Bis-biotinylation tags

• US 10,544,449 B2
• Filed: 01/06/2017
• Issued: 01/28/2020
• Est. Priority Date: 06/14/2013
• Status: Active Grant

• Current Assignee: Pacific Bioscience of California Incorporated (L'Oreal SA)
• Original Assignee: Pacific Bioscience of California Incorporated (L'Oreal SA)
• Inventors: Shen, Gene, Popovich, Natasha, Miller, Erik, Kamtekar, Satwik, Bjornson, Keith, Hanes, Jeremiah, Yue, Stephen, Sebo, Lubomir, Wang, Zhong
• Primary Examiner(s): Balasubramanian, Venkataraman
• Application Number:
  US15/399,931
• Publication Number:
  US 20170184580A1
• Time in Patent Office: 1,117 Days
• Field of Search: 544198, 5483037, 514245, 514387
• CPC Class Codes: C07B 2200/11 Compounds covalently bound to a solid support
• CPC Class Codes: C07D 401/14 containing three or more hetero rings
• CPC Class Codes: C07D 403/14 containing three or more hetero rings
• CPC Class Codes: C07D 495/04 Ortho-condensed systems
• CPC Class Codes: C07F 7/1804 Compounds having Si-O-C linkages Si-O-acyl linkages C07F7/1896
• CPC Class Codes: C07K 14/36 from Actinomyces; from Streptomyces (G)
• CPC Class Codes: C08G 2650/04 End-capping
• CPC Class Codes: C08G 65/3348 containing nitrogen in addition to sulfur
• CPC Class Codes: C12N 11/06 attached to the carrier via a bridging agent
• CPC Class Codes: C12Q 1/6844 Nucleic acid amplification reactions

Abstract

Multi-biotinylated reactants are provided which can be used in divalent complexes for various applications such as colocalization, labeling, immobilization, and purification. Methods for constructing, purifying, and using the bis-biotinylated reactants are also provided. In certain embodiments, two bis-biotinylated reactants are bound to a single streptavidin tetramer to provide a complex having a 1:1 stoichiometry with respect to the bis-biotinylated reactants.

Claims

1. A compound having the formula

2. The compound of claim 1, wherein F is a carboxylic acid group or an amino group.

3. The compound of claim 1, wherein F is an azide group or an alkyne group.

4. The compound of claim 1, wherein C comprises a six-membered ring.

5. The compound of claim 4, wherein C comprises a tri-substituted aromatic six-membered ring.

6. The compound of claim 4, wherein C comprises a tri-substituted triazine.

7. The compound of claim 4, wherein C comprises a tri-substituted cyclohexane ring.

8. The compound of claim 1, wherein the compound is