Electronic and vibrational optical activity of several peptides related to neurohypophyseal hormones: disulfide group conformation.

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Czech Republic. pazderkova@karlov.mff.cuni.cz

Biopolymers 2012 Nov

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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. Copyright © 2012 Wiley Periodicals, Inc.

Citation

Markéta Pazderková, Lucie Bednárová, Helena Dlouhá, Martin Flegel, Michal Lebl, Jan Hlaváček, Vladimír Setnička, Marie Urbanová, Sixtus Hynie, Věra Klenerová, Vladimír Baumruk, Petr Maloň. Electronic and vibrational optical activity of several peptides related to neurohypophyseal hormones: disulfide group conformation. Biopolymers. 2012 Nov;97(11):923-32