The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Jul. 01, 2014

Filed:

Dec. 23, 2010
Applicants:

Carlos F. Barbas, Iii, Solana Beach, CA (US);

Hitoshi Ban, Atagoyama, JP;

Julia Gavrilyuk, La Jolla, CA (US);

Inventors:

Carlos F. Barbas, III, Solana Beach, CA (US);

Hitoshi Ban, Atagoyama, JP;

Julia Gavrilyuk, La Jolla, CA (US);

Assignee:

The Scripps Research Institute, La Jolla, CA (US);

Attorney:
Primary Examiner:
Assistant Examiner:
Int. Cl.
CPC ...
C07K 16/00 (2006.01); C12P 21/08 (2006.01); C07D 249/00 (2006.01);
U.S. Cl.
CPC ...
C07D 249/00 (2013.01);
Abstract

A new and versatile class of cyclic diazodicarboxamides that reacts efficiently and selectively with phenols and the phenolic side chain of tyrosine through an Ene-like reaction is reported. This mild aqueous tyrosine ligation reaction works over a broad pH range and expands the repertoire of aqueous chemistries available for small molecule, peptide, and protein modification. The tyrosine ligation reactions are shown to be compatible with the labeling of native enzymes and antibodies in buffered aqueous solution. This reaction provides a novel synthetic approach to bispecific antibodies. This reaction will find broad utility in peptide and protein chemistry and in the chemistry of phenol-containing compounds.


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