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A high field proton magnetic resonance study of the solution conformation of thromboxane B2

Kotovych, George ; Aarts, Gerdy H. M

Canadian journal of chemistry, 1980-06-01, Vol.58 (11), p.1111-1117 [Periódico revisado por pares]

Ottawa, Canada: NRC Research Press

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  • Título:
    A high field proton magnetic resonance study of the solution conformation of thromboxane B2
  • Autor: Kotovych, George ; Aarts, Gerdy H. M
  • É parte de: Canadian journal of chemistry, 1980-06-01, Vol.58 (11), p.1111-1117
  • Descrição: The solution conformation of thromboxane B 2 (TXB 2 ) has been studied using high-field nuclear magnetic resonance techniques. In CDCl 3 , both anomers are present in solution with 76% 11α-OH TXB 2 and 24% 11β-OH TXB 2 . In CD 3 OD, the predominant anomer is 11β-OH TXB 2 (80%) while the concentration of 11α-OH TXB 2 is 20%. The proton resonances were assigned at 400 MHz using double resonance techniques. The analysis of the vicinal coupling constants indicates that the six-membered ring is present in solution in a chair conformation with both of the aliphatic side chains equatorial. Proton longitudinal relaxation times were measured at 25 °C in CDCl 3 for H-2, H-11β, H-12, H-13, H-14, and H-17 to H-19, both at 200 MHz and at 400 MHz. From the frequency dependence of these dipolar relaxation times, the rotational correlation times were evaluated. Within experimental error, all of the values are similar in magnitude (~ 2.0 × 10 −10  s) indicating that this is the molecular rotational correlation time.
  • Editor: Ottawa, Canada: NRC Research Press
  • Idioma: Inglês

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