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Studies on Heterobifunctional Cross-Linking Reagents, 6-maleimidohexanoic Acid Active Esters

Shinya Kida, Mitsuko Maeda, Keiko Hojo, Yusuke Eto, Shinsaku Nakagawa, Koichi Kawasaki

Chem Pharm Bull (Tokyo). 2007 Apr;55(4):685-7.

PMID: 17409574

Abstract:

6-maleimidohexanoic acid N-hydroxysuccinimide ester has been used widely for preparation of enzyme immunoconjugates as a unique heterobifunctional cross-linking reagent. Its heterobifunctional reactivity is good, but its ester portion hydrolyzes easily in the presence of water. Several 6-maleimidohexanoic acid active esters (6-maleimidohexanoic acid 4-nitrophenyl ester, 6-maleimidohexanoic acid N-hydroxy-5-norbornene-endo-2,3-dicarboximide ester, and 6-maleimidohexanoic acid pentafluorophenyl ester) were prepared and their reactivity and stability in an aqueous media were tested. Of the synthetic esters, the pentafluorophenyl ester exhibited the highest reactivity and stability in aqueous media.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP55750635 6-Maleimidohexanoic acid N-hydroxysuccinimide ester 6-Maleimidohexanoic acid N-hydroxysuccinimide ester 55750-63-5 Price
AP89889521 Biotinamidohexanoyl-6-aminohexanoic acid N-hydroxysuccinimide ester Biotinamidohexanoyl-6-aminohexanoic acid N-hydroxysuccinimide ester 89889-52-1 Price
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