Skip to main content
PMC home page
Proceedings of the National Academy of Sciences of the United States of America logoLink to Proceedings of the National Academy of Sciences of the United States of America
. 1972 Jul;69(7):1835–1837. doi: 10.1073/pnas.69.7.1835

Coupling of a New, Active Morphine Derivative to Sepharose for Affinity Chromatography

Eric J Simon 1, William P Dole 1, Jacob M Hiller 1
PMCID: PMC426813  PMID: 4505662

Abstract

A new, pharmacologically active morphine derivative, 6-succinylmorphine, was synthesized. The properties of this compound and evidence for its structure are presented. Succinylmorphine was covalently coupled to ethylamino-Sepharose. Morphine-Sepharose containing up to 40 μg of morphine did not block the electrically stimulated contraction of isolated guinea pig ileum, but after alkaline hydrolysis of beads containing 2 μg of morphine the supernatant completely blocked contraction. This block was reversed by the specific morphine antagonist naloxone. Antibodies to morphine were removed from serum by morphine-Sepharose, but not by ethylamino-Sepharose, providing evidence of the efficacy of the beads for affinity chromatography.

Keywords: 6-succinylmorphine, opiate receptors, antibodies, naloxone

Full text

PDF
1835

Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. COCHIN J., DALY J. W. Rapid identification of analgesic drugs in urine with thin-layer chromatography. Experientia. 1962 Jun 15;18:294–295. doi: 10.1007/BF02148245. [DOI] [PubMed] [Google Scholar]
  2. Cuatrecasas P. Affinity chromatography. Annu Rev Biochem. 1971;40:259–278. doi: 10.1146/annurev.bi.40.070171.001355. [DOI] [PubMed] [Google Scholar]
  3. Cuatrecasas P. Protein purification by affinity chromatography. Derivatizations of agarose and polyacrylamide beads. J Biol Chem. 1970 Jun;245(12):3059–3065. [PubMed] [Google Scholar]
  4. Gyand E. A., Kosterlitz H. W. Agonist and antagonist actions of morphine-like drugs on the guinea-pig isolated ileum. Br J Pharmacol Chemother. 1966 Sep;27(3):514–527. doi: 10.1111/j.1476-5381.1966.tb01864.x. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. LOWRY O. H., ROSEBROUGH N. J., FARR A. L., RANDALL R. J. Protein measurement with the Folin phenol reagent. J Biol Chem. 1951 Nov;193(1):265–275. [PubMed] [Google Scholar]
  6. PATON W. D. The action of morphine and related substances on contraction and on acetylcholine output of coaxially stimulated guinea-pig ileum. Br J Pharmacol Chemother. 1957 Mar;12(1):119–127. doi: 10.1111/j.1476-5381.1957.tb01373.x. [DOI] [PMC free article] [PubMed] [Google Scholar]
  7. RANDALL L. O., LEHMANN G. Analgesic action of 3-hydroxy-N-methyl morphinan hydrobromide (dromoran). J Pharmacol Exp Ther. 1950 Jun;99(2):163–170. [PubMed] [Google Scholar]
  8. SCHAUMANN W. The paralysing action of morphine on the guinea-pig ileum. Br J Pharmacol Chemother. 1955 Dec;10(4):456–461. doi: 10.1111/j.1476-5381.1955.tb00105.x. [DOI] [PMC free article] [PubMed] [Google Scholar]
  9. Spector S., Parker C. W. Morphine: radioimmunoassay. Science. 1970 Jun 12;168(3937):1347–1348. doi: 10.1126/science.168.3937.1347. [DOI] [PubMed] [Google Scholar]

Articles from Proceedings of the National Academy of Sciences of the United States of America are provided here courtesy of National Academy of Sciences

RESOURCES