Page 30 - Tyrosine-Based Bioconjugations - Jorick Bruins

Chapter 1 123
quinone methides. To this end, a primary antibody was utilized to recognize and bind to a
specific cancer antigen, followed by binding of a secondary antibody conjugated to alkaline phosphatase (Scheme 9). Next, incubation with phosphorylated quinone methide precursor (35)
led to enzymatic hy12d3rolysis of the phosphate group by alkaline phosphatase to form (36), and quinone methides. To this end, a primary antibody was utilized to recognize and bind to a
subsequent 1,4-elimination of the fluoride group yielded the desired quinone methide (37). The specific cancer antigen, followed by binding of a secondary antibody conjugated to alkaline
quinone methides. To this end, a primary antibody was utilized to recognize and bind to a
quinone methide reacted with any proximate immobilized nucleophile, or was quenched by any
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phosphatase (Scheme 9). Next, incubation with phosphorylated quinone methide precursor (35)
specific cancer antigen, followed by binding of a secondary antibody conjugated to alkaline nucleophile in the reaction media (e.g. Tris or water). Despite the high reactivity of the quinone led to enzymatic hydrolysis of the phosphate group by alkaline phosphatase to form (36), and
phosphatase (Scheme 9). Next, incubation with phosphorylated quinone methide precursor (35)
methide, Bieniarz et al. were able to visualize B-cell lymphoma marker BCL6 on tonsil with both subsequent 1,4-elimination of the fluoride group yielded the desired quinone methide (37). The
led to enzymatic hydrolysis of the phosphate group by alkaline phosphatase to form (36), and
biotin and fluorophore markers. This method of proximity-based generation of a quinone qusuinbosenqeumenett1h,4id-elirmeiancateiodnwofitheafnluyoprirdoexgimroaupteyiemldmedobthileizdeedsirneudcqleuoinpohnielem, oetrhwidaes(3q7u).eTnhcehed by any
methide is similar to a method developed by Li et al.,124 where conjugation was achieved by using nuqculienonpehimletinhidtheereraecatecdtiownithmaendyiparo(ex.img.aTteriismomrowbailitzerd).nDucelsepopitheilteh, oerhwigahs qrueeanccthiveidtyboy fanthye quinone
an affinity tag and subsequently generation of quinone methide by activation with UV light. nucleophile in the reaction media (e.g. Tris or water). Despite the high reactivity of the quinone
methide, Bieniarz et al. were able to visualize B-cell lymphoma marker BCL6 on tonsil with both
methide, Bieniarz et al. were able to visualize B-cell lymphoma marker BCL6 on tonsil with both
biotin and fluorophore markers. This method of proximity-based generation of a quinone
biotin and fluorophore markers. This method of proximity-based generation of a quinone
methide is similar to a method developed by Li et al.,124 where conjugation was achieved by using
methide is similar to a method developed by Li et al.,124 where conjugation was achieved by using
an affinity tag and subsequently generation of quinone methide by activation with UV light.
an affinity tag and subsequently generation of quinone methide by activation with UV light.
ScShcehmemee99..Selectiivettisisuseuemmodoifdiciafitcioantiboyninbysitinu dsietpuhdosephhooryslpahtiongryalnadtingegnaenradtigoennoef rqautiinoneofmqeuthinidoens.e methides. Scheme 9. Selective tissue modification by in situ dephosphorylating and generation of quinone methides.
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