International Scholarly Research Notices

Research Article

New Di- and Triorganotin(IV) Tyrosylalaninates as Models for Metal—Protein Interactions: Synthesis, Structural Characterization, and Potentiometric Studies of Tyrosylalanine, Glycyltyrosine, and Glycylisoleucine with Di- and Trimethyltin(IV) Moieties in Aqueous Medium

Table 4

1H NMR spectral data of H2Tyr-Ala (recorded in D2O) [38] and of di- and triorganotin(IV) tyrosylalaninatesa (recorded in CD3OD).
Compoundδ (ppm)
H2Tyr-Ala3.78 (q, 1H, 7.25 Hz, H-2); 1.49 (d, 3H, 7.5 Hz, H-3); 3.93 (dd, 1H, 5.7, 8.2 Hz, H-6); 3.17b (d, 2H, H-7); 7.19 (d, 2H, 8.9 Hz, H-9,13); 6.88 (d, 2H, H-10,12).
Me2Sn(Tyr-Ala)4.19 (q, 1H, 6.6 Hz, H-2); 1.37/(1.33) (d, 3H, 6.9 Hz, H-3); 3.74 (dd, 1H, 4.5, 4.8 Hz, H-6); 3.16-2.73b (m, 2H, H-7); 7.08/(7.05) (d, 2H, 8.4 Hz, H-9,13); 6.75 (d, 2H, 6.3 Hz, H-10,12); 0.69/(0.50) (s, 6H, H-α) [2J(1H- 119Sn) = 76.8/77.4 Hz]. ∠Me–Sn–Mec = 126.99/127.68°.
n-Bu2Sn(Tyr-Ala)4.20b (m, 1H, H-2); 1.73-1.01b (m, 15H, H-3, H-α, H-β and H-γ); 3.70 (t, 1H, 5.4 Hz, H-6)/3.51(dd, 1H, 4.5 Hz, H-6); 3.19-2.64b (mbr, 2H, H-7); 7.03 (d, 2H, 8.1 Hz, H-9,13); 6.71 (br, 2H, H-10,12); 0.90 (t, 6H, 7.2 Hz, H-δ).
n-Oct2Sn(Tyr-Ala)4.19 (q, 1H, 6.9 Hz, H-2); 1.58-0.87b (m, 37H, H-3 and CH2CH2CH2CH2CH2CH2CH2CH3); 3.69 (t, 1H, 5.4 Hz, H-6); 3.18-3.01b (m, 2H, H-7); 7.08 (d, 2H, 8.4 Hz, H-9,13); 6.77 (d, 2H, 8.1 Hz, H-10,12).
Ph2Sn(Tyr-Ala)4.37/(4.21) (q, 1H, 6.9 Hz, H-2); 1.44/(1.32) (d, 3H, 6.9 Hz, H-3); 3.79/3.53 (t, 1H, 5.4 Hz, H-6); 3.19-2.66b (m, 2H, H-7); 7.03 (dd, 2H, 9.0 Hz, H-9,13); 6.72 (d, 2H, 7.2 Hz, H-10,12); 7.79 (d, 4H, 6.3 Hz, H-o) [3J(1H- 119/117Sn) = 67/52 Hz]; 7.46 (m, 6H, H-m + p).
Me3Sn(HTyr-Ala)4.21 (q, 1H, 6.0 Hz, H-2); 1.32 (d, 3H, 6.0 Hz, H-3); 3.63 (t, 1H, 6.0 Hz, H-6); 3.01 (dd, 2H, 6.0 Hz, H-7)/2.74 (dd, 2H, 9.0 Hz, H-7); 7.06 (d, 2H, 8.1 Hz, H-9,13); 6.72 (d, 2H, 8.4 Hz, H-10,12); 0.47 (s, 9H, H-α) [2J(1H- 119Sn) = 66 Hz]. ∠Me–Sn–Mec = 116.41°.
Ph3Sn(HTyr-Ala)4.22 (q, 1H, 7.2 Hz, H-2); 1.27 (d, 3H, 7.2 Hz, H-3); 3.60 (dd, 1H, 2.7 Hz, H-6); 2.97 (dd, 2H, 4.5 Hz, H-7)/2.67(dd, 2H, 8.4 Hz, H-7); 7.01 (d, 2H, 7.8 Hz, H-9,13); 6.71 (d, 2H, 8.4 Hz, H-10,12); 7.80 (d, 6H, 6.0 Hz, H-β) [3J(1H- 119/117Sn) = 68/56 Hz]; 7.48-7.41 (m, 6H, H-γ, H-δ)b.
as, singlet; d: doublet; dd: double doublet; t: triplet; q: quartet; m: multiplet; br: broad; weak or nonprominent signals are written in parenthesis.bStrongly overlapping multiplets c∠Me–Sn–Me = 0.0161 | 2 J | 2 −1.32 | 2 J | + 133.4; the Lockhart and Manders equation [39]. 517837.tab.004