Solid-Phase Synthesis of Positively Charged Deoxynucleic Guanidine (DNG) Tethering a Hoechst 33258 Analogue:  Triplex and Duplex Stabilization by Simultaneous Minor Groove Binding

2004 ◽  
Vol 126 (12) ◽  
pp. 3736-3747 ◽  
Author(s):  
Putta Mallikarjuna Reddy ◽  
Thomas C. Bruice
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Minor Groove ◽  
Minor Groove Binding ◽  
Hoechst 33258 ◽  
Groove Binding ◽  
Phase Synthesis ◽  
Positively Charged

Drugs and Minor Groove Binding in B-DNA: Netropsin and Hoechst 33258

1987 ◽  
pp. 1-24 ◽  
Author(s):  
M. L. Kopka ◽  
P. E. Pjura ◽  
D. S. Goodsell ◽  
R. E. Dickerson
Keyword(s):  
Minor Groove ◽  
Minor Groove Binding ◽  
Hoechst 33258 ◽  
Groove Binding

scholarly journals Solid-Phase Synthesis of Fluorescent Probes for Plasma Membrane Labelling

Molecules ◽  
2021 ◽  
Vol 26 (2) ◽  
pp. 354
Author(s):  
Shuo Zhang ◽  
Annamaria Lilienkampf ◽  
Mark Bradley
Keyword(s):  
Plasma Membrane ◽  
Stearic Acid ◽  
Fluorescent Probes ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Morphological Changes ◽  
Synthesis Process ◽  
Phase Synthesis ◽  
Non Invasive ◽  
Positively Charged

The cellular plasma membrane plays a fundamental role in biological processes, including cell growth, signaling and transport. The labelling of the plasma membrane with targeted fluorescent probes offers a convenient and non-invasive way to image the morphological changes and dynamics of a membrane in real-time and, despite many examples of fluorescent plasma membrane probes, a “universal targeting/anchoring moiety” is still required. In this study, a small number of stearic acid-based probes labelled with 6-carboxyfluorescein was designed and fabricated via solid-phase synthesis in which variations in both charge and hydrophobicity were explored. To ease the synthesis process, a gram-scale synthesis of the Fmoc-Lys(6-carboxyfluoresein diacetate)-OH building block was developed, allowing the discovery of optimal probes that carried a positively charged amino group and a stearic acid tail that exhibited intense plasma membrane brightness and robust retention.

Minor-Groove Binding Drugs: Where Is the Second Hoechst 33258 Molecule?

2013 ◽  
Vol 117 (19) ◽  
pp. 5820-5830 ◽  
Author(s):  
Louise H. Fornander ◽  
Lisha Wu ◽  
Martin Billeter ◽  
Per Lincoln ◽  
Bengt Nordén
Keyword(s):  
Minor Groove ◽  
Minor Groove Binding ◽  
Hoechst 33258 ◽  
Groove Binding
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