Preparation and Applications of Peptide−Oligonucleotide Conjugates

Tung, Ching–Hsuan; Stein, Stanley J.

doi:10.1021/bc0000334

Cited by 158 publications

(137 citation statements)

References 108 publications

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“…The (MeO) 2 Tr group was removed with acetic acid and the resulting product was repurified. Analysis of the purified product by polyacrylamide gel electrophoresis show a broad band with less mobility than the corresponding 40 mer as described for other oligonucleotide-peptide conjugates [1,27]. Melting experiments performed with duplexes of oligonucleotide 3 with their complementary oligonucleotide gave the same melting temperatures when compared with their linear analogues ( Table 3).…”

mentioning

confidence: 57%

“…They are produced to transfer some of the biological or/and biophysical properties of peptides to synthetic oligonucleotides [1] [2]. For example, the introduction of peptides into oligonucleotide sequences resulted in the introduction of a higher number of multiple nonradioactive labels [3], in improving cellular uptake of antisense oligonucleotides [4], in improving binding to DNA [5] [6], RNA [7] and proteins [8], and in the preparation of sequence-specific artificial nucleases [9].…”

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confidence: 99%

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Synthesis of OligonucleotidePeptide Conjugates Carrying the c‐myc Peptide Epitope as Recognition System

Frieden¹,

Aviñó²,

Tarrasón³

et al. 2004

Chemistry & Biodiversity

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Oligonucleotidepeptide conjugates 1–3 were prepared by sequential addition of the appropriate Boc‐protected amino acids, followed by nucleoside phosphoramidites in the same support. These molecules are designed to be used for triplex formation and for the directed assembly of nanomaterials. The structures of the desired oligonucleotidepeptide conjugates were confirmed by mass spectrometry on small oligonucleotidepeptide conjugates, by gel electrophoresis, and by hybridization with complementary oligonucleotides. Oligonucleotides carrying the c‐myc peptide were specifically recognized by the anti‐c‐myc monoclonal antibody.

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mentioning

confidence: 57%

mentioning

confidence: 99%

Synthesis of OligonucleotidePeptide Conjugates Carrying the c‐myc Peptide Epitope as Recognition System

Frieden¹,

Aviñó²,

Tarrasón³

et al. 2004

Chemistry & Biodiversity

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“…We successfully constructed the antibody-antisense oligomer conjugate using streptavidin as linker. (2). We demonstrated the overexpression of RhoC mRNA in SUM-149 and 190 cells in culture.…”

Section: Key Research Accomplishmentsmentioning

confidence: 70%

Improving Breast Cancer Diagnosis by Antisense Targeting

Wang¹

2007

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Public reporting burden for this collection of information is estimated to average 1 hour per response, including the time for reviewing instructions, searching existing data sources, gathering and maintaining the data needed, and completing and reviewing this collection of information. Send comments regarding this burden estimate or any other aspect of this collection of information, including suggestions for reducing this burden to Department of Defense, Washington Headquarters Services, Directorate for Information Operations and Reports (0704-0188), 1215 Jefferson Davis Highway, Suite 1204, Arlington, VA 22202-4302. Respondents should be aware that notwithstanding any other provision of law, no person shall be subject to any penalty for failing to comply with a collection of information if it does not display a currently valid OMB control number. PLEASE DO NOT RETURN YOUR FORM TO THE ABOVE ADDRESS. REPORT DATE (DD-MM-YYYY) 1-08-20072. REPORT TYPE Annual DATES COVERED (From -To PERFORMING ORGANIZATION NAME(S) AND ADDRESS(ES) 8. PERFORMING ORGANIZATION REPORT NUMBER University of Massachusetts Medical SchoolWorcester, MA 01655 SPONSORING / MONITORING AGENCY NAME(S) AND ADDRESS(ES) 10. SPONSOR/MONITOR'S ACRONYM(S) U.S. Army Medical Research and Materiel Command Fort Detrick, Maryland 21702-5012 SPONSOR/MONITOR'S REPORT NUMBER(S) DISTRIBUTION / AVAILABILITY STATEMENTApproved for Public Release; Distribution Unlimited SUPPLEMENTARY NOTES ABSTRACTThe goal of this investigation is to using anti-Her2 antibody Herceptin as carrier and streptavidin as linker to specifically transport antisense into tumor cells expressing Her2. For this purpose, we successfully conjugated MAG3/biotin to antisense/sense morpholino oligomers (MORFs), and conjugated biotin group to Herceptin. The MORF-streptavidin-Herceptin constructs have been synthesized and their quality has been confirmed. We have confirmed by confocal microscopy using fluorescent lissamine as the tag that Herceptin can mediate the cellular internalization of MORFs, and more important, the internalized oligomer distributed in cytoplasm evenly without apparent entrapment in cellular compartments. By using 99mTc as the tag, we also have approved that the antisense can be released from the internalized antisense-streptavidin-Herceptin construct. These results are significant and encouraging for the followed studies in in vivo antisense tumor targeting using Herceptin as carrier. SUBJECT TERMS IntroductionThis study is focused on early detection of breast cancers with propensity to metastasize. This work can also be considered for antisense radiotherapy if successful by seamless substitution of the imaging radionuclide with a therapeutic radionuclide. When administrated intravenously, the high affinity of anti-HER-2 antibody to HER-2 expressed on surface of breast tumor cells will image not only the primary tumors, but also metastases throughout the patient including nodal metastases usually bypassed by conventional methods. The combination of anti-HER-2 tumor targe...

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“…[36] Diese Verbindungen werden gewöhnlich als Peptid-Oligonucleotid-Konjugate (POCs) [37,38] oder Oligonucleotid-Peptid-Konjugate (OPCs) bezeichnet. [39] In der Natur kommen nur wenige dieser kovalenten Nucleopeptide vor. [40] Die Mehrzahl der POCs wurde synthetisiert, um die pharmakokinetischen Eigenschaften therapeutisch nutzbarer ODNs zu verbessern.…”

Section: Introductionunclassified

Hybridmaterialien aus Nucleinsäuren und organischen Polymeren: Synthese, Überstrukturen und Anwendungen

Kwak

Herrmann

2010

Angewandte Chemie

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Die Entwicklung von Hybridstrukturen aus Biomakromolekülen und organischen Polymeren, die über kovalente Bindungen miteinander verknüpft sind, ist ein intensiv bearbeitetes Gebiet. Während die Kombination von Proteinen/Peptiden mit synthetischen Makromolekülen bereits umfassend untersucht worden ist, sind bisher weit weniger Beispiele für Nucleinsäure‐Polymer‐Hybride bekannt. In diesem Aufsatz stellen wir ausgewählte Beispiele dieser interessanten Materialklasse vor, deren Vertreter lineare Blockcopolymere, Seitenkettenpolymere oder vernetzte Strukturen sein können. Der Schwerpunkt liegt auf der Herstellung derartiger Materialien sowie auf möglichen Anwendungen in der Nanowissenschaft, Diagnostik und Biomedizin.

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Preparation and Applications of Peptide−Oligonucleotide Conjugates

Cited by 158 publications

References 108 publications

Synthesis of OligonucleotidePeptide Conjugates Carrying the c‐myc Peptide Epitope as Recognition System

Synthesis of OligonucleotidePeptide Conjugates Carrying the c‐myc Peptide Epitope as Recognition System

Improving Breast Cancer Diagnosis by Antisense Targeting

Hybridmaterialien aus Nucleinsäuren und organischen Polymeren: Synthese, Überstrukturen und Anwendungen

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