US2008182980A1PendingUtilityA1
Reactive Functional Groups
Est. expiryJan 6, 2023(expired)· nominal 20-yr term from priority
C07H 21/04
58
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Claims
Abstract
The present invention relates to compositions and methods for the preparation of modified nucleic acids. In particular, the present invention provides novel reagents and chemistries for the generation of linkers and modified phosphoramidates.
Claims
exact text as granted — not AI-modified1 . A composition comprising:
2 . A modified CPG, said CPG comprising the composition of claim 1 .
3 . A modified phosphoramidite comprising the composition of claim 1 .
4 . A composition comprising a nucleic acid, said nucleic acid comprising the structure:
5 . A composition comprising a nucleic acid, said nucleic acid comprising the structure:
(5′)HO-Nucleic Acid-O—P(O 2 )—O—(CH 2 ) 6 —CH 2 —NH—R.
6 . The composition of claim 5 , wherein R is a label.
7 . The composition of claim 6 , wherein said label is selected from the group consisting of fluorescent labels, chemiluminescent labels, and enzymatically reactive labels.
8 . The composition of claim 5 , wherein R is a biological molecule.
9 . A composition comprising a phosphoramidite, said phosphoramidite comprising the structure
10 . The composition of claim 9 , wherein R is selected from the group consisting of C 6 H 12 and polyethylene glycol 3400.
11 . The composition of claim 9 , wherein R is a label.
12 . The composition of claim 11 , wherein said label is selected from the group consisting of fluorescent labels, chemiluminescent labels, and enzymatically reactive labels.
13 . The composition of claim 9 , wherein R is a biological molecule.
14 . A composition comprising the structure:
15 . The composition of claim 14 , wherein R is a label.
16 . The composition of claim 15 , wherein said label is selected from the group consisting of fluorescent labels, chemiluminescent labels, and enzymatically reactive labels.
17 . The composition of claim 14 , wherein R is a biological molecule.
18 . A composition comprising a nucleic acid, said nucleic acid comprising a structure selected from the group consisting of:
(3′)OH-nucleic acid-O—P(O 2 )—O—C 6 H 12 —NH—C(O)—(CH 2 ) 7 —CH(OH)—CH(OH)—(CH 2 ) 6 —O-DMT and (3′)OH-nucleic acid-O—P(O 2 )—O—C 6 H 12 —NH—(O)C—(CH 2 ) 7 —CH(OH)—CH(OH)—(CH 2 ) 6 —O—P(O 2 )—O—R—OH and (3′)OH-nucleic acid-O—P(O 2 )—O—C 6 H 12 —NH—(O)C—(CH 2 ) 7 —C(O)H and (3′)OH-nucleic acid O—P(O 2 )—O—C 6 H 12 —NH—(O)C—(CH 2 ) 7 —CH(OH)—CH(OH)—(CH 2 ) 6 —O—P(O 2 )—O-nucleic acid-O—P(O 2 )-FAM
19 . The composition of claim 9 , wherein R is C 12 H 25 .
20 . A kit comprising a nucleic acid labeling reagent selected from the group consisting of:
(3′)OH-nucleic acid-O—P(O 2 )—O—C 6 H 12 —NH—C(O)—(CH 2 ) 7 —CH(OH)—CH(OH)—(CH 2 ) 6 —O-DMT and (3′)OH-nucleic acid-O—P(O 2 )—O—C 6 H 12 —NH—(O)C—(CH 2 ) 7 —CH(OH)—CH(OH)—(CH 2 ) 6 —O—P(O 2 )—O—R 3 —OH and (3′)OH-nucleic acid-O—P(O 2 )—O—C 6 H 12 —NH—(O)C—(CH 2 ) 7 —C(O)H and (3′)OH-nucleic acid-O—P(O 2 )—O—C 6 H 12 —NH—(O)C—(CH 2 ) 7 —CH(OH)—CH(OH)—(CH 2 ) 6 —O—P(O 2 )—O-nucleic acid-O—P(O 2 )-FAM
21 . The kit of claim 20 , wherein R 1 is selected from the group consisting of C 6 H 12 and polyethylene glycol 3400.
22 . The kit of claim 20 , wherein R 1 , R 2 and R 3 are labels.
23 . The kit of claim 22 , wherein said labels are selected from the group consisting of fluorescent labels, chemiluminescent labels, and enzymatically reactive labels.
24 . The kit of claim 20 , wherein R 1 , R 2 and R 3 are biological molecules.
25 . The kit of claim 9 , wherein R 3 is C 12 H 25 .
26 . A method of labeling nucleic acids, comprising
a) providing a nucleic acid labeling reagent selected from the group consisting of
(3′)OH-nucleic acid-O—P(O 2 )—O—C 6 H 12 —NH—C(O)—(CH 2 ) 7 —CH(OH)—CH(OH)—(CH 2 ) 6 —O-DMT
and
(3′)OH-nucleic acid-O—P(O 2 )—O—C 6 H 12 —NH—(O)C—(CH 2 ) 7 —CH(OH)—CH(OH)—(CH 2 ) 6 —O—P(O 2 )—O—R 3 —OH
and
(3′)OH-nucleic acid-O—P(O 2 )—O—C 6 H 12 —NH—(O)C—(CH 2 ) 7 —C(O)H
and
nucleic acid-O—P(O 2 )—O—C 6 H 12 —NH—(O)C—(CH 2 ) 7 —CH(OH)—CH(OH)—(CH 2 ) 6 —O—P(O 2 )—O-nucleic acid-O—P(O 2 )-FAM;
and
b) contacting said nucleic acid labeling reagent with a nucleic acid under conditions such that said nucleic acid labeling reagent is covalently linked to said nucleic acid.
27 . The method of claim 26 , wherein said nucleic acid labeling reagent is attached to a CPG.
28 . The method of claim 26 , wherein said nucleic acid labeling reagent is attached to a second nucleic acid.
29 . The method of claim 26 , wherein said nucleic acid labeling reagent is attached to a solid support.
30 . The method of claim 29 , wherein said solid support comprises an array of said nucleic acid labeling reagents.
31 . The method of claim 26 , wherein said nucleic acid is an oligonucleotide.
32 . The method of claim 26 , wherein R 1 is selected from the group consisting of C 6 H 12 and polyethylene glycol 3400.
33 . The method of claim 26 , wherein R 1 , R 2 and R 3 are labels.
34 . The method of claim 33 , wherein said labels are selected from the group consisting of fluorescent labels, chemiluminescent labels, and enzymatically reactive labels.
35 . The method of claim 33 , wherein R 1 , R 2 and R 3 are biological molecules.
36 . The method of claim 26 , wherein R 3 is C 12 H 25 .Join the waitlist — get patent alerts
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