Camera-enabled techniques for organic synthesis

• Steven V. Ley,
• Richard J. Ingham,
• Matthew O’Brien and
• Duncan L. Browne

Beilstein J. Org. Chem. 2013, 9, 1051–1072, doi:10.3762/bjoc.9.118

• plurality of chemical reactions in an array format (Figure 17). This system is specifically targeted at oligonucleotide synthesis where multiple reactions may frequently be performed in parallel, and so this invention included the development of optical analysis software to process the vast amount of data

Recent progress in the discovery of small molecules for the treatment of amyotrophic lateral sclerosis (ALS)

• Allison S. Limpert,
• Margrith E. Mattmann and
• Nicholas D. P. Cosford

Beilstein J. Org. Chem. 2013, 9, 717–732, doi:10.3762/bjoc.9.82

• binding of TDP-43 to nucleotides. Cassel et al. [42] developed a high-throughput screening assay whereby TDP-43 nucleotide binding could be assessed. A screen of 7360 compounds yielded a series of small molecules that disrupt oligonucleotide binding to TDP-43 protein [42]. Later, this series of 4

Glycosylation efficiencies on different solid supports using a hydrogenolysis-labile linker

• Mayeul Collot,
• Steffen Eller,
• Markus Weishaupt and
• Peter H. Seeberger

Beilstein J. Org. Chem. 2013, 9, 97–105, doi:10.3762/bjoc.9.13

• 30 min, eluents: H2O and MeCN, detection at 254 nm; the double peak for 39 is caused by an anomeric mixture). Solid-phase synthesis of biopolymers. X represents a reactive site such as an amino group for peptide synthesis or a hydroxy group for oligonucleotide and oligosaccharide synthesis. Design of

A bisazobenzene crosslinker that isomerizes with visible light

• Subhas Samanta,
• Harris I. Qureshi and
• G. Andrew Woolley

Beilstein J. Org. Chem. 2012, 8, 2184–2190, doi:10.3762/bjoc.8.246

• been used for reversible manipulation of biological targets, including peptide and protein structure and function [1][2][3][4][5][6][7][8][9][10][11][12], enzyme activities [13][14][15][16][17], oligonucleotide functions [18][19][20], and ion-channel activities [21][22][23]. A quantitative analysis of

Diarylethene-modified nucleotides for switching optical properties in DNA

• Sebastian Barrois and
• Hans-Achim Wagenknecht

Beilstein J. Org. Chem. 2012, 8, 905–914, doi:10.3762/bjoc.8.103

• results open the way for the use of diarylethenes as photochromic compounds in DNA-based architectures. Keywords: absorption; cross coupling; molecular switches; oligonucleotide; palladium; photochromism; Introduction The well-defined photoinduced switching of the optical and electronic properties of

Synthesis, reactivity and biological activity of 5-alkoxymethyluracil analogues

• Lucie Brulikova and
• Jan Hlavac

Beilstein J. Org. Chem. 2011, 7, 678–698, doi:10.3762/bjoc.7.80

• and finally treated with methanolic ammonia to afford nucleosides 126 and 127. Synthesis of oligonucleotide intermediates Modified oligonucleotides are powerful tools in nucleic acid research and their synthesis has become an important aspect of bioorganic and medicinal chemistry. One part of

• oligonucleotide chemistry associated with this review is focused on the studies of the action of 5-formyl-2'-deoxyuridine, which is one of the oxidative thymidine lesions of DNA formed by ionizing radiation. Consequently, several methods for the preparation of appropriate intermediates for the synthesis of

• interaction between the above noted proteins and modified oligonucleotides, in which thymidine is replaced by a 5-formyl derivative. A phosphoramidite 145 for oligonucleotide synthesis was prepared from O2-2'-cyclouridine (135) by a multistep synthesis (Scheme 24). In a first step, O2-2'-cyclouridine (135

(Pseudo)amide-linked oligosaccharide mimetics: molecular recognition and supramolecular properties

• José L. Jiménez Blanco,
• Fernando Ortega-Caballero,
• Carmen Ortiz Mellet and
• José M. García Fernández

Beilstein J. Org. Chem. 2010, 6, No. 20, doi:10.3762/bjoc.6.20

• ,Z:Z,E equilibrium. The cavity collapses due to the presence of these intramolecular hydrogen bonds thus preventing the formation of inclusion complexes. Most examples of linear pseudoamide-linked glycooligomers correspond to oligonucleotide analogues. The “antisense” strategy to regulate gene

• constraints. (B) View looking from C to N terminus. Hydrogen bonds are indicated by dotted lines. Structures of linear oxetane-β- and δ-SAA homo-oligomers 19–20. 10-Membered ring H-bonds in compound 21 consistent with NMR and modelling investigations. General structure of carbopeptoid-oligonucleotide

Synthetic incorporation of Nile Blue into DNA using 2′-deoxyriboside substitutes: Representative comparison of (R)- and (S)-aminopropanediol as an acyclic linker

• Daniel Lachmann,
• Sina Berndl,
• Otto S. Wolfbeis and
• Hans-Achim Wagenknecht

Beilstein J. Org. Chem. 2010, 6, No. 13, doi:10.3762/bjoc.6.13

• was supported by geometrically optimized DNA models. Keywords: cycloaddition; fluorescence; glycol; oligonucleotide; phenoxazinium; phosphoramidite; Introduction Chemical bioanalysis and imaging of nucleic acids require synthetic incorporation of fluorescent DNA probes for an optical readout [1][2

• ][3][4][5][6][7][8][9]. A large variety of organic fluorophores can be incorporated routinely at specific positions within the oligonucleotide using standard phosphoramidite DNA chemistry and commercially available DNA building blocks. However, problems can arise if labels or probes are chemically

• incompatible with the conditions of DNA synthesis, or if the stepwise synthesis of the corresponding DNA building block fails. So-called postsynthetic modifications can overcome these limitations and allow the synthetic modification of a presynthesized oligonucleotide carrying a special functional group [10