Electronic and vibrational optical activity of several peptides related to neurohypophyseal hormones: disulfide group conformation.
Electronic and vibrational optical activity of the set of neurohypophyseal hormones and their analogs was investigated to clarify the S-S bond solution conformation. The selected compounds include oxytocin (I), lysine vasopressin (II), arginine vasopressin (III), and their analogs (IV-IX), differing widely in their pharmacological properties. We have extended the already known electronic circular dichroism data by new information provided by vibrational circular dichroism (VCD) and Raman optical activity (ROA). The use of VCD brought additional details on three-dimensional structure of the chain reversal in the ring moiety and on its left handedness. Furthermore, Raman scattering and ROA allowed us to deduce the sense of the disulfide bond torsion.
Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Czech Republic. pazderkova@karlov.mff.cuni.cz
Markéta
M
Pazderková
Lucie
L
Bednárová
Helena
H
Dlouhá
Martin
M
Flegel
Michal
M
Lebl
Jan
J
Hlaváček
Vladimír
V
Setnička
Marie
M
Urbanová
Sixtus
S
Hynie
Věra
V
Klenerová
Vladimír
V
Baumruk
Petr
P
Maloň
D001127:Arginine Vasopressin / Q000031:analogs & derivatives*; D002942:Circular Dichroism; D004220:Disulfides / Q000737:chemistry*; D004583:Electrons; D008236:Lypressin / Q000031:analogs & derivatives*; D008968:Molecular Conformation; D009904:Optical Rotation; D010121:Oxytocin / Q000031:analogs & derivatives*; D013059:Spectrum Analysis, Raman; D013237:Stereoisomerism; D054159:Torsion, Mechanical; D014732:Vibration
D004220:Disulfides; D001127:Arginine Vasopressin; D010121:Oxytocin; D008236:Lypressin