Modified nucleotides for nucleic acid labeling
First Claim
1. A compound having the structure:
- ##STR26## wherein;
-R1 is --H or --OH;
-R2 and -R3 are independently --H, --OH, monophosphate, diphosphate, triphosphate, thio analogs of mono-, di-, or triphosphates, --O-- attached to a reactive phosphorous-containing group or --O-- protected by a blocking group;
-A and -B are independently --H, an electron donating group, an electron withdrawing group, C1 -C4 alkyl, halogen;
nitro, --COOH, amino, substituted amino, cyano, --CONH, --CSNH, --COOR4 ##STR27## --CSOR4, --COSR4, --SR4, --COR4, --CH2 NHR4, -R4 C═
CR5 H or --C.tbd.C--R4 where R4 and R5 are independently H, an electron donating group, an electron withdrawing group, C1 -C4 alkyl, halogen, nitro, COOH, amino, substituted amino;
cyano, CONH or CSNH;
-X- is --NH--, --NHNH--, --O--, --S--, ##STR28## or --CH2 --;
Rep is a detectable reporter group; and
-L- is --(CH2)n -(T)q --(CH2)m Z1 or --(CH2)n -(T)q --(CH2)m -Z2 --(CH2)p Z1 where n, m and p are each independently an integer from 1 to 20 and q is 1 or 2, -T- is --O--, --S--, ##STR29## --NH-- or a heterocyclic structure containing one or more Group Va or VIa elements as a ring atom, Z1 is a covalent bond, --NH--, --CO--, --O--, --S-- or ##STR30## and -Z2 - is --NH--, --NHCO--, --NHCS--, --CONH--, --CSNH--, --O--, --S-- or ##STR31##
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Accused Products
Abstract
Modified pyrimidine bases and nucleotides containing a linker arm and a detectable reporter group for nucleic acid labeling. The modified nucleotides have the structure: ##STR1## wherein: -R1 is --H or --OH;
-R2 and -R3 are independently --H, --OH, monophosphate, diphosphate, triphosphate, thio analogs of mono-, di-, or triphosphates, --O-- attached to a reactive phosphorous-containing group or --O-- protected by a blocking group;
-A and -B are independently --H, an electron donating group, an electron withdrawing group, C1 -C4 alkyl, halogen, nitro, --COOH, amino, substituted amino, cyano, --CONH, --CSNH, --COOR4 ##STR2## --CSOR4, --COSR4, --SR4, --COR4, --CH2 NHR4, -R4 C═CR5 H or --C.tbd.C--R4 where R4 and R5 are independently H, an electron donating group, an electron withdrawing group, C1 -C4 alkyl, halogen, nitro, COOH, amino, substituted amino, cyano, CONH or CSNH;
-X- is --NH--, --NHNH--, --O--, --S--, ##STR3## or --CH2 --; Rep is a detectable reporter group; and
-L- is --(CH2)n -(T)q --(CH2)m Z1 or --(CH2)n -(T)q --(CH2)m -Z2 --(CH2)p Z1 where n, m and p are each independently an integer from 1 to 20 and q is 1 or 2, -T- is --O--, --S--, ##STR4## --NH-- or a heterocyclic structure containing one or more Group Va or VIa elements as a ring atom, Z1 is a covalent bond, --NH--, --CO--, --O--, --S-- or ##STR5## and -Z2 -- is --NH--, --NHCO--, --NHCS--, --CONH--, --CSNH--, --O--, --S-- or ##STR6##
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Citations
21 Claims
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1. A compound having the structure:
- ##STR26## wherein;
-R1 is --H or --OH;-R2 and -R3 are independently --H, --OH, monophosphate, diphosphate, triphosphate, thio analogs of mono-, di-, or triphosphates, --O-- attached to a reactive phosphorous-containing group or --O-- protected by a blocking group; -A and -B are independently --H, an electron donating group, an electron withdrawing group, C1 -C4 alkyl, halogen;
nitro, --COOH, amino, substituted amino, cyano, --CONH, --CSNH, --COOR4 ##STR27## --CSOR4, --COSR4, --SR4, --COR4, --CH2 NHR4, -R4 C═
CR5 H or --C.tbd.C--R4 where R4 and R5 are independently H, an electron donating group, an electron withdrawing group, C1 -C4 alkyl, halogen, nitro, COOH, amino, substituted amino;
cyano, CONH or CSNH;-X- is --NH--, --NHNH--, --O--, --S--, ##STR28## or --CH2 --;
Rep is a detectable reporter group; and-L- is --(CH2)n -(T)q --(CH2)m Z1 or --(CH2)n -(T)q --(CH2)m -Z2 --(CH2)p Z1 where n, m and p are each independently an integer from 1 to 20 and q is 1 or 2, -T- is --O--, --S--, ##STR29## --NH-- or a heterocyclic structure containing one or more Group Va or VIa elements as a ring atom, Z1 is a covalent bond, --NH--, --CO--, --O--, --S-- or ##STR30## and -Z2 - is --NH--, --NHCO--, --NHCS--, --CONH--, --CSNH--, --O--, --S-- or ##STR31## - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20)
- ##STR26## wherein;
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21. A compound having the structure:
- ##STR32## wherein;
-A and -B are independently --H, an electron donating group, an electron withdrawing group, C1 -C4 alkyl, halogen, nitro, --COOH, amino, substituted amino, cyano, --CONH, --CSNH, --COOR4, ##STR33## --CSOR4, --COSR4, --SR4, --COR4, --CH2 NHR4, -R4 C═
CR5 H or --C.tbd.C--R4 where R4 and R5 are independently H, an electron donating group, an electron withdrawing group, C1 -C4 alkyl, halogen, nitro, COOH, amino, substituted amino, cyano, CONH or CSNH;-X- is --NH--, --NHNH--, --O--, --S--, ##STR34## or --CH2 --;
Rep is a detectable reporter group; and-L- is --(CH2)n -(T)q --(CH2)m Z1 or --(CH2)n -(T)q --(CH2)m -Z2 --(CH2)p Z1 where n, m and p are each independently an integer from 1 to 20 and q is 1 or 2, -T- is --O--, --S--, ##STR35## --NH-- or a heterocyclic structure containing one or more Group Va or VIa elements as a ting atom, Z1 is a covalent bond, --NH--, --CO--, --O--, --S-- or ##STR36## and -Z2 - is --NH--, --NHCO--, --NHCS--, --CONH--, --CSNH--, --O--, --S-- or ##STR37##
- ##STR32## wherein;
Specification
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- Resources
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Current AssigneeVentana Medical Systems Incorporated (Roche Holding AG)
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Original AssigneeOncor, Inc
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InventorsMishra, Nrusingha C., Khorshidi, Hossein S., Gan, Yuxiang, Szweda, Pam, George, Jay
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Primary Examiner(s)Marschel, Ardin H.
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Assistant Examiner(s)Riley, Jezia
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Application NumberUS08/485,147Time in Patent Office881 DaysField of Search435/6, 536/22.1, 536/23.1, 536/27.1US Class Current536/22.1CPC Class CodesC07H 19/06 Pyrimidine radicalsC07H 19/10 with the saccharide radical...C07H 21/00 Compounds containing two or...
