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Synthesis and properties of L-cysteinyl-L-cysteine disulfides

✍ Scribed by Sante Capasso; Lelio Mazzarella; Teodorico Tancredi; Adriana Zagari

Publisher
Wiley (John Wiley & Sons)
Year
1984
Tongue
English
Weight
615 KB
Volume
23
Category
Article
ISSN
0006-3525

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✦ Synopsis

Oligomeric cyclic disulfides, obtained by mild oxidation of the fully protected dipeptide L-cysteinyl-L-cysteine, have been isolated by gel and thin-layer chromatography. Polymeric material was recycled by a thiol-disulfide exchange-reaction performed a t basic pH. Spectroscopic investigations of the monomer and the two dimers indicate that conformers characterized by dihedral angles about the s-S bond close to f90" are preferred. Moreover, chiroptical and 'H-nmr data for these compounds suggest higher mobility for the two dimers. The antiparallel dimeric disulfide can be considered a model compound for the hinge region formed a t the subunit interface of the bovine seminal ribonuclease, a dimeric enzyme showing a complex kinetic behavior.

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