Thiolated Nucleotides for Immobilisation of DNA Oligomers on Gold Surfaces

✍ Scribed by Benjamin Bornemann; Shou-Peng Liu; Artur Erbe; Elke Scheer; Andreas Marx

• Book ID: 102120669
• Publisher: John Wiley and Sons
• Year: 2008
• Tongue: English
• Weight: 352 KB
• Volume: 9
• Category: Article
• ISSN: 1439-4235
• DOI: 10.1002/cphc.200800081

✦ Synopsis

Supporting information for this article is available on the WWW under http://www.chemphyschem.org or from the author. Scheme 1. A) Synthesis of 1. a) 1. NaH, THF, 30 min, rt; 2. nBuLi, À78 8C; 3. (Me 3 SiC 2 H 4 S) 2 , 12 h, À78 8C to rt, (76 %); b) TBAF, THF, 4 h, rt, (92 %); c) DMTrCl, DMAP, pyridine, 0 8C to rt, 18 h, (51 %); d) EDC, DMAP, succinylated LCAA-CPG, pyridine; then 4-nitrophenol; then piperidine, then acetic anhydride/pyridine/THF (cap A) and 1-methylimidazole/THF (cap B); e) oligonucleotide synthesis. B) Synthesis of 2. f) 1. CuI, Et 3 N, PdA C H T U N G T R E N N U N G (PPh 3 ) 4 , 3-ethynylthiophene, DMF, 4 h (74 %); g) TBAF, THF, 24 h, rt, (96 %); h) DMTrCl, DMAP, pyridine, 0 8C, 6 h, (76 %); i) EDC, DMAP, succinylated LCAA-CPG, pyridine; then 4-nitrophenol; then piperidine, then acetic anhydride/pyridine/THF (cap A) and 1-methylimidazole/THF (cap B); j) oligonucleotide synthesis. C) Synthesized DNA oligonucleotides.