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

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...

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Main Authors: Arindam Maity, Claudia Macaubas, Elizabeth Mellins, Kira Astakhova
Format: Article
Language:English
Published: MDPI AG 2015-06-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/20/6/10253
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author Arindam Maity
Claudia Macaubas
Elizabeth Mellins
Kira Astakhova
author_facet Arindam Maity
Claudia Macaubas
Elizabeth Mellins
Kira Astakhova
author_sort Arindam Maity
collection DOAJ
description 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.
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spelling doaj.art-6efdfcddc96a45548abe5a537d157afc2022-12-21T18:10:16ZengMDPI AGMolecules1420-30492015-06-01206102531026310.3390/molecules200610253molecules200610253Synthesis of Phospholipid-Protein Conjugates as New Antigens for Autoimmune AntibodiesArindam Maity0Claudia Macaubas1Elizabeth Mellins2Kira Astakhova3Nucleic Acid Center, Department of Physics, Chemistry and Pharmacy, University of Southern Denmark, Campusvej 55, Odense 5230, DenmarkDivisions of Human Gene Therapy and Pediatric Rheumatology, Program in Immunology, Stanford University School of Medicine, 269 Campus Drive, Stanford, MC 5164, USADivisions of Human Gene Therapy and Pediatric Rheumatology, Program in Immunology, Stanford University School of Medicine, 269 Campus Drive, Stanford, MC 5164, USANucleic Acid Center, Department of Physics, Chemistry and Pharmacy, University of Southern Denmark, Campusvej 55, Odense 5230, DenmarkCopper(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.http://www.mdpi.com/1420-3049/20/6/10253CuAAC click chemistryantiphospholipid syndromeantigensβ2-glycoprotein Iphosphoethanolamineprothrombin
spellingShingle Arindam Maity
Claudia Macaubas
Elizabeth Mellins
Kira Astakhova
Synthesis of Phospholipid-Protein Conjugates as New Antigens for Autoimmune Antibodies
Molecules
CuAAC click chemistry
antiphospholipid syndrome
antigens
β2-glycoprotein I
phosphoethanolamine
prothrombin
title Synthesis of Phospholipid-Protein Conjugates as New Antigens for Autoimmune Antibodies
title_full Synthesis of Phospholipid-Protein Conjugates as New Antigens for Autoimmune Antibodies
title_fullStr Synthesis of Phospholipid-Protein Conjugates as New Antigens for Autoimmune Antibodies
title_full_unstemmed Synthesis of Phospholipid-Protein Conjugates as New Antigens for Autoimmune Antibodies
title_short Synthesis of Phospholipid-Protein Conjugates as New Antigens for Autoimmune Antibodies
title_sort synthesis of phospholipid protein conjugates as new antigens for autoimmune antibodies
topic CuAAC click chemistry
antiphospholipid syndrome
antigens
β2-glycoprotein I
phosphoethanolamine
prothrombin
url http://www.mdpi.com/1420-3049/20/6/10253
work_keys_str_mv AT arindammaity synthesisofphospholipidproteinconjugatesasnewantigensforautoimmuneantibodies
AT claudiamacaubas synthesisofphospholipidproteinconjugatesasnewantigensforautoimmuneantibodies
AT elizabethmellins synthesisofphospholipidproteinconjugatesasnewantigensforautoimmuneantibodies
AT kiraastakhova synthesisofphospholipidproteinconjugatesasnewantigensforautoimmuneantibodies