A systematic structural analysis of Afc (9-amino-fluorene-9-carboxylic acid) containing peptides is here reported. The crystal structures of four fully protected tripeptides containing the Afc residue in position 2: Z–X1–Afc2–Y3–OMe (peptide a: X = Y = Gly; peptide b: X = Aib, Cα,α-dimethylglycine, Y = Gly; peptide c: X = Gly, Y = Aib; peptide d: X = Y = Aib) have been solved by x-ray crystallography. All the results suggest that the Afc residue has a high propensity to assume an extended conformation. In fact, the Afc residue adopts an extended conformation in three peptides examined in this paper (peptides a–c). In contrast, Afc was found in a folded conformation, in the 310-helical region, only in the peptide d, in which it is both preceded and followed by the strong helix promoting Aib.

The Crystal Structure of Afc containing Peptides / Lombardi, Angelina; DE SIMONE, G.; Galdiero, Stefania; Nastri, Flavia; DI COSTANZO, L.; Makihira, K.; Yamada, T.; Pavone, Vincenzo. - In: BIOPOLYMERS. - ISSN 0006-3525. - STAMPA. - 53:2(2000), pp. 150-160. [10.1002/(SICI)1097-0282]

The Crystal Structure of Afc containing Peptides

LOMBARDI, ANGELINA;GALDIERO, STEFANIA;NASTRI, FLAVIA;L. DI COSTANZO;PAVONE, VINCENZO
2000

Abstract

A systematic structural analysis of Afc (9-amino-fluorene-9-carboxylic acid) containing peptides is here reported. The crystal structures of four fully protected tripeptides containing the Afc residue in position 2: Z–X1–Afc2–Y3–OMe (peptide a: X = Y = Gly; peptide b: X = Aib, Cα,α-dimethylglycine, Y = Gly; peptide c: X = Gly, Y = Aib; peptide d: X = Y = Aib) have been solved by x-ray crystallography. All the results suggest that the Afc residue has a high propensity to assume an extended conformation. In fact, the Afc residue adopts an extended conformation in three peptides examined in this paper (peptides a–c). In contrast, Afc was found in a folded conformation, in the 310-helical region, only in the peptide d, in which it is both preceded and followed by the strong helix promoting Aib.
2000
The Crystal Structure of Afc containing Peptides / Lombardi, Angelina; DE SIMONE, G.; Galdiero, Stefania; Nastri, Flavia; DI COSTANZO, L.; Makihira, K.; Yamada, T.; Pavone, Vincenzo. - In: BIOPOLYMERS. - ISSN 0006-3525. - STAMPA. - 53:2(2000), pp. 150-160. [10.1002/(SICI)1097-0282]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11588/147726
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