Oligonucleotide protecting groups

Details Oligonucleotide protecting groups Oligonucleotide protecting groups

1998-09-04

2000-12-26

Geist, Gary

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbonate esters

558260, 558269, 564237, C07C 6996, C07C27700

Patent

active

061662399

ABSTRACT:
Compounds of the invention having general formula ##STR1## are useful reagents for protecting amine, guanidine, amidine or hydroxyl groups during organic synthesis. In particular, compounds are useful during oligonucleotide synthesis to protect nucleobase amines as well as tethered amines used for attaching functional moieties to oligonucleotides.

REFERENCES:
patent: 5539122 (1996-07-01), Kempf et al.
Hutchins et al. J. Am. Chem. Soc. 94(25):8848-8854, 1972.
Barber-Peoch, I. et al., "Solid Phase Conjugation Chemistry: Use of Alloc as a Protecting Group for 2'-Aminolinker Containing Oligonucleotides", Nucleosides & Nucleotides, 1997, 16(7-9), 1407-1410.
Ghosh, A.K., "Di(2-Pyridyl) Carbonate Promoted Alkoxycarbonylation of Amines: A Convenient Synthesis of Functionalized Carbamates", Tetra. Lett., 1991, 32(34), 4251-4254.
Hawyakawa, Y. et al., "The Allylic Protection Method in Solid-Phase Oligonucleotide Synthesis. An Efficient Preparation of Solid-Anchored DNA Oligomers", J. Am. Chem. Soc., 1990, 112, 1691-1696.
Kunz, H. et al., "Der Allyloxycarbonyl(Aloc)-Rest-die Verwandlung einer untauglichen in eine wertvolle Aminoschutzgruppe fur die Peptidsynthese", Angew. Chem. Int. Ed. Engl., 1984, 96(6), 426-427 (English abstract included).
Manoharan, M., "Designer Antisense Oligonucleotides: Conjugation Chemistry and Functionality Placement", Antisense Research and Applications, 1993, CRC Press, Boca Raton, 303-349.
Nelson, P.S. et al., "3'-Terminal Modification of Oligonculeotides Using a Universal Solid Support", Nucleosides & Nucleotides, 1997, 16(10 & 11), 1951-1959.

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