Evaluation of absorption of heparin-DOCA conjugates on the intestinal wall using a surface plasmon resonance

Kyoon Kim Sang, Kwangmeyung Kim, Seulki Lee, Kyeongsoon Park, Hyung Park Jae, Chan Kwon Ick, Kuiwon Choi, Choong Yong Kim, Youngro Byun

Research output: Contribution to journalArticlepeer-review

29 Citations (Scopus)


We validated the application of the surface plasmon resonance (SPR) technique to reliably determine adhesion of drugs to the intestinal wall using heparin-DOCA conjugates, developed to enhance the oral absorption of poorly absorbed heparin. In this study, heparin conjugates, or deoxycholyl-heparin (H-DOCA) and bisdeoxycholyl-heparin (H-bis-DOCA), were synthesized by covalently coupling the synthesized succinimido deoxycholate (DOCA-NHS) or succinimido bis-deoxycholyl-l-lysine (DOCA-bis-NHS) to amine groups of heparin, and their physicochemical and biological properties were evaluated. To mimic the duodenal and ileal surfaces, duodenal and ileal brush border membrane (BBM) vesicles isolated from Sprauge-Dawley (SD) rats were immobilized onto a biosensor chip composed of dextran derivatives with modified lipophilic residues. The adhesion of heparin conjugates on the BBM surface was evaluated by measuring the SPR response signal. The adhesion of heparin conjugates was significantly dependent on the conjugated DOCA molecules: that is, they showed higher adhesion signal on the ileal BBM surface than that on the duodenal BBM surface. In particular, the solubilized heparin conjugates in DMSO solution presented significantly increased adhesion affinity on the ileal BBM surface. The adhesion of heparin conjugates on the intestinal surfaces was successfully assayed using the surface plasmon resonance technique with the sensor chip on which BBM vesicles were immobilized.

Original languageEnglish
Pages (from-to)861-870
Number of pages10
JournalJournal of Pharmaceutical and Biomedical Analysis
Issue number5
Publication statusPublished - 2005 Oct 4
Externally publishedYes

Bibliographical note

Funding Information:
This study was supported by grants from the National Research Laboratory Project of the Ministry of Science and Technology in Korea.


  • Brush border membrane
  • Deoxycholic acid
  • Heparin
  • Surface plasmon resonance

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmaceutical Science
  • Drug Discovery
  • Spectroscopy
  • Clinical Biochemistry


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