Synthesis and incorporation into DNA of a chemically stable, functional abasic site analogue

Mosimann, Markus; Küpfer, Pascal A.; Leumann, Christian J. (2005). Synthesis and incorporation into DNA of a chemically stable, functional abasic site analogue. Organic letters, 7(23), pp. 5211-5214. American Chemical Society 10.1021/ol052045g

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[reaction: see text] The abasic site building block 7 for DNA synthesis, containing a methylenephosphinic acid group at C3', was prepared in six steps and was incorporated into DNA via a combination of H-phosphonate and phosphoramidite chemistry. Corresponding oligodeoxynucleotides were shown to be chemically stable under basic conditions and fully functional at the respective hemiacetal center

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Departement of Chemistry and Biochemistry

UniBE Contributor:

Mosimann, Markus; Küpfer, Pascal and Leumann, Christian

Subjects:

500 Science > 570 Life sciences; biology
500 Science > 540 Chemistry

ISSN:

1523-7060

Publisher:

American Chemical Society

Language:

English

Submitter:

Christian Leumann

Date Deposited:

26 May 2014 15:03

Last Modified:

10 Aug 2015 10:47

Publisher DOI:

10.1021/ol052045g

PubMed ID:

16268540

Uncontrolled Keywords:

abasic, ACID, analogue, Biochemistry, chemistry, DNA, H-phosphonate, Oligodeoxynucleotides, phosphoramidite site, synthesis

BORIS DOI:

10.7892/boris.53109

URI:

https://boris.unibe.ch/id/eprint/53109

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