. 2020 Feb 14;33(3):769–781. doi: 10.1021/acs.chemrestox.9b00389

Table 3. Activation Free Energies Obtained Using the SCRF-PCM Solvation Model for the Alkylation and Acylation Reactions of Methylated Nucleobases with BPL.

	guanine[kcal/mol]				adenine[kcal/mol]				cytosine[kcal/mol]				thymine[kcal/mol]
	alkylation		acylation		alkylation		acylation		alkylation		acylation		alkylation		acylation
method/basis set	ΔG_gas^⧧^a	ΔG_SCRF^⧧^b	ΔG_gas^⧧^c	ΔG_SCRF^⧧^d	ΔG_gas^⧧^a	ΔG_SCRF^⧧^b	ΔG_gas^⧧^c	ΔG_SCRF^⧧^d	ΔG_gas^⧧^a	ΔG_SCRF^⧧^b	ΔG_gas^⧧^c	ΔG_SCRF^⧧^d	ΔG_gas^⧧^a	ΔG_SCRF^⧧^b	ΔG_gas^⧧^c	ΔG_SCRF^⧧^d
AM1	51.86		46.16		51.68		41.41		52.98		39.92		66.96		75.32
PM3	52.17		36.24		54.29		35.91		56.03		35.68		94.60		96.20
HF/6-31 G(d)	45.10	25.30	59.20	48.20	47.14	29.62	53.77	49.38	49.18	27.74	55.28	48.75	71.71	47.52	104.01	87.60
HF/6-31+ G(d,p)	42.72	22.06	58.24	46.37	44.72	26.42	52.99	48.45	46.84	24.53	54.85	48.03	66.91	41.82	100.53	82.47
HF/6-311++ G(d,p)	43.31	22.45	58.65	47.11	45.12	26.98	53.23	48.66	47.11	25.15	54.88	48.60	67.16	42.61	100.17	82.46
MP2/6-31 G(d)	44.12	19.81	57.67	38.20	46.75	25.68	52.54	28.88	49.74	24.47	57.25	28.30	72.23	42.32	108.61	69.14
MP2/6-31+ G(d,p)	42.08	15.49	55.40	33.30	44.10	21.53	50.96	26.91	47.29	20.08	55.73	25.63	66.98	34.91	104.82	62.22
MP2/6-311++ G(d,p)	42.81	21.96	54.62	38.83	44.23	23.16	51.84	27.47	47.88	21.76	56.35	25.88	67.61	35.84	104.66	61.78
M06-2X/6-31 G(d)	42.63	25.65	48.29	38.86	42.26	26.98	32.79	29.57	45.74	26.76	34.56	29.97	64.34	43.51	80.98	70.64
M06-2X/6-31+ G(d,p)	39.98	20.36	46.86	36.17	39.28	23.54	31.60	28.05	42.94	23.18	33.75	28.65	59.54	37.96	78.45	67.24
M06-2X/6-311++ G(d,p)	40.14	20.75	47.32	36.44	39.08	23.33	32.30	28.69	42.58	23.08	33.91	29.46	59.58	38.34	78.64	67.19
mPWPW91 6-31 G(d)	40.53	22.01	48.08	38.89	41.10	25.60	33.93	30.39	44.15	24.69	37.47	31.56	64.52	44.77	85.50	76.22
mPWPW91/6-31+ G(d,p)	38.06	18.99	46.67	36.50	38.43	22.53	32.75	29.25	41.65	21.44	36.42	30.20	59.89	39.33	82.85	72.73
mPWPW91/6-311++ G(d,p)	38.20	19.22	46.67	36.36	38.27	22.53	33.39	29.88	41.37	21.43	36.45	30.51	59.76	39.61	82.62	72.30

Gas-phase activation energy of alkylation.

Activation free energy of alkylation of specific methylated nucleobase with BPL obtained by the SCRF-PCM method.

Gas-phase activation energy of acylation.

Activation free energy of acylation of specific methylated nucleobase with BPL obtained by the SCRF-PCM method.