Methods and compounds for phototransfer

• US 20100203651A1
• Filed: 10/30/2008
• Published: 08/12/2010
• Est. Priority Date: 11/06/2007
• Status: Active Grant

• Current Assignee: Ambergen Inc.
• Original Assignee: Ambergen Inc.
• Inventors: Rothschild, Kenneth J., Lim, Mark J.
• Granted Patent: US 8,932,879 B2
• Time in Patent Office: Days
• US Class Current: 436/518
• CPC Class Codes: B01J 2219/00459 Beads
• CPC Class Codes: B01J 2219/005 Beads
• CPC Class Codes: B01J 2219/00576 fluorophore
• CPC Class Codes: B01J 2219/00596 Solid-phase processes
• CPC Class Codes: B01J 2219/00648 by the use of solid beads
• CPC Class Codes: B01J 2219/00722 Nucleotides
• CPC Class Codes: B01J 2219/00725 Peptides
• CPC Class Codes: C12N 15/1075 by coupling phenotype to genotype, not provided for in other groups of this subclass
• CPC Class Codes: C12P 21/02 having a known sequence of two or more amino acids, e.g. glutathione
• CPC Class Codes: C40B 40/08 Libraries containing RNA or DNA which encodes proteins, e.g. gene libraries
• CPC Class Codes: C40B 50/06 Biochemical methods, e.g. using enzymes or whole viable microorganisms
• CPC Class Codes: C40B 80/00 Linkers or spacers specially adapted for combinatorial chemistry or libraries, e.g. traceless linkers or safety-catch linkers

Abstract

Methods are described for phototransferring a compound from a first surface to a second surface. Compounds are described with photocleavable linkers. Compounds attached to a first surface through a photocleavable linker are put in proximity (or contact) with a second surface, and then phototransferred to the second surface upon exposure to electromagnetic radiation. Illuminating the compound with radiation photocleaves the compound from the first surface and transfers the compound to the second surface.

Claims

1. A method for transferring a compound from a first surface to a second surface, comprising:

a) providing i) a compound attached to a first surface through a photocleavable linker;

ii) a source of electromagnetic radiation; and

iii) a second surface;

b) contacting said second surface with said compound; and

c) illuminating said compound with radiation from said radiation source under conditions such that compound is photocleaved from said first surface and transferred to said second surface.

2. The method of claim 1, wherein said first surface is part of a particle.

3. The method of claim 2, wherein said particle is a bead.

4. The method of claim 2, wherein said particle is a nanoparticle.

5. The method of claim 4, wherein said nanoparticle is a nanocrystal.

6. The method of claim 2, wherein said contacting comprising depositing said particle onto said second surface.

7. The method of claim 6, further comprising, after step c), the step d) removing said particle from said second surface.

8. The method of claim 3, wherein said bead is selected from agarose beads, streptavidin-coated beads, NeutrAvidin-coated beads, antibody-coated beads, paramagnetic beads, magnetic beads, electrostatic beads, electrically conducting beads, fluorescently labeled beads, colloidal beads, glass beads, semiconductor beads, and polymeric beads.

9. The method of claim 1, wherein said second surface is selected from glass surfaces, metal surfaces, surfaces coated with antibodies, surfaces coated with streptavidin, surfaces coated with cells, hydrogel surfaces, nitrocellulose surfaces, polymeric surfaces, gold coated surfaces, surfaces suitable for surface plasmon resonance, surfaces suitable for MALDI, surfaces coated with nucleic acid, and surfaces coated with protein.

10. The method of claim 2, wherein said compound is selected from the group consisting of proteins, nascent proteins, peptides, antibodies, amino acids, amino acid analogs, drug compounds, nucleic acids, nucleosides, nucleotides, protein-nucleic acid complexes, lipids, fatty acids, saccharides, polysaccharides, inorganic molecules, and metals.

11. The method of claim 1, wherein said photocleavable linker comprises a 2-nitrobenzyl moiety.

12. The method of claim 1, wherein said compound is a conjugate.

13. The method of claim 12, wherein said conjugate comprises an antibody-protein complex.

14. The method of claim 13, wherein said protein of said complex is a nascent protein.

15. A method for transferring substances from a bead to a surface, comprising:

a) providing i) a compound attached to a bead through a photocleavable linker;

ii) a source of electromagnetic radiation; and

iii) a surface;

b) bringing said bead into contact with said surface; and

c) illuminating said bead with radiation from said radiation source under conditions such that compound is photocleaved from said bead and transferred to said surface.

16. The method of claim 15, wherein step b) comprises depositing said bead onto said surface.

17. The method of claim 16, further comprising, after step c), the step d) removing said bead from said surface.

18. The method of claim 15, wherein said bead is selected from agarose beads, streptavidin-coated beads, NeutrAvidin-coated beads, antibody-coated beads, paramagnetic beads, magnetic beads, electrostatic beads, electrically conducting beads, fluorescently labeled beads, colloidal beads, glass beads, semiconductor beads, and polymeric beads.

19. The method of claim 15, wherein said surface is selected from glass surfaces, metal surfaces, surfaces coated with antibodies, surfaces coated with streptavidin, surfaces coated with cells, hydrogel surfaces, nitrocellulose surfaces, polymeric surfaces, gold coated surfaces, surfaces suitable for surface plasmon resonance, surfaces suitable for MALDI, surfaces coated with nucleic acid, and surfaces coated with protein.

20. The method of claim 15, wherein said compound is selected from the group consisting of proteins, nascent proteins, peptides, antibodies, amino acids, amino acid analogs, drug compounds, nucleic acids, nucleosides, nucleotides, protein-nucleic acid complexes, lipids, fatty acids, saccharides, polysaccharides, inorganic molecules, and metals.

21. The method of claim 15, wherein said photocleavable linker comprises a 2-nitrobenzyl moiety.

22. The method of claim 15, wherein said compound is a conjugate.

23. The method of claim 22, wherein said conjugate comprises an antibody-protein complex.

24. The method of claim 23, wherein said protein of said complex is a nascent protein.

25. A method for transferring substances from a bead to a surface, comprising:

a) providing i) a compound attached to a bead through a photocleavable linker, said bead further comprising a coding agent attached to said bead through a photocleavable linker;

ii) a source of electromagnetic radiation; and

iii) a surface;

b) bringing said bead into contact with said surface; and

d) illuminating said bead with radiation from said radiation source under conditions such that said compound and said coding agent are photocleaved from said bead and transferred to said surface.

26. The method of claim 25 wherein step b) comprises depositing said bead onto said surface.

27. The method of claim 26, further comprising, after step c), the step d) removing said bead from said surface.

28. The method of claim 25, wherein said bead is selected from agarose beads, streptavidin-coated beads, NeutrAvidin-coated beads, antibody-coated beads, paramagnetic beads, magnetic beads, electrostatic beads, electrically conducting beads, fluorescently labeled beads, colloidal beads, glass beads, semiconductor beads, and polymeric beads.

29. The method of claim 25, wherein said surface is selected from glass surfaces, metal surfaces, surfaces coated with antibodies, surfaces coated with streptavidin, surfaces coated with cells, hydrogel surfaces, nitrocellulose surfaces, polymeric surfaces, gold coated surfaces, surfaces suitable for surface plasmon resonance, surfaces suitable for MALDI, surfaces coated with nucleic acid, and surfaces coated with protein.

30. The method of claim 25, wherein said compound is selected from the group consisting of proteins, nascent proteins, peptides, antibodies, amino acids, amino acid analogs, drug compounds, nucleic acids, nucleosides, nucleotides, protein-nucleic acid complexes, lipids, fatty acids, saccharides, polysaccharides, inorganic molecules, and metals.

31. The method of claim 25, wherein said photocleavable linker comprises a 2-nitrobenzyl moiety.

32. The method of claim 25, wherein said compound is a conjugate.

33. The method of claim 32, wherein said conjugate comprises an antibody-protein complex.

34. The method of claim 33, wherein said protein of said complex is a nascent protein.

35. The method of claim 25, further comprising, after step d), the step e) using said coding agent to determine the identity of said compound.

36. The method of claim 25, wherein said coding agent is selected from the group consisting of nucleic acid, protein, nanoparticles, quantum dots, mass coding agents, and fluorescent molecules.

37. The method of claim 25, wherein the coding agent has identifiable spectral properties.

38. The method of claim 37, wherein the identifiable spectral property is detecting using a method selected from fluorescence spectroscopy, absorption spectroscopy, infrared spectroscopy, Raman spectroscopy, nuclear magnetic resonance, mass spectrometry.

39. A method for transferring a compound from a bead to a surface, comprising:

a) providing i) a photocleavable biotin-labeled compound attached to an avidin-coated bead;

ii) a source of electromagnetic radiation; and

iii) a surface;

b) bringing said bead into contact with said surface; and

e) illuminating said bead with radiation from said radiation source under conditions such that compound is photocleaved from said bead and transferred to said surface.

40. The method of claim 39, wherein step b) comprises depositing said bead onto said surface.

41. The method of claim 40, further comprising, after step c), the step d) removing said bead from said surface.

42. The method of claim 39, wherein said avidin-coated bead is selected from agarose beads, paramagnetic beads, magnetic beads, electrostatic beads, electrically conducting beads, fluorescently labeled beads, colloidal beads, glass beads, semiconductor beads, and polymeric beads.

43. The method of claim 39, wherein said surface is selected from glass surfaces, metal surfaces, surfaces coated with antibodies, surfaces coated with cells, hydrogel surfaces, nitrocellulose surfaces, polymeric surfaces, gold coated surfaces, surfaces suitable for surface plasmon resonance, surfaces suitable for MALDI, surfaces coated with nucleic acid, and surfaces coated with protein.

44. The method of claim 39, wherein said compound is selected from the group consisting of proteins, nascent proteins, peptides, antibodies, amino acids, amino acid analogs, drug compounds, nucleic acids, nucleosides, nucleotides, protein-nucleic acid complexes, lipids, fatty acids, saccharides, polysaccharides, inorganic molecules, and metals.

45. The method of claim 39, wherein said photocleavable biotin comprises a 2-nitrobenzyl moiety.

46. The method of claim 39, wherein said compound is a conjugate.

47. The method of claim 46, wherein said conjugate comprises an antibody-protein complex.

48. The method of claim 47, wherein said protein of said complex is a nascent protein.

49. The method of claim 39, wherein said compound is a nascent protein labeled with photocleavable biotin during translation.