First example of an antibody-catalyzed aza Diels-Alder reaction.
Described herein is the synthesis of a hapten of biocyclo[2,2,2]octene 5 designed to mimic the exo transition-state of an aza Diels-Alder reaction. Immunization of rabbits with this hapten provided polyclonal antibodies, Aza-BSA-3, which were used to synthesize adduct 4b in the first reported antibody-catalyzed exo Diels-Alder reaction.
Shi
Zhen-Dan
ZD
State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, China.
Yang
Bing-Hui
BH
Wu
Yu-Lin
YL
Pan
Ya-Juan
YJ
Ji
Yong-Yong
YY
Yeh
Ming
M
D000466:Alkadienes / Q000737:chemistry; D000818:Animals; D000906:Antibodies / Q000737:chemistry*; D001372:Aza Compounds / Q000737:chemistry*; D001643:Bridged Bicyclo Compounds / Q000276:immunology; D002384:Catalysis; D006241:Haptens / Q000276:immunology; D007114:Immunization; D007700:Kinetics; D011817:Rabbits; D012710:Serum Albumin, Bovine
D000466:Alkadienes; D000906:Antibodies; D001372:Aza Compounds; D001643:Bridged Bicyclo Compounds; D006241:Haptens; C452432:bicyclo(2.2.2)oct-2-ene; D012710:Serum Albumin, Bovine