Table 1. Detailed Information on 15 Glucuronide Standards and Their DMED Derivatives.
| no. | glucuronide | number of carboxyl groups | glycosidic bond | number of glucuronic acid moiety | non-labeled |
DMED-labeled (nM) |
LODa (nM) | LODb (nM) | fold of LOD decrease | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| formula | accurate mass | RT(min) | formula | accurate mass | RT (min) | ||||||||
| 1 | 4-nitrophenyl glucuronide | 1 | O- | Mono- | C12H13NO9 | 315.059 | 5.38 | C16H23N3O8 | 385.1485 | 6.33 | 12.49 | 0.33 | 38 |
| 2 | 8-hydroxyquinoline glucuronide | 1 | O- | Mono- | C15H15NO7 | 321.0849 | 5.36 | C19H25N3O6 | 391.1743 | 6.81 | 20.23 | 0.51 | 39 |
| 3 | 4-methylumbelliferyl glucuronide | 1 | O- | Mono- | C16H16O9 | 352.0794 | 6.72 | C20H26N2O8 | 422.1689 | 7.16 | 10.34 | 0.77 | 13 |
| 4 | melatonin glucuronide | 1 | N- | Mono- | C19H24N2O8 | 408.1533 | 7.02 | C23H34N4O7 | 478.2427 | 7.30 | 9.40 | 0.24 | 40 |
| 5 | baicalin | 1 | O- | Mono- | C21H18O11 | 446.0849 | 10.67 | C25H28N2O10 | 516.1744 | 7.30 | 17.12 | 5.63 | 3 |
| 6 | p-cresol glucuronide | 1 | O- | Mono- | C13H16O7 | 284.0896 | 7.10 | C17H26N2O6 | 354.1791 | 7.46 | 12.65 | 0.63 | 20 |
| 7 | thyroxine glucuronide | 2 | O- | Mono- | C21H19I4NO10 | 952.7188 | 11.03 | C29H39I4N5O8 | 1092.8977 | 9.20 | 27.12 | 9.11 | 3 |
| 8 | glycyrrhizin | 3 | O- | Di- | C42H62O16 | 822.4038 | 16.14 | C54H92N6O13 | 1032.6722 | 10.79 | 5.29 | 1.03 | 5 |
| 9 | phenolphthalein glucuronide | 1 | O- | Mono- | C26H22O10 | 494.1213 | 11.32 | C30H32N2O9 | 564.2108 | 11.21 | 5.08 | 1.20 | 4 |
| 10 | estradiol 3-glucuronide | 1 | O- | Mono- | C24H32O8 | 448.2097 | 11.25 | C28H42N2O7 | 518.2992 | 11.22 | 2.67 | 0.23 | 12 |
| 11 | oroxylin A 7-O-glucuronide | 1 | O- | Mono- | C22H20O11 | 460.1006 | 11.63 | C26H30N2O10 | 530.1900 | 11.68 | 11.06 | 1.47 | 8 |
| 12 | wogonoside | 1 | O- | Mono- | C22H20O11 | 460.1006 | 12.19 | C26H30N2O10 | 530.1900 | 12.09 | 8.96 | 0.85 | 10 |
| 13 | chenodeoxycholic acid 3-glucuronide | 2 | O- | Mono- | C30H48O10 | 568.3247 | 18.89 | C38H68N4O8 | 708.5037 | 12.63 | 3.13 | 0.29 | 11 |
| 14 | diethylstibestrol glucuronide | 1 | O- | Mono- | C24H28O8 | 444.1784 | 13.13 | C28H38N2O7 | 514.2679 | 12.58 | 1.48 | 0.30 | 5 |
| 15 | androsterone glucuronide | 1 | O- | Mono- | C25H38O8 | 466.2567 | 15.16 | C29H48N2O7 | 536.3462 | 14.20 | 11.24 | 0.21 | 55 |
a
LODs of glucuronides detected by non-derivatization method.
b
LODs of glucuronides detected by derivatization method. RT, retention time; LOD, limit of detection.