Fliplike motion in the thalidomide dimer: Conformational analysis of (R)-thalidomide using vibrational circular dichroism spectroscopy.
The dynamic fliplike motion in the (R)-thalidomide dimer has been reported for the first time. The vibrational circular dichroism (VCD) spectrum of (R)-thalidomide in DMSO-d6 indicates the characteristic nu(CO) bands with opposite signs and reflects the structural property of the equatorial configuration of the phthalimide ring. On the other hand, the VCD spectrum of (R)-thalidomide in CDCl3 exhibits a different pattern of nu(CO) bands and suggests the fliplike motion in dimer forms. This novel insight for the dimer forms would be helpful for the understanding of the structure-activity relationship for thalidomide.
Izumi
Hiroshi
H
National Institute of Advanced Industrial Science and Technology (AIST), AIST Tsukuba West, 16-1 Onogawa, Tsukuba, Ibaraki 305-8569, Japan. izumi.h@aist.go.jp
Futamura
Shigeru
S
Tokita
Nakako
N
Hamada
Yoshiaki
Y
D002942:Circular Dichroism; D019281:Dimerization; D008958:Models, Molecular; D008968:Molecular Conformation; D013792:Thalidomide / Q000737:chemistry*; D014732:Vibration
D013792:Thalidomide