Supplementary MaterialsSupp Data. styles of artificial scramblases should concentrate on constructions that are even more amphiphilic, a structural feature that’s expected to boost plasma membrane home period. (12.5 M)(2 mol%)(2 mol%)the crude product was purified by column chromatography on silica gel using ethyl acetate/hexanes gradient elution (60 – 100 vol% EtOAc). Urea (1) Based on the general treatment item 1 was acquired like a colorless solid (34.5 mg, 62%); 1H-NMR (CDCl3, TMS, BAY 80-6946 manufacturer 300 MHz) 2.34 (s, 6H), 2.43 (br m, 6H), 2.90 (br m, 4 H), 3.21 (br m, 2H), 6.00 (unresolved t, 1H), 6.29 (unresolved t, 2H), 6.96 (t, J = 7.4 Hz, 1H), 7.20 (d, J = 8.0 Hz, 4H), 7.23 (m, 2H), 7.40 (d, J = 7.6 Hz, 2H), 7.57 (br s, 1H), 7.74 (d, J = 8.3 Hz, 4H); 13C-NMR (CDCl3, TMS, 75 MHz) 21.5, 37.5, 41.1, 53.7, 119.2, 122.4, 127.0, 128.9, 129.8, 136.5, 139.6, 143.5, 156.3; TLC (9:1 EtOAc:acetone) Rf = 0.47. Urea (2) Based on the general treatment item 2 was acquired BAY 80-6946 manufacturer as yellowish solid (38.4 mg, 34%); 1H-NMR (CDCl3, TMS, 300 MHz) 2.36 (s, 6H), 2.56 (br m, 6H), 3.01 (br m, 4H), 3.26 (br m, 2H), 6.19 (unresolved t, 2H), 6.26 (unresolved t, 1H), 7.22 (d, J = 8.2Hz, 4H), 7.57 (d, J = 9.2Hz, 2H), 7.72 (d, J = 8.3Hz, 4H), BAY 80-6946 manufacturer 8.06 (d, J = 9.2Hz, 2H), 8.18 (s, 1H); 13C-NMR (CDCl3, TMS, 75 MHz) 21.4, 37.5, 40.9, 53.3, 117.4, 125.0, 126.8, 129.8, 136.2, 141.6, 143.8, 146.2, 155.1; TLC (EtOAc) Rf = 0.57. Urea (3) Based on the general treatment item 3 was acquired like a colorless solid (66.0 mg, 49%); 1H-NMR (CDCl3, TMS, 600 MHz) 2.36 (s, 6H), 2.45 (m, 6H), 2.93 (m, 4H), 3.20 (m, 2H), 5.99 (t, J = 5.0 Hz), 6.22 (unresolved t, 4H), 7.15 (d, J = 8.8 Hz, 2H), 7.20 (d, J = 7.9 Hz, 4H), 7.35 (d, J = 8.8 Hz, 2H), 7.54 (s, 1H), 7.72 (d, J = 8.3 Hz, 4H); 13C-NMR (CDCl3, TMS, GATA3 150 MHz) 21.5, 37.6, 41.2, 53.6, 53.6, 120.1, 126.9, 126.9, 128.7, 129.8, 136.4, 138.3, 143.6, 155.9; TLC (9:1 EtOAc:acetone) Rf = 0.51. Urea (4) Based on the general treatment item 4 was acquired like a colorless solid (85.6 mg, 66%); 1H-NMR (CDCl3, TMS, 600 MHz) 2.34 (s, 6H), 2.39 (m, 6H), 2.87 (m, 4H), 3.17 (m, 2H), 3.74 (s, 3H), 5.91 (unresolved t, 1H), 6.34 (unresolved t, 2H), 6.78 (d, J = 8.9 Hz, 2H), 7.20 (d, J = 8.1 Hz, 4H), 7.28 (d, J = 9.0 Hz, 2H); 7.39 (s, 1H); 7.74 (d, J = 8.2 Hz, 4H); 13C-NMR (CDCl3, TMS, 150 MHz) 21.5, 37.7, 41.1, 53.7, 54.1, 55.5, 114.1, 121.7, 127.0, 129.8, 132.3, 136.6, 143.4, 155.5, 156.9; TLC (9:1 EtOAc:acetone) Rf = 0.49. BAY 80-6946 manufacturer Urea (5) Based on the general treatment item 5 was acquired like a colorless essential oil (84.4 mg, 58%); 1H-NMR (CDCl3, TMS, 300 MHz) 2.35 (s, 6H), 2.50 (m, 6H), 3.24 (m, 2H), 6.07 (t, J = 4.8 Hz, 1H), 6.14 (unresolved t, 2H), 7.19 (d, J = 8.2 Hz), 7.44 (d, J = 8.8 Hz, 2H), 7.53 (d, J = 8.7 Hz, 2H), 7.72 (d, J = 8.2 Hz, 4H), 7.77 (s, 1H); 13C-NMR (CDCl3, TMS, 75 MHz) 21.4, 37.7, 41.1, 53.5, 118.0, 123.54 (q, 2JCF = 32.6Hz), 124.4 (q, 1JCF = 271.2 Hz), 126.0 (q, 3JCF = 3.51), 126.9, 129.8, 136.4, 143.0, 143.7, 155.6; TLC (EtOAc) Rf = 0.46. Urea (6) Based on the general treatment item 6 was obtained as a colorless oil BAY 80-6946 manufacturer (43.7 mg, 66%); 1H-NMR (CDCl3, TMS, 300 MHz) 2.27 (s, 3H), 2.34 (s, 6H), 2.43 (br m, 6H), 2.90 (br m, 4H), 3.19 (br m,.