Research output: Contribution to journal › Article › peer-review
Rational design and studies of excimer forming novel dual probes to target RNA. / Krasheninina, O. A.; Lomzov, A. A.; Fishman, V. S. et al.
In: Bioorganic and Medicinal Chemistry, Vol. 25, No. 7, 01.04.2017, p. 2244-2250.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Rational design and studies of excimer forming novel dual probes to target RNA
AU - Krasheninina, O. A.
AU - Lomzov, A. A.
AU - Fishman, V. S.
AU - Novopashina, D. S.
AU - Venyaminova, A. G.
N1 - Copyright © 2017 Elsevier Ltd. All rights reserved.
PY - 2017/4/1
Y1 - 2017/4/1
N2 - In this paper, we report structure-based rational design and physico-chemical and biological studies of novel pyrene excimer forming dual probes for visualization of intracellular RNAs. Herein, the probes based on 2′-O-methyl RNA with linkers of different structure and length between pyrene moiety and ribose are studied with respect to their hybridization and spectral properties. We found optimal linkers that provide more intense excimer emission (at ∼480 nm) of RNA-bound probes; particularly, the length of the linker arm of the 3′-component of dual probes plays a key role in formation of pyrene excimer. Calculated molecular dynamics trajectories and probability distributions of pyrene-pyrene dimer formation upon hybridization of the dual probes with RNA target are in agreement with the obtained fluorescence spectroscopy data for the corresponding duplexes. Our study demonstrates the excellent binding properties of new dual probes to structured RNA and their feasibility for the visualization of intracellular RNA targets.
AB - In this paper, we report structure-based rational design and physico-chemical and biological studies of novel pyrene excimer forming dual probes for visualization of intracellular RNAs. Herein, the probes based on 2′-O-methyl RNA with linkers of different structure and length between pyrene moiety and ribose are studied with respect to their hybridization and spectral properties. We found optimal linkers that provide more intense excimer emission (at ∼480 nm) of RNA-bound probes; particularly, the length of the linker arm of the 3′-component of dual probes plays a key role in formation of pyrene excimer. Calculated molecular dynamics trajectories and probability distributions of pyrene-pyrene dimer formation upon hybridization of the dual probes with RNA target are in agreement with the obtained fluorescence spectroscopy data for the corresponding duplexes. Our study demonstrates the excellent binding properties of new dual probes to structured RNA and their feasibility for the visualization of intracellular RNA targets.
KW - Drug Design
KW - Oligonucleotide Probes/chemistry
KW - RNA/chemistry
KW - Spectrometry, Fluorescence
KW - Structure-Activity Relationship
KW - VISUALIZATION
KW - PYRENE
KW - BINARY PROBES
KW - HYBRIDIZATION
KW - NUCLEOSIDE
KW - DNA
KW - FLUORESCENT-PROBES
KW - DERIVATIVES
UR - http://www.scopus.com/inward/record.url?scp=85014508885&partnerID=8YFLogxK
U2 - 10.1016/j.bmc.2017.02.042
DO - 10.1016/j.bmc.2017.02.042
M3 - Article
C2 - 28279557
AN - SCOPUS:85014508885
VL - 25
SP - 2244
EP - 2250
JO - Bioorganic and Medicinal Chemistry
JF - Bioorganic and Medicinal Chemistry
SN - 0968-0896
IS - 7
ER -
ID: 10278226