, Hai Shang, Xuelian Zhang, Chengyang Zhang, Guibo
Sun*, Xudong Xu*, and Xiaobo Sun*
Beijing Key Laboratory of Innovative Drug Discovery of Traditional Chinese Medicine
(Natural Medicine) and Translational Medicine, Institute of Medicinal Plant
Development, Chinese Academy of Medical Sciences & Peking Union Medical College,
Beijing, 100193, P. R. China.
‡These authors contributed equally to this work.
*Correspondence authors: E-mail addresses: [email protected] (XuDong Xu),
[email protected] (Guibo Sun), [email protected] (Xiaobo Sun). Tel:
+86-010-57833013; Fax: +86-010-57833013.
Electronic Supplementary Material (ESI) for RSC Advances.This journal is © The Royal Society of Chemistry 2019
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1H NMR of compound 2
13C NMR of compound 2
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1H NMR of compound 3
13C NMR of compound 3
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1H NMR of compound 4
13C NMR of compound 4
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1H NMR of compound APAP-P1
13C NMR of compound APAP-P1
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HRMS of compound 2
HRMS of compound 3
WBQ-2-F_180625131810 #3 RT: 0.02 AV: 1 NL: 2.16E8T: FTMS + p ESI Full ms [200.00-500.00]
200 250 300 350 400 450 500
m/z
0
5
10
15
20
25
30
35
40
45
50
55
60
65
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75
80
85
90
95
100
Rel
ativ
e A
bund
ance
224.1484
353.2694
381.3010
342.1915 437.1973418.2345
359.1816
284.2974 457.2740312.3289264.1802 489.2462
236.1486
WBQ-7-F_180625131810 #8 RT: 0.06 AV: 1 NL: 1.04E8T: FTMS + p ESI Full ms [200.00-650.00]
200 250 300 350 400 450 500 550 600 650
m/z
0
5
10
15
20
25
30
35
40
45
50
55
60
65
70
75
80
85
90
95
100
Rel
ativ
e A
bund
ance
346.1476
324.1656
588.4147504.7180415.7787359.2361 460.2350
546.2766301.1438 393.2131624.3025224.1485 274.2765
7
HRMS of compound 4
HRMS of compound APAP-P1
WBQ-9-F_180625131810 #7 RT: 0.05 AV: 1 NL: 6.24E8T: FTMS + p ESI Full ms [200.00-1100.00]
200 300 400 500 600 700 800 900 1000 1100
m/z
0
5
10
15
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25
30
35
40
45
50
55
60
65
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75
80
85
90
95
100
Rel
ativ
e A
bund
ance
546.2753
518.2693
805.4119301.1529
1067.0552783.4894701.4987
562.2495
437.2389481.2653
986.5930267.6210 927.6686353.2209
WBQ-10-F_180503161403 #1 RT: 0.01 AV: 1 NL: 1.82E5T: FTMS + p ESI Full ms [405.00-900.00]
450 500 550 600 650 700 750 800 850 900
m/z
0
5
10
15
20
25
30
35
40
45
50
55
60
65
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75
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85
90
95
100
Rel
ativ
e A
bund
ance
432.1875
633.7780 701.4971481.2643
525.2906814.5820
569.3171
588.4124838.3772
613.3436
472.8210
657.3701
679.5151
792.5997
497.2382
541.2646
755.0310 857.3521
717.4680