Literature DB >> 26320620

New class of 8-aryl-7-deazaguanine cell permeable fluorescent probes.

Ilirian Dhimitruka1, Timothy D Eubank2, Amy C Gross1, Valery V Khramtsov1.   

Abstract

A one step synthesis of fluorescent 8-aryl-(7-deazaguanines) has been accomplished. Probes exhibit blue to green high quantum yield fluorescence in a variety of organic and aqueous solutions, high extinction coefficients, and large Stokes shifts often above 100 nm. The probes are highly cell permeable, and exhibit stable bright fluorescence once intracellular; therefore are suited to the design of biosensors.
Copyright © 2015 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  2,4-Diamino-6-hydroxypyrimidine; 8-Aryl-7-deazaguanine; Cellular permeability; Fluorescent probes; Phenacyl bromides

Mesh:

Substances:

Year:  2015        PMID: 26320620      PMCID: PMC4592842          DOI: 10.1016/j.bmcl.2015.08.054

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  19 in total

1.  Design and synthesis of highly solvatochromic fluorescent 2'-deoxyguanosine and 2'-deoxyadenosine analogs.

Authors:  Katsuhiko Matsumoto; Naoya Takahashi; Azusa Suzuki; Takashi Morii; Yoshio Saito; Isao Saito
Journal:  Bioorg Med Chem Lett       Date:  2010-12-13       Impact factor: 2.823

Review 2.  Queuosine modification of tRNA: a case for convergent evolution.

Authors:  R C Morris; M S Elliott
Journal:  Mol Genet Metab       Date:  2001 Sep-Oct       Impact factor: 4.797

3.  8-(p-CF3-cinnamyl)-modified purine nucleosides as promising fluorescent probes.

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Journal:  Org Biomol Chem       Date:  2011-09-29       Impact factor: 3.876

4.  7-Deazapurine and 8-aza-7-deazapurine nucleoside and oligonucleotide pyrene "click" conjugates: synthesis, nucleobase controlled fluorescence quenching, and duplex stability.

Authors:  Sachin A Ingale; Suresh S Pujari; Venkata Ramana Sirivolu; Ping Ding; Hai Xiong; Hui Mei; Frank Seela
Journal:  J Org Chem       Date:  2011-12-14       Impact factor: 4.354

5.  Discovery of 5-substituted pyrrolo[2,3-d]pyrimidine antifolates as dual-acting inhibitors of glycinamide ribonucleotide formyltransferase and 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase in de novo purine nucleotide biosynthesis: implications of inhibiting 5-aminoimidazole-4-carboxamide ribonucleotide formyltransferase to ampk activation and antitumor activity.

Authors:  Shermaine Mitchell-Ryan; Yiqiang Wang; Larry H Matherly; Aleem Gangjee; Sudhir Raghavan; Manasa Punaha Ravindra; Eric Hales; Steven Orr; Christina Cherian; Zhanjun Hou
Journal:  J Med Chem       Date:  2013-12-11       Impact factor: 7.446

6.  Fluorescent properties and conformational preferences of C-linked phenolic-DNA adducts.

Authors:  Alireza Omumi; Andrea L Millen; Stacey D Wetmore; Richard A Manderville
Journal:  Chem Res Toxicol       Date:  2011-09-25       Impact factor: 3.739

7.  An integrated system for DNA sequencing by synthesis using novel nucleotide analogues.

Authors:  Jia Guo; Lin Yu; Nicholas J Turro; Jingyue Ju
Journal:  Acc Chem Res       Date:  2010-04-20       Impact factor: 22.384

8.  A short and efficient synthesis of the tRNA nucleosides PreQ0 and archaeosine.

Authors:  Tobias Brückl; Florian Klepper; Katrin Gutsmiedl; Thomas Carell
Journal:  Org Biomol Chem       Date:  2007-10-12       Impact factor: 3.876

9.  Furan Decorated Nucleoside Analogues as Fluorescent Probes: synthesis, photophysical evaluation and site-specific incorporation.

Authors:  Nicholas J Greco; Yitzhak Tor
Journal:  Tetrahedron       Date:  2007-04-23       Impact factor: 2.457

10.  Structure-based design and synthesis of antiparasitic pyrrolopyrimidines targeting pteridine reductase 1.

Authors:  Abedawn I Khalaf; Judith K Huggan; Colin J Suckling; Colin L Gibson; Kirsten Stewart; Federica Giordani; Michael P Barrett; Pui Ee Wong; Keri L Barrack; William N Hunter
Journal:  J Med Chem       Date:  2014-07-29       Impact factor: 7.446

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