365569-89-7

Upstream product

• 365569-88-6 (E)-3-[(2R,3R,4R,4aS,9aS)-4-Benzyloxy-2-(2-oxo-ethyl)-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-3-yloxy]-acrylic acid ethyl ester 
• 365569-86-4 (2R,3R,4S,4aS,9aS)-4-Benzyloxy-2-hydroxymethyl-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-3-ol 
• 365569-94-4 (2S,3S,4S,4aS,9aS)-4-Benzyloxy-2-iodomethyl-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-3-ol 
• 365569-87-5 (2R,3R,4S,4aS,9aS)-4-Benzyloxy-2-[1,3]dithian-2-ylmethyl-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-3-ol 
• 365569-95-5 (E)-3-((2R,3R,4R,4aS,9aS)-4-Benzyloxy-2-[1,3]dithian-2-ylmethyl-3,4,4a,6,9,9a-hexahydro-2H-1,5-dioxa-benzocyclohepten-3-yloxy)-acrylic acid ethyl ester 

Downstream Products

• 399572-66-8 ((2R,3S,4aR,5aS,10aS,11R,11aR)-11-Benzyloxy-3-methoxymethoxy-2,3,4,4a,5a,6,9,10a,11,11a-decahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-2-yl)-acetic acid ethyl ester 

Relevant academic research and scientific papers

Concise synthesis of ciguatoxin ABC-ring fragments and surface plasmon resonance study of the interaction of their BSA conjugates with monoclonal antibodies

Monoclonal antibodies (mAbs), 4H2 and 6H7, were prepared previously using a protein conjugate of a 1:1 epimeric mixture of the synthetic ABC-ring fragments of ciguatoxin (CTX), 3 and 4. Here, the interactions of these mAbs with the fragments of CTX and CTX3C, 3 and 5, were investigated by surface plasmon resonance (SPR) spectroscopy in an attempt to clarify an antigenic determinant. Compared with the previous synthesis, the fragment 3 possessing the 2S configuration was synthesized from tri-O-acetyl-D-glucal much more effectively. The mAb 4H2 was already known to show a dose-dependent binding to the bovine serum albumin (BSA) conjugate of 3, but not to that of 5. The present SPR study of 4H2 demonstrates that the A-ring side chain of 3 plays a decisive role as an epitope. Therefore, SPR can effectively replace the ELISA method for the analysis of mAbs.