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. 2019 Jun 6;58(28):9522–9526. doi: 10.1002/anie.201905003

Figure 2.

Figure 2

a) Possible ring expansion and contraction of BPS5, interconvertible ring‐opened intermediates RI, and selected products from intermolecular exchange. b–d) Diagnostic region of 1H NMR spectra of 3 in deuterated PBS buffer, 2 weeks (b), and with GSH, 5 min, pD 8.0 (c), and pD 5.5 (d). e–g) HPLC traces of BPS5  1 in PBS buffer, pH 7.4, 30 min (e), and with 2 equiv GSH (f), followed by 100 equiv GSSG (g). h) Signal cluster of 23 4 in UHPLC‐TOF HRMS of 1 with 22 (2 equiv), with i) a zoom and a simulated spectrum for 23 4 (Σn=2), and j) signal clusters of 23 2, 23 5, and 23 7 in LC‐MS of 1 with 22 (2 equiv). R′′: See 1, 3, Figure 1; R′: See 22.