Solid support reagents for the synthesis of 3'-Nitrogen containi

Details Solid support reagents for the synthesis of 3'-Nitrogen containi Solid support reagents for the synthesis of 3'-Nitrogen containi

1994-08-17

1996-09-03

Kunz, Gary L.

Synthetic resins or natural rubbers -- part of the class 520 ser

Synthetic resins

At least one aryl ring which is part of a fused or bridged...

524492, 524493, 525155, 5253261, 5253335, 5253336, 536 253, C03C 1200, C08L 2506, C07H 2104

Patent

active

055524710

ABSTRACT:
The compounds are exemplified by the class of sulfoethyl oxygen-substituted carbamates, such compounds being useful as support reagents for automated polynucleotide synthesis of 3'-nitrogen functionalized polynucleotides. The invention includes, in one aspect, a polynucleotide synthesis reagent having the structure: ##STR1## where T is an acid-cleavable hydroxyl protecting group, e.g., 4,4'-dimethoxytritil; Q is a linker connecting the nitrogen and oxygen, e.g., n-hexyl; R.sub.1 is a nitrogen substituent, e.g., hydrogen; R.sub.2 through R.sub.4 are separately hydrogen or lower alkyl; Y is an atom which is electronegative with respect to carbon, e.g., oxygen or sulfur; X.sub.1 is an atom which is electronegative with respect to carbon, e.g., sulfone; Z is a bond or spacer arm, e.g., ethylsuccinate; and W is a derivatized solid synthesis support capable of linking to Z, e.g., an amino-dirivitized controlled pore glass. In a second aspect, the present invention includes a polynucleotide synthesis reagent having the structure: ##STR2## where T, Q, R.sub.1, R.sub.2 -R.sub.3, X.sub.2, Z, and W are as defined above.

REFERENCES:
patent: 4415732 (1983-11-01), Caruthers et al.
patent: 4458066 (1984-07-01), Caruthers et al.
patent: 4908405 (1990-03-01), Bayer et al.
patent: 5141813 (1992-08-01), Nelson
patent: 5380833 (1995-01-01), Urdea et al.
patent: 5401837 (1995-03-01), Nelson
Asseline et al., Tetrahedron Letters, 48(7): 1233-1254 (1992), Solid-Phase Preparation of 5',3'-Heterobifunctional Oligodeoxyribonucleotides Using Modified Solid Supports.
Polymers and Polyoxyethylene, Process for Their Production, and Their Usage.
Nelson et al., Nucleic Acids Research, 17(18): 7187-7194 (1989), Bifunctional Oligonucleotide Probes Synthesized Using a Novel CPG Support are Able to Detect Single Base Pair Mutations.
Asseline et al., Tetrahedron Letters, 31(1): 81-84 (1990), New Solid-Phase for Automated Synthesis of Oligonucleotides Containing an Amino-Alkyl Linker at Their 3'-End.
Petrie et al., Bioconjugate Chemistry, 3: 85-87 (1992), An Improved CPG Support for the Synthesis of 3'-amine-tailed Oligonucleotides.
Nelson et al., Nucleic Acids Research, 20(23): 6253-6259 (1992), Oligonucleotide Labeling methods 3. Direct Labeling of Oligonucleotides Employing a Novel, non-nucleosidic, 2-aminobutyl-1,3-propanediol Backbone.
Thaden et al., Bioconjgate Chemistry, 4: 395-401 (1993), Automated Synthesis of Oligodeoxyribonucleoside Methylphosphonates having [N-(3-aminoprop-1-yl)-N-(2-hydroxyethyl)-2aminoethyl] Phosphate or Methylphosphonic Acid at the 3'End using a Modified Controlled Pore Glass Support.
Gryaznov et al., Tetrahedron Letters,34(8): 1261-1264 (1993), Anchor for One Step Release of 3'-Aminooligonucleotides from a Solid Support.
Hovinen et al., Tetrahedron Letters, 34(50): 8169-8172 (1993), Synthesis of 3'-Functionalized Oligonucleotides on a Single Solid Support.
Hovinen et al., Tetrahedron Letters, 34(32): 5163-5166(1993), A New Method to Prepare 3'Modified Oligonucleotides.
Caruthers et al., Genetic Engineering, 4: 1-17 (1982), New Methods for Synthesizing Deoxyoligonucleotides.
Applied Biosystems, Users Manual Model 392 and 394 DNA Synthesizers, pp. 6-1 through 6-22, Applied Biosystems, Part No. 901237 (1991), Users Mannual Model 392 and 394 DNA Synthesizers.
Agrawal ed., Protocols for Oligonucleotide Conjugates, pp. 93-120, Humana Press, Totowa, NJ (1994).
Gait ed., Oligonucleotide Synthesis, pp. 45-49, IRL Press, Washington, DC (1984).
Wright et al., Tet. Lett., 34: 3373-3376 (1993), Large Scale Synthesis of Oligonucleotides via Phosphoramidite Nucleosides and a High-loaded Polystyrene Support.
Applied Biosystems Research News, Model 390Z, Feb. 1994, High-Loaded Polystyrene(HLP.TM.) Supports for Large-Scale Oligonucleotide Synthesis on the Model 390Z Synthesizer.
Gao et al., Tetrahedran Lett., 32(40): 5477-5480 (1991), H-Phosphonate Oligonucleotide Synthesis On a Polyethylene Glycol/Polystyrene Copolymer.

Affiliated with

Also associated with

Rating

Solid support reagents for the synthesis of 3'-Nitrogen containi does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Solid support reagents for the synthesis of 3'-Nitrogen containi, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Solid support reagents for the synthesis of 3'-Nitrogen containi will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1950599