Skip to main content
NCBI home page
Cytotechnology logoLink to Cytotechnology
. 2002 Nov;40(1-3):23–29. doi: 10.1023/A:1023997501517

A monoclonal antibody to cyclomaltoheptaose (β-cyclodextrin): Characterization and use for immunoassay of β-cyclodextrin and its derivatives

Koji Ikura 1,✉, Jun-ichi Fujimoto 1, Kosuke Kubonishi 1, Shunji Natsuka 1, Hiroyuki Hashimoto 1, Tetsuya Ito 2, Koki Fujita 2
PMCID: PMC3449521  PMID: 19003101

Abstract

Cyclomaltoheptaose (β-cyclodextrin, β-CD) is a promising compound for application in various industrial fields because of its ability to entrap various compounds into its hydrophobic cavity. A monoclonal antibody (A7) to β-CD was generated by using a conjugate of glucosaminylmaltosyl-β-CD and bovine serum albumin as an antigen. The A7 monoclonal antibody was IgM/κ and reacted with β-CD with high specificity. The epitope recognized by the A7 monoclonal antibody seemed to be located on the secondary hydroxyl groups of the rim side of the β-CD molecule. The dissociation constant of the complex of β-CD and the immobilized A7 monoclonal antibody was determined to be 1.2 × 10-4 M. A competitive ELISA using the A7 monoclonal antibody enabled determination of β-CD and its derivatives with a detection limit of 0.05 μM. This immunoassay was useful to determine β-CD in biological fluids such as human plasma and urine after appropriate pretreatment of the samples.

Keywords: cyclomaltoheptaose, enzyme immunoassay, monoclonal antibody

Full Text

The Full Text of this article is available as a PDF (96.5 KB).

References

  1. Creminon C, Pilard F, Grassi J, Perly B, Pradelles P. A sensitive specific enzyme immunoassay for cyclomaltoheptaose and some derivatives. Carbohydr Res. 1994;258:179–186. doi: 10.1016/0008-6215(94)84084-9. [DOI] [PubMed] [Google Scholar]
  2. Hashimoto H. Cyclodextrins in foods, cosmetics, and toiletries. In: Szejtli J, Osa T, editors. Comprehensive Supramolecular Chemistry. New York: Elsevier Science Ltd.; 1996. pp. 483–502. [Google Scholar]
  3. Hamayasu K, Fujita K, Hara K, Hashimoto H, Tanimoto T, Koizumi K, Nakano H, Kitahata S. Synthesis of Nacetylglucosaminyl-maltosyl-cyclodextrin by lysozyme. J Appl Glycosci. 1999;46:445–448. [Google Scholar]
  4. Ikura K, Yanagawa S, Okumura K, Sasaki R, Chiba H. Production of monoclonal antibodies to guinea pig liver transglutaminase. Agric Biol Chem. 1984;48:1835–1840. [Google Scholar]
  5. Ikura K, Okumura K, Yoshikawa M, Sasaki R, Chiba H. Specific immobilization of an enzyme by monoclonal antibody: Immobilization of guinea pig liver transglutaminase. J Appl Biochem. 1984;6:222–231. [PubMed] [Google Scholar]
  6. Ikura K, Sakurai H, Yokota H, Sasaki R, Chiba H. Monoclonal antibody to noncatalytic subunit of bovine plasma factor XIII: selective isolation of catalytic subunit. Agric Biol Chem. 1987;51:523–530. [Google Scholar]
  7. Kubota Y, Fukuda M, Ohtsuji K, Koizumi K. Microanalysis of β-cyclodextrin and glucosyl-β-cyclodextrin in human plasma by high-performance liquid chromatography with pulsed amperometric detection. Anal Biochem. 1992;201:99–102. doi: 10.1016/0003-2697(92)90179-B. [DOI] [PubMed] [Google Scholar]
  8. Kubota Y, Fukuda M, Muroguchi M, Koizumi K. Absorption, distribution and excretion of β-cyclodextrin and glucosyl-β-cyclodextrin in rats. Biol Pharm Bull. 1996;19:1068–1072. doi: 10.1248/bpb.19.1068. [DOI] [PubMed] [Google Scholar]
  9. Laemmli UK. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature. 1970;227:680–685. doi: 10.1038/227680a0. [DOI] [PubMed] [Google Scholar]
  10. Sharon J, Kabat EA, Morrison SL. Association constants of hybridoma antibodies specific for α(1→6) linked dextran determined by affinity electrophoresis. Mol Immunol. 1982;19:389–397. doi: 10.1016/0161-5890(82)90204-8. [DOI] [PubMed] [Google Scholar]
  11. Szejtli J. Chemistry, physical and biological properties of cyclodextrins. In: Szejtli J, Osa T, editors. Comprehensive Supramolecular Chemistry. New York: Elsevier Science Ltd.; 1996. pp. 5–40. [Google Scholar]
  12. Szente L. Analytical methods for cyclodextrins, cyclodextrin derivatives, and cyclodextrin complexes. In: Szejtli J, Osa T, editors. Complehensive Supramolecular Chemistry. New York: Elsevier Science Ltd.; 1996. pp. 253–278. [Google Scholar]
  13. Uekama K, Irie T. Pharmaceutical use of cyclodextrins in various drug formulations. In: Szeijtli J, Osa T, editors. Comprehensive Supramolecular Chemistry. New York: Elsevier Science Ltd.; 1996. pp. 451–482. [Google Scholar]
  14. Waniska RD, Kinsella JE. Preparation of maltosyl, betacyclodextrinyl, glucosaminyl, and glucosamineoctaosyl derivatives of beta-lactoglobulin. Int J Pept Prot Res. 1984;23:573–580. doi: 10.1111/j.1399-3011.1984.tb03129.x. [DOI] [PubMed] [Google Scholar]

Articles from Cytotechnology are provided here courtesy of Springer Science+Business Media B.V.

RESOURCES