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Titolo:
Construction of peptides with nucleobase amino acids: Design and synthesisof the nucleobase-conjugated peptides derived from HIV-1 Rev and their binding properties to HIV-1 RRE RNA
Autore:
Takahashi, T; Hamasaki, K; Ueno, A; Mihara, H;
Indirizzi:
Tokyo Inst Technol, Grad Sch Biosci & Biotechnol, Dept Bioengn, Midori Ku,Yokohama, Kanagawa 2268501, Japan Tokyo Inst Technol Yokohama Kanagawa Japan 2268501 anagawa 2268501, Japan Tokyo Inst Technol, Japan Sci & Technol Corp, PRESTO, Midori Ku, Yokohama,Kanagawa 2268501, Japan Tokyo Inst Technol Yokohama Kanagawa Japan 2268501anagawa 2268501, Japan
Titolo Testata:
BIOORGANIC & MEDICINAL CHEMISTRY
fascicolo: 4, volume: 9, anno: 2001,
pagine: 991 - 1000
SICI:
0968-0896(200104)9:4<991:COPWNA>2.0.ZU;2-W
Fonte:
ISI
Lingua:
ENG
Soggetto:
VIRAL MESSENGER-RNA; ALPHA-HELIX; NUCLEIC-ACIDS; MAJOR GROOVE; IIB RNA; RECOGNITION; COMPLEX; PROTEIN; STABILITY; MODEL;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Citazioni:
32
Recensione:
Indirizzi per estratti:
Indirizzo: Mihara, H Tokyo Inst Technol, Grad Sch Biosci & Biotechnol, Dept Bioengn, Midori Ku,Yokohama, Kanagawa 2268501, Japan Tokyo Inst Technol Yokohama Kanagawa Japan 2268501 68501, Japan
Citazione:
T. Takahashi et al., "Construction of peptides with nucleobase amino acids: Design and synthesisof the nucleobase-conjugated peptides derived from HIV-1 Rev and their binding properties to HIV-1 RRE RNA", BIO MED CH, 9(4), 2001, pp. 991-1000

Abstract

sIn order to develop a novel molecule that recognizes a specific structureof RNA. we have attempted to design peptides having L-alpha -amino acids with a nucleobase at the side chain (nucleobase amino acid (NBA)). expectingthat the function of a nucleobase which can specifically recognize a base in RNA is regulated in a peptide conformation. In this study. to demonstrate the applicability of the NEA units in the peptide to RNA recognition, we designed and synthesized a variety; of NBA-conjugated peptides derived fromHIV-1 Rev. Circular dichroism study revealed that the conjugation of the Rev peptide with an NEA unit did not disturb the peptide conformation. RNA-binding affinities of the designed peptides with RRE 11B RNA were dependent on the structure of the nucleobase moieties in the peptides. The peptide having the cytosine NEA at the position of the Asn40 site in the Rev showed ahigher binding ability for RRE IIB RNA. despite the diminishing the Asn40 function. Furthermore. the peptide having the guanine NEA at the position of the Arg44 sits, which is the most important residue for the RNA binding in the Rev. bound to RRE IIB RNA in an ability similar to Rev(34-50) with native sequence. These results demonstrate that an appropriate NEA unit in the peptide plays an important role in the RNA binding with a specific contact such as hydrogen bonding, and the interaction between the nucleobase in the peptide and the base in the RNA can enhance the RNA-binding affinity andspecificity. (C) 2001 Elsevier Science Ltd. All rights reserved.

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Documento generato il 12/07/20 alle ore 06:35:48