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Incorporation of a Non-Nucleotide Bridge into Hairpin Oligonucleotides Capable of High-Affinity Binding to the Rev Protein of HIV-1

Nelson, Jeffrey S. and Giver, Lori and Ellington, Andrew D. and Letsinger, Robert L. (1996) Incorporation of a Non-Nucleotide Bridge into Hairpin Oligonucleotides Capable of High-Affinity Binding to the Rev Protein of HIV-1. Biochemistry, 35 (16). pp. 5339-5344. ISSN 0006-2960. http://resolver.caltech.edu/CaltechAUTHORS:20170919-132636506

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Abstract

A bridge containing a rigid trans-stilbene group, −P(O)(O-)O(CH_2)_3NHC(O) C_6H_4CH CHC_6H_4C(O)NH(CH_2)_3OP(O)(O-)−, has been incorporated into several oligonucleotide sequences based on the minimal Rev Binding Element (RBE) of HIV-1. This bridge was found to be as effective as a UUCG tetraloop in stabilizing short RNA duplex structures containing mismatched bases and bulged out nucleotide residues and to be more effective than either a TTTT loop or a triethyleneglycol linker in stabilizing similar DNA structures. Evaluation of stilbene-containing RNA RBE sequences of varying length for their ability to bind the Rev protein of HIV-1 showed that a 22-nucleotide stilbenedicarboxamide conjugate bound Rev almost as well as a 94-base fragment of the Rev Responsive Element (RRE). A DNA hairpin mimetic with the same sequence was incapable of Rev binding. Taken together, these experiments serve as an example for how in vitroselection and chemical modification can be combined to generate high-affinity mimetics of nucleic acid sequence and structure.


Item Type:Article
Related URLs:
URLURL TypeDescription
https://doi.org/10.1021/bi952917uDOIArticle
http://pubs.acs.org/doi/abs/10.1021/bi952917uPublisherArticle
Additional Information:© 1996 American Chemical Society. Received December 11, 1995; Revised Manuscript Received February 14, 1996. This research was supported by grants from the National Institutes of Health, UOI AI24846 and AI-36083, and by an NSF National Young Investigator Award (A.E.), a Scholar Award from the American Foundation for AIDS Research (A.E.), and The Pew Scholar Award in the Biomedical Sciences (A.E.). Rev protein was a generous gift of Dr. Maria Zapp.
Funders:
Funding AgencyGrant Number
NIHUOI AI24846
NIHAI-36083
NSFUNSPECIFIED
American Foundation for AIDS ResearchUNSPECIFIED
Pew Charitable TrustUNSPECIFIED
Record Number:CaltechAUTHORS:20170919-132636506
Persistent URL:http://resolver.caltech.edu/CaltechAUTHORS:20170919-132636506
Official Citation:Incorporation of a Non-Nucleotide Bridge into Hairpin Oligonucleotides Capable of High-Affinity Binding to the Rev Protein of HIV-1. Jeffrey S. Nelson, Lori Giver, Andrew D. Ellington, and, and Robert L. Letsinger. Biochemistry 1996 35 (16), 5339-5344. DOI: 10.1021/bi952917u
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:81570
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:19 Sep 2017 20:51
Last Modified:19 Sep 2017 20:51

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