A modular approach to the synthesis of new reagents useful in the chemical synthesis of modified DNA probes: derivatives of 3-(tert-butyldimethylsiloxy)glutaric anhydride as versatile building blocks in the synthesis of new phosphoramidites and modified solid supports.
We present a flexible and cost-efficient synthetic strategy for the preparation of a new family of phosphoramidite and solid-support reagents that can introduce a broad range of modifications into DNA probes. The key intermediate material 3 is synthesized using the inexpensive and commercially available 3-(tert-butyldimethylsiloxy)glutaric anhydride 1 and can be used as common starting material for the preparation of new labeling reagents.
Skrzypczynski
Zbigniew
Z
Third Wave Technologies, 502 South Rosa Road, Madison, WI 53719, USA. zskrzypczynski@twt.com
Wayland
Sarah
S
D000812:Anhydrides / Q000138:chemical synthesis* / Q000737:chemistry; D015342:DNA Probes / Q000138:chemical synthesis* / Q000737:chemistry; D005977:Glutarates / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D017655:Silicon Compounds / Q000138:chemical synthesis* / Q000737:chemistry
C493993:3-(tert-butyldimethylsiloxy)glutaric anhydride; D000812:Anhydrides; D015342:DNA Probes; D005977:Glutarates; D009943:Organophosphorus Compounds; D017655:Silicon Compounds; C434331:phosphoramidite