An improved CPG support for the synthesis of 3'-amine-tailed oligonucleotides

A new controlled-pore glass (CPG) support is described that allows for the direct synthesis of oligonucleotides bearing a 3'-aminohexyl tail. This solid support (AH-CPG) exhibits superior performance as compared to a commercially available 3'-amine CPG. The AH-CPG is prepared from 6-aminoh...

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Bibliographic Details
Published in:Bioconjugate chemistry 1992-01, Vol.3 (1), p.85-87
Main Authors: Petrie, Charles R., Reed, Michael W., Adams, A. David, Meyer, Rich B.
Format: Article
Language:English
Subjects:
Acridines - chemistry
Biochemical Research Methods
Biochemistry & Molecular Biology
Biological and medical sciences
Biotechnology
Chemistry
Chemistry, Multidisciplinary
Chemistry, Organic
Chromatography, High Pressure Liquid
Fundamental and applied biological sciences. Psychology
Genetic technics
Glass
Life Sciences & Biomedicine
Methods. Procedures. Technologies
Oligonucleotides - chemical synthesis
Physical Sciences
Science & Technology
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Summary:A new controlled-pore glass (CPG) support is described that allows for the direct synthesis of oligonucleotides bearing a 3'-aminohexyl tail. This solid support (AH-CPG) exhibits superior performance as compared to a commercially available 3'-amine CPG. The AH-CPG is prepared from 6-aminohexan-1-ol with a unique protecting group for the amine that also functions as the site of attachment to the CPG. A 3'-amine-tailed oligodeoxynucleotide (ODN) was prepared from this support using standard phosphoramidite coupling and deprotection conditions. The 3'-amine-tailed ODN was subsequently modified with an acridinylpropionic acid tetrafluorophenyl ester. Facile synthesis of the AH-CPG and the stability of the deprotected product makes this functionalized solid support especially useful for preparation of oligonucleotides bearing 3'-amine tails and other modifications.
ISSN:1043-1802
1520-4812
DOI:10.1021/bc00013a014