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Molecules 2015, 20(6), 10253-10263; doi:10.3390/molecules200610253

Synthesis of Phospholipid-Protein Conjugates as New Antigens for Autoimmune Antibodies

1
Nucleic Acid Center, Department of Physics, Chemistry and Pharmacy, University of Southern Denmark, Campusvej 55, Odense 5230, Denmark
2
Dr. B C Roy College of Pharmacy and AHS, Durgapur, West Bengal 713212, India
3
Divisions of Human Gene Therapy and Pediatric Rheumatology, Program in Immunology, Stanford University School of Medicine, 269 Campus Drive, Stanford, MC 5164, USA
*
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 10 April 2015 / Revised: 27 May 2015 / Accepted: 28 May 2015 / Published: 3 June 2015
(This article belongs to the Special Issue Advances in Click Chemistry)
View Full-Text   |   Download PDF [967 KB, uploaded 3 June 2015]   |  

Abstract

Copper(I)-catalyzed azide-alkyne cycloaddition, or CuAAC click chemistry, is an efficient method for bioconjugation aiming at chemical and biological applications. Herein, we demonstrate how the CuAAC method can provide novel phospholipid-protein conjugates with a high potential for the diagnostics and therapy of autoimmune conditions. In doing this, we, for the first time, covalently bind via 1,2,3-triazole linker biologically complementary molecules, namely phosphoethanol amine with human β2-glycoprotein I and prothrombin. The resulting phospholipid-protein conjugates show high binding affinity and specificity for the autoimmune antibodies against autoimmune complexes. Thus, the development of this work might become a milestone in further diagnostics and therapy of autoimmune diseases that involve the production of autoantibodies against the aforementioned phospholipids and proteins, such as antiphospholipid syndrome and systemic lupus erythematosus. View Full-Text
Keywords: CuAAC click chemistry; antiphospholipid syndrome; antigens; β2-glycoprotein I; phosphoethanolamine; prothrombin CuAAC click chemistry; antiphospholipid syndrome; antigens; β2-glycoprotein I; phosphoethanolamine; prothrombin
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Maity, A.; Macaubas, C.; Mellins, E.; Astakhova, K. Synthesis of Phospholipid-Protein Conjugates as New Antigens for Autoimmune Antibodies. Molecules 2015, 20, 10253-10263.

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