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 5

13C NMR spectral data of H2Tyr-Ala (recorded in D2O) [38] and of di- and triorganotin(IV) tyrosylalaninatesa (recorded in CD3OD).
Compoundδ (ppm)b
H2Tyr-AlaC-1: 176.2; C-2: 51.5; C-3: 17.2; C-5: 175.0; C-6: 57.3; C-7: 37.5; C-8: nb; C-9,13: 130.5; C-10,12: 117.5; C-11: 156.3.
Me2Sn(Tyr-Ala)C-1: 181.1, 179.8; C-2: 53.3, 51.6; C-3: 19.8, 19.4; C-5: 175.3, 176.0; C-6: 56.9, 57.7; C-7: 38.7, 41.0; C-8: 131.8, 131.4; C-9,13: 126.9, 129.1; C-10,12: 117.2, 116.5; C-11: 159.1, 157.7; C-α: 0.12, 0.03.
n-Bu2Sn(Tyr-Ala)C-1: 181.4, 179.8; C-2: 53.53, 51.76; C-3: 19.66, 19.47; C-5: 175.6, 176.0; C-6: 56.76, 57.74; C-7: 38.63, 41.10; C-8: 131.9, 131.4; C-9,13: 125.3, 128.5; C-10,12: 117.8, 116.9; C-11: 160.8; C-α: 21.0, 20.72; C-β: 28.24; C-γ: 27.53, 27.61; C-δ: 13.92.
n-Oct2Sn(Tyr-Ala)C-1: 181.2; C-2: 53.5; C-3: 19.7; C-5: 175.4; C-6: 56.8; C-7: 38.6; C-8: 131.9; C-9,13: 127.2; C-10,12: 116.8; C-11: 158.1; C-octyl group: 34.73, 34.58, 32.99, 30.32, 30.21, 30.08, 26.07, 23.69, 21.31, 20.96, 14.45.
Ph2Sn(Tyr-Ala)C-1: 180.9, 179.6; C-2: 53.32, 51.59; C-3: 19.75, 19.35; C-5: 175.1, 175.6; C-6: 57.02, 57.56; C-7: 38.21, 40.90; C-8: 131.9, 131.5; C-9,13: 129.7, 129.3; C-10,12: 116.4, 117.0; C-11: 158.1; C-α: 141.1; C-β: 137.3 [2J(13C- 119Sn) = 90 Hz]; C-γ: 126.9; C-δ: 130.6, 130.4, 130.3.
Me3Sn(HTyr-Ala)C-1: 179.1; C-2: 51.1; C-3: 18.9; C-5: 174.5; C-6: 57.1; C-7: 40.4; C-8: 131.5; C-9,13: 128.6; C-10,12: 116.6; C-11: 157.7; C-α: −2.0 [1J(13C- 119/117Sn) = 450 Hz]. ∠Me–Sn–Mec = 116.23°.
Ph3Sn(HTyr-Ala)C-1: 178.9; C-2: 51.2 (51.7); C-3: 19.0 (20.5); C-5: 174.1; C-6: 57.1 (57.5); C-7: 40.2 (39.5); C-8: 131.5 (132.7); C-9,13: 128.5; C-10,12: 116.6; C-11: nb; C-α: 141.6; C-β: 137.5 [3J(13C- 119Sn) = 45 Hz]; C-γ: 129.7 [4J(13C- 119Sn) = 135 Hz]; C-δ: 130.5.
aSpectrum recorded on the Bruker DRX 300 MHz, FTNMR spectrometer. bWeak signals are written in parenthesis; nb: not observed. c∠Me–Sn–Me calculated by the Lockhart and Manders equation [39]; | 1 J | = 11.4 θ −875. 517837.tab.005