We observed that the glyphosate bonding configuration at the surface of Mn oxides significantly impacts subsequent C-N bond cleavage and transformation pathways. A positive strong correlation was identified between SAMPA and the selectivity for mononuclear monodentate (MM) coordination complexes (i.e., SMM, see Text S6 for details) (Figure ). The results indicate that the AMPA transformation pathway may govern by the type of bond glyphosate forms at Mn oxide surfaces over time. In particular, BSA association promoted the formation of MM complexes, which subsequently favored the AMPA pathway. The slopes of the lines in Figure reflect the rate of favorability for selective transformation of glyphosate via the AMPA pathway, with steeper slopes indicating greater favorability. Overall, the formation of AMPA was more favorable at the surface of K-birnessite compared to hausmannite. Additionally, surface modifications, including decreasing pH and the presence of BSA association, further increased the favorability (i.e., steeper slopes) for the AMPA pathway. In contrast, hausmannite exhibited a limited tendency for SAMPA transformation compared to K-birnessite at similar SMM values.