D-amino acids are present in some peptides from amphibian skin. These residues are derived from the corresponding L-amino acids present in the respective precursors. From skin secretions of Bombinae, we have isolated an enzyme that catalyzes the isomerization of an L-Ile in position 2 of a model peptide to D-allo-Ile. In the course of this reaction, which proceeds without the addition of a cofactor, radioactivity from tritiated water is incorporated into the second position of the product. The amino acid sequence of this isomerase could be deduced from cloned cDNA and genomic DNA. After expression of this cDNA in oocytes of Xenopus laevis, isomerase activity could be detected. Polypeptides related to the frog skin enzyme are present in several vertebrate species, including humans.

Biosynthesis of a D-amino acid in peptide linkage by an enzyme from frog skin secretions / A., Jilek; C., Mollay; C., Tippelt; J., Grassi; Mignogna, Giuseppina; J., Mullegger; V., Sander; C., Fehrer; Barra, Donatella; G., Kreil. - In: PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA. - ISSN 0027-8424. - 102:12(2005), pp. 4235-4239. [10.1073/pnas.0500789102]

Biosynthesis of a D-amino acid in peptide linkage by an enzyme from frog skin secretions

MIGNOGNA, Giuseppina;BARRA, Donatella;
2005

Abstract

D-amino acids are present in some peptides from amphibian skin. These residues are derived from the corresponding L-amino acids present in the respective precursors. From skin secretions of Bombinae, we have isolated an enzyme that catalyzes the isomerization of an L-Ile in position 2 of a model peptide to D-allo-Ile. In the course of this reaction, which proceeds without the addition of a cofactor, radioactivity from tritiated water is incorporated into the second position of the product. The amino acid sequence of this isomerase could be deduced from cloned cDNA and genomic DNA. After expression of this cDNA in oocytes of Xenopus laevis, isomerase activity could be detected. Polypeptides related to the frog skin enzyme are present in several vertebrate species, including humans.
2005
amphibia; bombinin h; chirality; isomerase
01 Pubblicazione su rivista::01a Articolo in rivista
Biosynthesis of a D-amino acid in peptide linkage by an enzyme from frog skin secretions / A., Jilek; C., Mollay; C., Tippelt; J., Grassi; Mignogna, Giuseppina; J., Mullegger; V., Sander; C., Fehrer; Barra, Donatella; G., Kreil. - In: PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA. - ISSN 0027-8424. - 102:12(2005), pp. 4235-4239. [10.1073/pnas.0500789102]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/236984
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