Abstract
The synthesis of a self-complementary octanucleotide, d(G-G-T-T-A-A-C-C-), using a modified triester approach is described. The protected dinucleotides, d(Me2O)TribG(C1C6H4) ibG, d(Me2O)TrT(ClC6H4)T, d(Me2O)TrbzA(ClC6H4)bzA, and d(Me2O)TranC(ClC6H4)anC were synthesized by a one step triester procedure. After removal of the trityl group, the dinucleotides, dT(ClC6H4)T and danC (ClC6H4)anC were coupled to d(Me2O)TribG(ClC6H4)ibG and d(Me2O)TrbzA(ClC6H4)bzA, respectively to yield the respective tetranucleotides. The tetranucleotide, d(Me2O)TrbzA(ClC6H4)bzA(ClC6H4) and (ClC6H4)anC was detritylated and then coupled with d(Me2O)TribG(ClC6H4)ibG(ClC6H4)T(Cl6H4)T to give octanucleotide. The fully protected octanucleotide was deblocked by treatment with aqueous NH3 followed by acid and was characterized by nucleotide sequence analysis.
MeSH Terms
Base Sequence
Methods
Oligonucleotides/chemical synthesis
Oligoribonucleotides/chemical synthesis
Chemicals
Oligonucleotides
Oligoribonucleotides
Authors & Affiliations
2 authors, click to expand affiliations / ORCID
Agarwal K L
Riftina F
References (17)
17 references, click to expand
-
OLIGONUCLEOTIDE SYNTHESIS ON A POLYMER SUPPORT.
J Am Chem Soc. 1965 Aug 5;87:3526-7
PMID: 14322545
-
Duplex formation of a nonionic oligo(deoxythymidylate) analogue (heptadeoxythymidylyl-(3'-5')-deoxythymidine heptaethyl ester (d-(Tp(Et))7T)) with poly(deoxyadenylate). Evaluation of the electrostatic interaction.
Biochemistry. 1977 Mar 22;16(6):1239-50
PMID: 14676
-
Enzymatic synthesis of oligonucleotides of defined sequence: synthesis of a segment of yeast iso-1-cytochrome c gene.
Proc Natl Acad Sci U S A. 1977 Jan;74(1):96-100
PMID: 189317
-
Arylsulfonyltetrazoles, new coupling reagents and further improvements in the triester method for the synthesis of deoxyribooligonucleotides.
Nucleic Acids Res. 1977 Feb;4(2):353-71
PMID: 190591
-
Expression in Escherichia coli of a chemically synthesized gene for the hormone somatostatin.
Science. 1977 Dec 9;198(4321):1056-63
PMID: 412251
-
A new method for sequencing DNA.
Proc Natl Acad Sci U S A. 1977 Feb;74(2):560-4
PMID: 265521
-
The phosphotriester approach to oligonucleotide synthesis: Preparation of oligo- and poly-thymidylic acids.
J Chem Soc Perkin 1. 1977;4:445-60
PMID: 557497
-
High-pressure liquid chromatography in polynucleotide synthesis.
Biochemistry. 1978 Apr 4;17(7):1257-67
PMID: 656387
-
A rapid and convenient synthesis of poly-thymidylic acid by the modified triester approach.
Nucleic Acids Res. 1977 Aug;4(8):2757-65
PMID: 909791
-
[Synthesis of oligodesoxynucleotides with phosphoric acid triester].
Chem Ber. 1969;102(7):2362-77
PMID: 5802855
-
Physical characterization and simultaneous purification of bacteriophage T4 induced polynucleotide kinase, polynucleotide ligase, and deoxyribonucleic acid polymerase.
Biochemistry. 1973 Dec 4;12(25):5045-50
PMID: 4366077
-
Total synthesis of the structural gene for the precursor of a tyrosine suppressor transfer RNA from Escherichia coli. 1. General introduction.
J Biol Chem. 1976 Feb 10;251(3):565-70
PMID: 765327
-
Chemical synthesis of polynucleotides.
Angew Chem Int Ed Engl. 1972 Jun;11(6):451-9
PMID: 4626260
-
Deoxy oligonucleotide synthesis via the triester method.
J Org Chem. 1973 Jan 26;38(2):245-50
PMID: 4687708
-
Chromatography of 32P-labelled oligonucleotides on thin layers of DEAE-cellulose.
Eur J Biochem. 1969 Dec;11(2):395-9
PMID: 4902612
-
A reliable mapping method for sequence determination of oligodeoxyribonucleotides by mobility shift analysis.
Anal Biochem. 1976 Jul;74(1):73-93
PMID: 962085
-
DNA sequence analysis: a general, simple and rapid method for sequencing large oligodeoxyribonucleotide fragments by mapping.
Nucleic Acids Res. 1974 Mar;1(3):331-53
PMID: 10793670