A novel fluorescent probe for detecting hydrogen sulfide inwine

Jialin Wang, Hao Wang, Shaoxiang Yang*, Hongyu Tian, Yongguo Liu, Baoguo Sun

Beijing Advanced Innovation Center for Food Nutrition and Human Health, Beijing Key laboratory of Flavor Chemistry, Beijing Technology and Business University, No.11 Fucheng Road, Haidian District, Beijing 100048,People’s Republic of China

*Telephone: +86-10-68985382. Fax: 86-10-68985382. E-mail:

TABLE OF CONTENTS / PAGE
S1. 1H NMR spectra of probe 1 / 2
S2. 13C NMR spectra of probe 1 / 2
S3. HRMS spectra of probe 1 / 3
S4. GC-MSspectra ofprobe 1-H2S / 4
S5.1H NMRspectra ofprobe 1-H2S / 5
S6. GC-MSspectra ofprobe 1 in PBS (PH=7) / 6
Table S1.The pH of buffer as increasing of H2S / 7
Table S2.The detectionofwines by determination of sulfide in water -methylene blue spectrophotometrymethod / 7
Table S3. Comparison of fluorescent probes for H2S / 8

S1.1H NMR Spectra of probe 1

Solvent: DMSO.

S2.13C NMR Spectra of probe 1

Solvent: CDCl3.

S3.HRMS Spectra of probe 1

S4. GC-MSspectra ofprobe 1-H2S

S5. 1H NMRspectra of probe 1-H2S

Solvent: DMSO+D2O (1:1)

S6. GC-MSspectra ofprobe 1 in PBS (PH=7)

Table S1.The pH of buffer as increasing of H2S

H2S(μM) / 0 / 2 / 4 / 6 / 8 / 10 / 12 / 14 / 16 / 18 / 20
pH / 5.05 / 5.10 / 5.08 / 5.12 / 5.10 / 5.09 / 4.99 / 5.07 / 5.14 / 4.96 / 5.04

Table S2. The detectionofwines by determination of sulfide in water-methylene blue spectrophotometry method

Sample / This method H2S level
found(μmol) / s / Comparativemethod H2S level
found(μmol) / s
Red wine A / 0.48 / 0.04 / 0.47 / 0.03
Red wine B / 0.45 / 0.03 / 0.46 / 0.02
Red wine C / 0.55 / 0.02 / 0.57 / 0.03
Beer A / 0.42 / 0.01 / 0.40 / 0.04
Beer B / 0.52 / 0.02 / 0.55 / 0.02
Beer C / 0.42 / 0.03 / 0.41 / 0.03

Thetestwasrepeated3times

Table S3. Comparison of fluorescent probes for H2S

Entry / Fluorescent probes / Detection limit / Detection
range / Response time / Applications / References
1 / / 24 nM / 0-20μM / 60 min / living cellsimaging / Angew.Chem. Int. Edit. 2016, 55, 9993–9996
2 / / 42 nM / 10-100μM / 6 min / living cellsimaging / Chem. Commun. 2016, 52, 4628−4631
3 / / 3.2 μM / 0-50μM / 5 min / living cellsimaging / Chem. Commun. 2016, 52, 7016−7019
4 / / 56 nM / 0-30μM / 20 min / living cellsimaging / Tetrahedron Lett. 2016, 57, 1187–1191
5 / / 2.46 μM / 0-100μM / 40 min / living cellsimaging / Anal. Chem. 2016, 88, 5476–5481
6 / / 0.1 μM / 0-8μM / 250 s / living cellsimaging / Anal. Chem. 2016, 88, 7206–7212
7 / / 1 μM / 20-100μM / 15 min / living cellsimaging / Anal. Chem. 2016, 88, 11253–11260
8 / / 0.7 μM / 0-100μM / 20 min / living cellsimaging / Anal. Chem. 2016, 88, 11892–11899
9 / / 75 nM / 0-60μM / 40 min / living cellsimaging / RSC Adv.2016, 6, 88519–88525
10 / / 0.22 μM / 0-80μM / 4 min / living cellsimaging / Anal. Methods.2016, 8, 8022–8027
11 / / 20 nM / 0-10μM / 5 min / living cells imaging / Tetrahedron.2016, 72, 3531–3534
12 / / 90 nM / 0-36μM / 24 min / living cells imaging / Sens. Actuators B. 2016, 232, 705–711
13 / / 0.10 μM / 0-30μM / 150 s / living cellsimaging / Sens. Actuators B.2016, 235, 691–697
14 / / 26 nM / 0-60μM / 3 min / living cells imaging / Spectrochim. Acta. A. 2016, 168, 132–138
15 / / 15 nM / 0-6μM / 2 min / living cellsimaging / Anal.Methods,2017, 9, 3290–3295
16 / / 37 nM / 0-20μM / 5 min / living cellsimaging / Anal.Methods,2017, 9, 2859–2864
17 / / 41 nM / 0-20μM / 20 min / living cellsimaging / Chem. Commun. 2017, 53, 4791−4794
18 / / 1.65 μM / 0-70μM / 6 min / living cellsimaging / Sens. Actuators B. 2017, 248, 50–56
19 / / 150 nM / 0-50μM / 500 s / living cellsimaging / Sens. Actuators B.2017, 238, 619–625
20 / / 50 nM / 0-20μM / 20 min / living cellsimaging / Anal. Chem. 2017, 89, 4587–4594
21 / / 2.5 nM / 0-15μM / 20 min / living cellsimaging / Anal. Chem. 2017, 89, 1801–1807
22 / / 5.2 nM / 0-30μM / 10 min / living cellsimaging / New J. Chem. 2017, 41, 3367–3373
23 / / 108 nM / 0-60μM / 45 min / living cellsimaging / Dyes and Pigments 2017,138,112–118
24 / / 48 nM / 0-16μM / 30 min / living cellsimaging / Dyes and Pigments 2017, 139,482–486
25 / / 71 nM / 0-80μM / 25 min / living cellsimaging / RSC Adv.2017, 7, 15817–15822
26 / / 83 nM / 0-5μM / 30 min / cellular imaging / Biosens. Bioelectron. 2017, 91, 699–705
27 / / 56 nM / 0-40μM / 10 min / Red wine / Chin. J. Chem. 2017, 35, 477—482
28 / / 18 nM / 0-20μM / 15 min / wine / This work

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