. Author manuscript; available in PMC: 2021 Dec 4.

Published in final edited form as: ACS Catal. 2020 Nov 16;10(23):13932–13945. doi: 10.1021/acscatal.0c03764

Table 3:

Comparison of natural charges of O_nuc and O_lg in the phosphoryl transfer transition state for phosphate and phosphonate in water and PP1.

	pK_a	Phosphate-Nuc_H₂O		Phosphonate-Nuc_H₂O		Phosphate-Nuc_OH⁻		Phosphonate-Nuc_OH⁻		PP1-Phosphate		PP1-Phosphonate

Substrate	LG pK_a	O_nuc	O_lg	O_nuc	O_lg	O_nuc	O_lg	O_nuc	O_lg	O_nuc	O_lg	O_nuc	O_lg

pNPP/pNPMP	7.0	−1.00	−0.76	−1.03	−0.79	−1.09	−0.76	−1.10	−0.82	−1.01	−0.82	−1.01	−0.83
pCNPP/pCNPMP	8.0	−0.99	−0.78	−1.03	−0.81	−1.09	−0.77	−1.09	−0.83	−1.01	−0.83	−1.01	−0.83
mCNPP/mCNPMP	8.6	−0.99	−0.79	−1.04	−0.82	−1.09	−0.79	−1.09	−0.84	−1.01	−0.83	−1.00	−0.84
mCLPP/mCLPMP	8.8	−0.99	−0.80	−1.04	−0.82	−1.08	−0.79	−1.09	−0.84	−1.01	−0.83	−1.00	−0.84
pCLPP/pCLPMP	9.3	−1.00	−0.80	−1.04	−0.82	−1.08	−0.79	−1.09	−0.84	−1.01	−0.84	−1.00	−0.84
PP/PMP	10.0	−1.00	−0.81	−1.04	−0.83	−1.08	−0.80	−1.09	−0.84	−1.00	−0.84	−1.00	−0.84
pMPP/pMPMP	10.2	−1.00	−0.81	−1.04	−0.83	−1.08	−0.80	−1.09	−0.84	−1.00	−0.84	−1.00	−0.84