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US 2007/0185074 A1Published application
Synthetic molecules that specifically react with target sequences
AssigneeThe Regents of the University of California Office of Technology Transfer
InventorsRoger Tsien, B. Griffin
Life of this patent
Estimating the term…
Abstract
The present invention features biarsenical molecules. Target sequences that specifically react with the biarsenical molecules are also included. The present invention also features kits that include biarsenical molecules and target sequences. Tetraarsenical molecules are also featured in the invention.
Claims39
A biarsenical molecule of the formula:
- and tautomers, anhydrides, and salts thereof;
- wherein:
- each X1 or X2, independently, is Cl, Br, I, ORa, or SRa, or
- X1 and X2 together with the arsenic atom form a ring having the formula
- Ra is H, C1-C4 alkyl, CH2CH2OH, CH2COOH or CN;
- Z is 1,2-ethanediyl, 1,2-propanediyl, 2,3-butanediyl, 1,3-propanediyl, 1,2 benzenediyl, 4-methyl-1,2-benzenediyl, 1,2-cyclopentanediyl, 1,2-cyclohexanediyl, 3-hydroxy-1,2-propanediyl, 3-sulfo-1,2-propanediyl, or 1,2-bis(carboxy)-1,2-ethanediyl;
- Y1 and Y2, independently, are H or CH3;
- or
- Y1 and Y2, together form a ring such that the biarsenical molecule has the formula
- where M is O, S, CH2, C(CH3)2, or NH;
- R1 and R2, independently, are ORa, OAc, NRaRb, or H;
- R3 and R4, independently, are H, F, Cl, Br, I, ORa, or Ra;
- or
- R1 together with R3, or R2 together with R4, or both, form a ring in which
- (i). one of R1 or R3 is C2-C3 alkyl and the other is NRa and
- (ii). one of R2 and R4 is C2-C3 alkyl and the other is NRa;
- Rb is H, C1-C4 alkyl, CH2CH2OH, CH2COOH, or CN;
- Q is CRaRb, CRaORb, C=O, or a spirolactone having the formula:
- wherein the spiro linkage is formed at C1.
16 more elements
A kit comprising
- a. a biarsenical molecule of the formula:
- and tautomers, anhydrides, and salts thereof;
- wherein:
- each X1 or X2, independently, is Cl, Br, I, ORa, or SRa, or
- X1 and X2 together with the arsenic atom form a ring having the formula
- Ra is H, C1-C4 alkyl, CH2CH2OH, CH2COOH, or CN;
- Z is 1,2-ethanediyl, 1,2-propanediyl, 2,3-butanediyl, 1,3-propanediyl, 1,2 benzenediyl, 4-methyl-1,2-benzenediyl, 1,2-cyclopentanediyl, 1,2-cyclohexanediyl, 3-hydroxy-1,2-propanediyl, 3-sulfo-1,2-propanediyl, or 1,2-bis(carboxy)-1,2-ethanediyl;
- Y1 and Y2, independently, are H or CH3;
- or
- Y1 and Y2, together form a ring such that the biarsenical molecule has the formula
- where M is O, S, CH2, C(CH3)2, or NH;
- R1 and R2, independently, are ORa, OAc, NRaRb, or H;
- R3 and R4, independently, are H, F, Cl, Br, I, ORa, or Ra;
- or
- R1 together with R3, or R2 together with R4, or both, form a ring in which
- (i). one of R1 or R3 is C2-C3 alkyl and the other is NRa and
- (ii). one of R2 and R4 is C2-C3 alkyl and the other is NRa;
- Rb is H, C1-C4 alkyl, CH2CH2OH, CH2COOH or CN;
- Q is CRaRb, CRaORb, C=O, or a spirolactone having the formula:
- wherein the Spiro linkage is formed at C1;
- and
- b. a bonding partner comprising a target sequence, said target sequence comprising one or more cysteines capable of specifically reacting with said biarsenical molecule.
19 more elements
A kit comprising
- a. a biarsenical molecule comprising the following formula:
- and tautomers, anhydrides, and salts thereof;
- wherein:
- each X1 or X2, independently, is Cl, Br, I, ORa, or SRa, or
- X1 and X2 together with the arsenic atom form a ring having the formula
- Ra is H, C1-C4 alkyl, CH2CH2OH, CH2COOH or CN;
- Z is 1,2-ethanediyl, 1,2-propanediyl, 2,3-butanediyl, 1,3-propanediyl, 1,2 benzenediyl, 4-methyl-1,2-benzenediyl, 1,2-cyclopentanediyl, 1,2-cyclohexanediyl, 3-hydroxy-1,2-propanediyl, 3-sulfo-1,2-propanediyl, or 1,2-bis(carboxy)-1,2-ethanediyl;
- Y1 and Y2, independently, are H or CH3;
- or
- Y1 and Y2, together form a ring such that the biarsenical molecule has the formula
- where M is O, S, CH2, C(CH3)2, or NH;
- R1 and R2, independently, are ORa, OAc, NRaRb, or H;
- R3 and R4, independently, are H, F, Cl, Br, I, ORa, or Ra;
- or
- R1 together with R3, or R2 together with R4, or both, form a ring in which
- (i). one of R1 or R3 is C2-C3 alkyl and the other is NRa and
- (ii). one of R2 and R4 is C2-C3 alkyl and the other is NRa;
- Rb is H, C1-C4 alkyl, CH2CH2OH, CH2COOH or CN;
- Q is CRaRb, CRaORb, C=O, or a spirolactone having the formula:
- wherein the spiro linkage is formed at C1;
- and
- b. a vector comprising a nucleic acid sequence encoding a target sequence, said target sequence comprising one or more cysteines capable of specifically reacting with said biarsenical molecule.
19 more elements
A complex comprising a biarsenical molecule and a target sequence, said target sequence comprising one or more cysteines capable of reacting with said biarsenical molecule, said biarsenical molecule having the following formula:
- and tautomers, anhydrides, and salts thereof;
- wherein:
- each X1 or X2, independently, is Cl, Br, I, ORa, or SRa, or
- X1 and X2 together with the arsenic atom form a ring having the formula
- Ra is H, C1-C4 alkyl, CH2CH2OH, CH2COOH or CN;
- Z is 1,2-ethanediyl, 1,2-propanediyl, 2,3-butanediyl, 1,3-propanediyl, 1,2 benzenediyl, 4-methyl-1,2-benzenediyl, 1,2-cyclopentanediyl, 1,2-cyclohexanediyl, 3-hydroxy-1,2-propanediyl, 3-sulfo-1,2-propanediyl, or 1,2-bis(carboxy)-1,2-ethanediyl;
- Y1 and Y2, independently, are H or CH3;
- or
- Y1 and Y2, together form a ring such that the biarsenical molecule has the formula
- where M is O, S, CH2, C(CH3)2, or NH;
- R1 and R2, independently, are ORa, OAc, NRaRb, or H;
- R3 and R4, independently, are H, F, Cl, Br, I, ORa, or Ra;
- or
- R1 together with R3, or R2 together with R4, or both, form a ring in which
- (i). one of R1 or R3 is C2-C3 alkyl and the other is NRa and
- (ii). one of R2 and R4 is C2-C3 alkyl and the other is NRa;
- Rb is H, C1-C4 alkyl, CH2CH2OH, CH2COOH or CN;
- Q is CRaRb, CRaORb, C=O, or a spirolactone having the formula:
- wherein the spiro linkage is formed at C1.
16 more elements
Dependencies are inferred from the claim text.