Implication of the disulfide bridge in trypsin inhibitor SFTI-1 in its interaction with serine proteinases - Publikacja - MOST Wiedzy

Wyszukiwarka

Implication of the disulfide bridge in trypsin inhibitor SFTI-1 in its interaction with serine proteinases

Abstrakt

Fourteen monocyclic analogues of trypsin inhibitor SFTI-1 isolated from sunflower seeds were synthesized by the solid-phase method. The purpose of this work was to establish the role of a disulfide bridge present in inhibitor's side chains of Cys3 and Cys11 in association with serine proteinases. This cyclic fragment was replaced by the disulfide bridges formed by L-pencillamine (Pen), homo-L-cysteine (Hcy), N-sulfanylethylglycine (Nhcy) or combination of the three with Cys. As in the substrate specificity the P(1) position of the synthesized analogues Lys, Nlys [N-(4-aminobutyl) glycine], Phe or Nphe (N-benzylglycine) were present, and they were checked for trypsin and chymotrypsin inhibitory activity. The results clearly indicated that Pen and Nhcy were not acceptable at the position 3, yielding inactive analogues, whereas another residue (Cys11) could be substituted without any significant impact on the affinity towards proteinase. On the other hand, elongation of the Cys3 side chain by introduction of Hcy did not affect inhibitory activity, and an analogue with the Hcy-Hcy disulfide bridge was more than twice as effective as the reference compound ([Phe(5)] SFTI-1) in inhibition of bovine alpha-chymotrypsin. (C) 2010 Elsevier Ltd. All rights reserved.

Cytowania

9
CrossRef
8
Web of Science
9
Scopus

Anna Łęgowska, Dawid Dębowski, Łukajtis Rafał, Magdalena Wysocka, Cezary Czaplewski, Adam Lesner, Krzysztof Rolka. (2010). Implication of the disulfide bridge in trypsin inhibitor SFTI-1 in its interaction with serine proteinases, 18(23), 8188-8193. https://doi.org/10.1016/j.bmc.2010.10.014

Autorzy

  • Zdjęcie

    Anna Łęgowska

  • Zdjęcie

    Dawid Dębowski

  • Zdjęcie

    Łukajtis Rafał

  • Zdjęcie

    Magdalena Wysocka

  • Zdjęcie

    Cezary Czaplewski Dr hab.

  • Zdjęcie

    Adam Lesner

  • Zdjęcie

    Krzysztof Rolka

Informacje szczegółowe

Kategoria:
Publikacja w czasopiśmie
Typ:
artykuł w czasopiśmie wyróżnionym w JCR
Opublikowano w:
BIOORGANIC & MEDICINAL CHEMISTRY nr 18, wydanie 23, strony 8188 - 8193,
ISSN: 0968-0896
Język:
angielski
Rok wydania:
2010
Opis bibliograficzny:
Łęgowska A., Dębowski D., Rafał Ł., Wysocka M., Czaplewski C., Lesner A., Rolka K.: Implication of the disulfide bridge in trypsin inhibitor SFTI-1 in its interaction with serine proteinases// BIOORGANIC & MEDICINAL CHEMISTRY. -Vol. 18, iss. 23 (2010), s.8188-8193

wyświetlono 9 razy

Meta Tagi