N-hydroxyurea as zinc binding group in matrix metalloproteinase inhibition: Mode of binding in a complex with MMP-8

Campestre C, Agamennone M, Tortorella P, Preziuso S, Biasone A, Gavuzzo E, Pochetti G, Mazza F, Hiller O, Tschesche H, Consalvi V, et al. (2006)
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS 16(1): 20-24.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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DOI
Autor*in
Campestre, C; Agamennone, M; Tortorella, P; Preziuso, S; Biasone, A; Gavuzzo, E; Pochetti, G; Mazza, F; Hiller, O; Tschesche, HaraldUniBi; Consalvi, V; Gallina, C
Alle
Einrichtung
Fakultät für Chemie > Biochemie I
Abstract / Bemerkung
The first crystallographic structure of an N-hydroxyurea inhibitor bound into the active site of a matrix metalloproteinase is reported. The ligand and three other analogues were prepared and studied as inhibitors of MMP-2, MMP-3, and MMP-8. The crystal structure of the complex with MMP-8 shows that the N-hydroxyurea, contrary to the analogous hydroxamate, binds the catalytic zinc ion in a monodentate rather than bidentate mode and with high out-of-plane distortion of the amide bonds. (c) 2005 Elsevier Ltd. All rights reserved.
Stichworte
N-hydroxyurea mode of binding; N-hydroxyurea inhibitors; X-ray crystal structure; molecular modeling; MMPs inhibitors; zinc binding groups
Erscheinungsjahr
2006
Zeitschriftentitel
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Band
16
Ausgabe
1
Seite(n)
20-24
ISSN
0960-894X
Page URI
https://pub.uni-bielefeld.de/record/1601428

Zitieren

Campestre C, Agamennone M, Tortorella P, et al. N-hydroxyurea as zinc binding group in matrix metalloproteinase inhibition: Mode of binding in a complex with MMP-8. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS. 2006;16(1):20-24.
Campestre, C., Agamennone, M., Tortorella, P., Preziuso, S., Biasone, A., Gavuzzo, E., Pochetti, G., et al. (2006). N-hydroxyurea as zinc binding group in matrix metalloproteinase inhibition: Mode of binding in a complex with MMP-8. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 16(1), 20-24. https://doi.org/10.1016/j.bmcl.2005.09.057
Campestre, C, Agamennone, M, Tortorella, P, Preziuso, S, Biasone, A, Gavuzzo, E, Pochetti, G, et al. 2006. “N-hydroxyurea as zinc binding group in matrix metalloproteinase inhibition: Mode of binding in a complex with MMP-8”. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS 16 (1): 20-24.
Campestre, C., Agamennone, M., Tortorella, P., Preziuso, S., Biasone, A., Gavuzzo, E., Pochetti, G., Mazza, F., Hiller, O., Tschesche, H., et al. (2006). N-hydroxyurea as zinc binding group in matrix metalloproteinase inhibition: Mode of binding in a complex with MMP-8. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS 16, 20-24.
Campestre, C., et al., 2006. N-hydroxyurea as zinc binding group in matrix metalloproteinase inhibition: Mode of binding in a complex with MMP-8. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 16(1), p 20-24.
C. Campestre, et al., “N-hydroxyurea as zinc binding group in matrix metalloproteinase inhibition: Mode of binding in a complex with MMP-8”, BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol. 16, 2006, pp. 20-24.
Campestre, C., Agamennone, M., Tortorella, P., Preziuso, S., Biasone, A., Gavuzzo, E., Pochetti, G., Mazza, F., Hiller, O., Tschesche, H., Consalvi, V., Gallina, C.: N-hydroxyurea as zinc binding group in matrix metalloproteinase inhibition: Mode of binding in a complex with MMP-8. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS. 16, 20-24 (2006).
Campestre, C, Agamennone, M, Tortorella, P, Preziuso, S, Biasone, A, Gavuzzo, E, Pochetti, G, Mazza, F, Hiller, O, Tschesche, Harald, Consalvi, V, and Gallina, C. “N-hydroxyurea as zinc binding group in matrix metalloproteinase inhibition: Mode of binding in a complex with MMP-8”. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS 16.1 (2006): 20-24.

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