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. Author manuscript; available in PMC: 2017 Jul 20.
Published in final edited form as: Bioconjug Chem. 2016 Jul 1;27(7):1713–1722. doi: 10.1021/acs.bioconjchem.6b00236

Figure 1.

Figure 1

HPLC chromatogram and ESI-MS data for hemin–bishydrazide 1 ([M(FeII)+H–Cl] = 1025) and its dehydration byproduct 1′ (m/z 1007) after elution with 95:5 CH3CN:CF3CO2H on a reverse-phase C18 silica column. (a) Compound 1 was precipitated from acidic CH3CN then redissolved and subjected to RP-HPLC to produce a nearly Gaussian lineshape (>95% purity based on peak deconvolution). (b) Concentrating and resubjecting this sample to RP-HPLC produced an altered distribution with a much larger secondary peak. (c) ESI-MS of the HPLC fractions from the original sample indicated the major product to be conjugate 1, with traces of dehydration byproduct 1′ eluting after 8.5 min. (d) ESI-MS of the HPLC fractions from resubjected sample indicated the major product to be byproduct 1′ with a large reduction in 1.