Modified nucleotides
First Claim
1. A polynucleotide molecule of formula PN—
- OZ, wherein Z is selected from-allyl, —
CR′
2O-allyl, —
CR′
2NR″
(allyl), —
CR′
2NH(allyl), —
CR′
2N(allyl)2 or -CR′
2-—
S-allyl, PN is a 3′
-terminal nucleotide of said polynucleotide;
each R′
is independently a hydrogen atom, an alkyl, substituted alkyl, arylalkyl, alkenyl, alkynyl, aryl, heteroaryl, heterocyclic, acyl, cyano, alkoxy, aryloxy, heteroaryloxy, amido group or two R′
taken together represent an alkylidene group ═
C(R′
″
), wherein R′
″
is selected from hydrogen, halogen, and alkyl;
R″
is a removable protecting group; and
said polynucleotide further comprises a detectable label linked by a linker.
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Accused Products
Abstract
The invention provides modified nucleotide or nucleoside molecule comprising a purine or pyrimidine base and a ribose or deoxyribose sugar moiety having a removable 3′-OH blocking group covalently attached thereto, such that the 3′ carbon atom has attached a group of the structure —O—Z wherein Z is any of —C(R′)2-O—R″, —C(R′)2-N(R″)2, —C(R′)2-N(H)R″, —C(R′)2-S—R″ and —C(R′)2-F, wherein each R″ is or is part of a removable protecting group; each R′ is independently a hydrogen atom, an alkyl, substituted alkyl, arylalkyl, alkenyl, alkynyl, aryl, heteroaryl, heterocyclic, acyl, cyano, alkoxy, aryloxy, heteroaryloxy or amido group, or a detectable label attached through a linking group; or (R′)2 represents an alkylidene group of formula ═C(R′″)2 wherein each R′″ may be the same or different and is selected from the group comprising hydrogen and halogen atoms and alkyl groups; and wherein said molecule may be reacted to yield an intermediate in which each R″ is exchanged for H or, where Z is —C(R′)2-F, the F is exchanged for OH, SH or NH2, preferably OH, which intermediate dissociates under aqueous conditions to afford a molecule with a free 3′OH; with the proviso that where Z is —C(R′)2-S—R″, both R′ groups are not H.
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Citations
17 Claims
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1. A polynucleotide molecule of formula PN—
- OZ, wherein Z is selected from
-allyl, —
CR′
2O-allyl, —
CR′
2NR″
(allyl), —
CR′
2NH(allyl), —
CR′
2N(allyl)2 or -CR′
2-—
S-allyl, PN is a 3′
-terminal nucleotide of said polynucleotide;
each R′
is independently a hydrogen atom, an alkyl, substituted alkyl, arylalkyl, alkenyl, alkynyl, aryl, heteroaryl, heterocyclic, acyl, cyano, alkoxy, aryloxy, heteroaryloxy, amido group or two R′
taken together represent an alkylidene group ═
C(R′
″
), wherein R′
″
is selected from hydrogen, halogen, and alkyl;
R″
is a removable protecting group; and
said polynucleotide further comprises a detectable label linked by a linker. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17)
- OZ, wherein Z is selected from
Specification
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- Resources
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Current AssigneeIllumina Cambridge Ltd. (California) (Illumina Incorporated)
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Original AssigneeIllumina Cambridge Ltd. (California) (Illumina Incorporated)
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InventorsMilton, John, Wu, Xiaolin, Smith, Mark, Brennan, Joseph, Barnes, Colin, Liu, Xiaohai, Ruediger, Silke
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Primary Examiner(s)Riley, Jezia
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Application NumberUS12/804,352Publication NumberTime in Patent Office504 DaysField of Search536/23.1, 536/24.3, 536/26.6, 435/6US Class Current536/23.1CPC Class CodesC07H 1/00 Processes for the preparati...C07H 19/00 Compounds containing a hete...C07H 19/06 Pyrimidine radicalsC07H 19/10 with the saccharide radical...C07H 19/14 Pyrrolo-pyrimidine radicalsC07H 19/16 Purine radicalsC07H 19/20 with the saccharide radical...C07H 21/00 Compounds containing two or...C12Q 1/6869 Methods for sequencingC12Q 2525/186 incorporating a non-extenda...C12Q 2525/197 incorporating a spacer/coup...C12Q 2535/113 Cycle sequencingY02P 20/55 Design of synthesis routes,...
