Pyrrolidine nucleic acids: DNA/PNA oligomers with 2-hydroxy/aminomethyl-4-(thymin-1-yl)pyrrolidine-N-acetic acid

Organic Letters

Volumn 3, Issue 9, 2001, Pages 1269-1272

  Kumar, Vaijayanti ^a   Pallan, Pradeep S ^a   Meena, ^a   Ganesh, Krishna N ^a  

^a NATIONAL CHEMICAL LABORATORY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ANTISENSE OLIGONUCLEOTIDE; COMPLEMENTARY DNA; COMPLEMENTARY RNA; DRUG DERIVATIVE; NUCLEIC ACID; PEPTIDE NUCLEIC ACID; PYRROLIDINE DERIVATIVE; THYMIN 1 YLPYRROLIDINE N ACETIC ACID; THYMIN-1-YLPYRROLIDINE-N-ACETIC ACID; THYMINE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; METHODOLOGY; MOLECULAR GENETICS; MOLECULAR MIMICRY; NUCLEIC ACID HYBRIDIZATION; NUCLEOTIDE SEQUENCE; SYNTHESIS; ULTRAVIOLET SPECTROPHOTOMETRY;

BASE SEQUENCE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DNA, COMPLEMENTARY; MOLECULAR MIMICRY; MOLECULAR SEQUENCE DATA; MOLECULAR STRUCTURE; NUCLEIC ACID HYBRIDIZATION; NUCLEIC ACIDS; OLIGONUCLEOTIDES, ANTISENSE; PEPTIDE NUCLEIC ACIDS; PYRROLIDINES; RNA, COMPLEMENTARY; SPECTROPHOTOMETRY, ULTRAVIOLET; THYMINE;

EID: 0035799884     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0069655     Document Type: Article

References (20)

1. (a) Hashimoto, H.; Nelson, M. G.; Switzer, C. J. J. Am. Chem. Soc. 1993, 115, 7128-7134.
2. (b) Barawkar, D. A.; Rajeev, K. G.; Kumar, V. A.; Ganesh, K. N.; Nucleic Acids Res. 1996, 24, 1229-1237.
3. (c) Barawkar, D. A.; Kwok, Y.; Bruice, T. W.; Bruice, T. C. J. Am. Chem. Soc. 2000, 122, 5244-5250.
4. (d) Prakash, T. P.; Manoharan, M.; Fraser, A.; Kawasaki, A. M.; Lesnik, E. A.; Owens, S. R. Tetrahedron Lett. 2000, 41, 4855-4859.
5. Ulhmann, E.; Peyman, A.; Breipohl, G.; Will, D. W. Angew. Chem., Int. Ed. 1998, 37, 2796-2823.
6. (b) Ganesh, K. N.; Nielsen, P. E. Curr. Org. Chem. 2000, 4, 931-943.
7. Gangamani, B. P.; Kumar, V. A.; Ganesh, K. N. Biophys. Biohem. Res. Commun. 1997, 240, 778-782.
8. (a) Haaima, G.; Lohse, A.; Buchardt, O.; Nielsen, P. E. Angew. Chem., Int. Ed. Engl. 1996, 35, 1939-1941.
9. (b) Gangamani, B. P.; Kumar, V. A.; Ganesh, K. N. Tetrahedron 1996, 52, 15017-15030.
10. (c) Gangamani, B. P.; Kumar, V. A.; Ganesh, K. N. Tetrahedron 1999, 55, 177-192.
11. (d) Sforza, S.; Corradini, R.; Ghirardi, S.; Dossena, A.; Marchelli, R. Eur. J. Org. Chem. 2000, 2905-2913.
12. D'Costa, M.; Kumar, V. A.; Ganesh, K. N. Org. Lett. 1999, 1, 1513-1516.
13. (a) De Mesmaeker, A.; Altmann, K.-H.; Waldner, A.; Wendeborn, S. Curr. Opin. Struct. Biol. 1995, 5, 343-355.
14. (b) Robins, M. J.; Doboszwski, B.; Nilsson, B. L.; Peterson, M. A. Nucleoside Nucleotide Nucl. Acids 2000, 19, 69-86.
15. + + H), calculated mass 382.
16. Peptide Nucleic Acids protocols and applications; Nielson, P. E., Egholm, M., Eds.; Horizon Scientific Press: Norfolk, England, 1999.
17. (a) Hickman, D. T.; King, P. M.; Cooper, M. A.; Slater, J. M.; Micklefield Chem. Commun. 2000, 2251-2252.
18. (b) Vilaivan, T.; Khongdeesameor, C.; Harnyuttanakorn, P.; Westwell, M. S.; Lowe, G. BioMed. Chem. Lett. 2000, 10, 2541-2545.
19. (c) Puschi, A.; Tedeschi, T.; Nielsen, P. E. Org. Lett. 2000, 2, 4161-4163.
20. Simmons, C. G.; Pitts, A. E.; Mayfield, L. D.; Shay, J. W.; Corey, D. R. BioMed. Chem. Lett. 1997, 7, 3001-3006.