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. 1982 Feb;79(4):1313–1315. doi: 10.1073/pnas.79.4.1313

Enkephalin biosynthetic pathway: a 5300-dalton adrenal polypeptide that terminates at its COOH end with the sequence [Met]enkephalin-Arg-Gly-Leu-COOH.

B N Jones, J E Shively, D L Kilpatrick, K Kojima, S Udenfriend
PMCID: PMC345953  PMID: 6951177

Abstract

An enkephalin-containing polypeptide of 5300 daltons has been isolated from extracts of bovine adrenal medulla and purified to homogeneity, and its sequence has been determined by a combination of automated Edman degradation and enzymatic time-course hydrolysis. The polypeptide contains a single [Met]enkephalin sequence followed by Arg-Gly-Leu-COOH, which forms the COOH terminus of the molecule. The enkephalin sequence is preceded by a Lys-Arg linkage, typical of prohormone cleavage sites. Posttranslational processing of the polypeptide at this site would lead to release of the octapeptide [Met]enkephalin-Arg6-Gly7-Leu8.

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Selected References

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

  1. Böhlen P., Stein S., Stone J., Udenfriend S. Automatic Monitoring of primary amines in preparative column effluents with fluorescamine. Anal Biochem. 1975 Aug;67(2):438–445. doi: 10.1016/0003-2697(75)90316-4. [DOI] [PubMed] [Google Scholar]
  2. Clement-Jones V., Corder R., Lowry P. J. Isolation of human met-enkephalin and two groups of putative precursors (2K-pro-met-enkephalin) from an adrenal medullary tumour. Biochem Biophys Res Commun. 1980 Jul 31;95(2):665–673. doi: 10.1016/0006-291x(80)90837-2. [DOI] [PubMed] [Google Scholar]
  3. Gerber L. D., Stein S., Rubinstein M., Wideman J., Udenfriend S. Binding assay for opioid peptides with neuroblastoma x glioma hybrid cells: specificity of the receptor site. Brain Res. 1978 Jul 28;151(1):117–126. doi: 10.1016/0006-8993(78)90954-x. [DOI] [PubMed] [Google Scholar]
  4. Gubler U., Kilpatrick D. L., Seeburg P. H., Gage L. P., Udenfriend S. Detection and partial characterization of proenkephalin mRNA. Proc Natl Acad Sci U S A. 1981 Sep;78(9):5484–5487. doi: 10.1073/pnas.78.9.5484. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. Hunkapiller M. W., Hood L. E. New protein sequenator with increased sensitivity. Science. 1980 Feb 1;207(4430):523–525. doi: 10.1126/science.7352258. [DOI] [PubMed] [Google Scholar]
  6. Inturrisi C. E., Umans J. G., Wolff D., Stern A. S., Lewis R. V., Stein S., Udenfriend S. Analgesic activity of the naturally occurring heptapeptide [Met]enkephalin-Arg6-Phe7. Proc Natl Acad Sci U S A. 1980 Sep;77(9):5512–5514. doi: 10.1073/pnas.77.9.5512. [DOI] [PMC free article] [PubMed] [Google Scholar]
  7. Johnson N. D., Hunkapiller M. W., Hood L. E. Analysis of phenylthiohydantoin amino acids by high-performance liquid chromatography on DuPont Zobax cyanopropylsilane columns. Anal Biochem. 1979 Dec;100(2):335–338. doi: 10.1016/0003-2697(79)90237-9. [DOI] [PubMed] [Google Scholar]
  8. Jones B. N., Stern A. S., Lewis R. V., Kimura S., Stein S., Udenfriend S., Shively J. E. Structure of two adrenal polypeptides containing multiple enkephalin sequences. Arch Biochem Biophys. 1980 Oct 1;204(1):392–395. doi: 10.1016/0003-9861(80)90048-x. [DOI] [PubMed] [Google Scholar]
  9. Kilpatrick D. L., Jones B. N., Kojima K., Udenfriend S. Identification of the octapeptide [Met]enkephalin -Arg6-Gly7-Leu8 in extracts of bovine adrenal medulla. Biochem Biophys Res Commun. 1981 Nov 30;103(2):698–705. doi: 10.1016/0006-291x(81)90506-4. [DOI] [PubMed] [Google Scholar]
  10. Kilpatrick D. L., Taniguchi T., Jones B. N., Stern A. S., Shively J. E., Hullihan J., Kimura S., Stein S., Udenfriend S. A highly potent 3200-dalton adrenal opioid peptide that contains both a [Met]- and [Leu]enkephalin sequence. Proc Natl Acad Sci U S A. 1981 May;78(5):3265–3268. doi: 10.1073/pnas.78.5.3265. [DOI] [PMC free article] [PubMed] [Google Scholar]
  11. Kimura S., Lewis R. V., Stern A. S., Rossier J., Stein S., Udenfriend S. Probable precursors of [Leu]enkephalin and [Met]enkephalin in adrenal medulla: peptides of 3-5 kilodaltons. Proc Natl Acad Sci U S A. 1980 Mar;77(3):1681–1685. doi: 10.1073/pnas.77.3.1681. [DOI] [PMC free article] [PubMed] [Google Scholar]
  12. Lewis R. V., Stern A. S., Kimura S., Rossier J., Stein S., Udenfriend S. An about 50,000-dalton protein in adrenal medulla: a common precursor of [Met]- and [Leu]enkephalin. Science. 1980 Jun 27;208(4451):1459–1461. doi: 10.1126/science.7384787. [DOI] [PubMed] [Google Scholar]
  13. Lewis R. V., Stern A. S., Kimura S., Stein S., Udenfriend S. Enkephalin biosynthetic pathway: proteins of 8000 and 14,000 daltons in bovine adrenal medulla. Proc Natl Acad Sci U S A. 1980 Aug;77(8):5018–5020. doi: 10.1073/pnas.77.8.5018. [DOI] [PMC free article] [PubMed] [Google Scholar]
  14. Lewis R. V., Stern A. S., Rossier J., Stein S., Udenfriend S. Putative enkephalin precursors in bovine adrenal medulla. Biochem Biophys Res Commun. 1979 Aug 13;89(3):822–829. doi: 10.1016/0006-291x(79)91852-7. [DOI] [PubMed] [Google Scholar]
  15. Mizuno K., Minamino N., Kangawa K., Matsuo H. A new endogenous opioid peptide from bovine adrenal medulla: isolation and amino acid sequence of a dodecapeptide (BAM-12P). Biochem Biophys Res Commun. 1980 Aug 29;95(4):1482–1488. doi: 10.1016/s0006-291x(80)80064-7. [DOI] [PubMed] [Google Scholar]
  16. Mizuno K., Minamino N., Kangawa K., Matsuo H. A new family of endogenous "big" Met-enkephalins from bovine adrenal medulla: purification and structure of docosa- (BAM-22P) and eicosapeptide (BAM-20P) with very potent opiate activity. Biochem Biophys Res Commun. 1980 Dec 31;97(4):1283–1290. doi: 10.1016/s0006-291x(80)80005-2. [DOI] [PubMed] [Google Scholar]
  17. Pless D. D., Lennarz W. J. Enzymatic conversion of proteins to glycoproteins. Proc Natl Acad Sci U S A. 1977 Jan;74(1):134–138. doi: 10.1073/pnas.74.1.134. [DOI] [PMC free article] [PubMed] [Google Scholar]
  18. Rubinstein M., Chen-Kiang S., Stein S., Udenfriend S. Characterization of proteins and peptides by high-performance liquid chromatography and fluorescence monitoring of their tryptic digests. Anal Biochem. 1979 May;95(1):117–121. doi: 10.1016/0003-2697(79)90193-3. [DOI] [PubMed] [Google Scholar]
  19. Stein S., Böhlen P., Stone J., Dairman W., Udenfriend S. Amino acid analysis with fluorescamine at the picomole level. Arch Biochem Biophys. 1973 Mar;155(1):202–212. doi: 10.1016/s0003-9861(73)80022-0. [DOI] [PubMed] [Google Scholar]
  20. Steiner D. F., Quinn P. S., Chan S. J., Marsh J., Tager H. S. Processing mechanisms in the biosynthesis of proteins. Ann N Y Acad Sci. 1980;343:1–16. doi: 10.1111/j.1749-6632.1980.tb47238.x. [DOI] [PubMed] [Google Scholar]
  21. Stern A. S., Jones B. N., Shively J. E., Stein S., Undenfriend S. Two adrenal opioid polypeptides: proposed intermediates in the processing of proenkephalin. Proc Natl Acad Sci U S A. 1981 Mar;78(3):1962–1966. doi: 10.1073/pnas.78.3.1962. [DOI] [PMC free article] [PubMed] [Google Scholar]
  22. Stern A. S., Lewis R. V., Kimura S., Rossier J., Gerber L. D., Brink L., Stein S., Udenfriend S. Isolation of the opioid heptapeptide Met-enkephalin [Arg6,Phe7] from bovine adrenal medullary granules and striatum. Proc Natl Acad Sci U S A. 1979 Dec;76(12):6680–6683. doi: 10.1073/pnas.76.12.6680. [DOI] [PMC free article] [PubMed] [Google Scholar]
  23. Stern A. S., Lewis R. V., Kimura S., Rossier J., Stein S., Udenfriend S. Opioid hexapeptides and heptapeptides in adrenal medulla and brain possible implications on the biosynthesis of enkephalins. Arch Biochem Biophys. 1980 Dec;205(2):606–613. doi: 10.1016/0003-9861(80)90144-7. [DOI] [PubMed] [Google Scholar]
  24. Struck D. K., Lennarz W. J., Brew K. Primary structural requirements for the enzymatic formation of the N-glycosidic bond in glycoproteins. Studies with alpha-lactalbumin. J Biol Chem. 1978 Aug 25;253(16):5786–5794. [PubMed] [Google Scholar]
  25. Viveros O. H., Diliberto E. J., Jr, Hazum E., Chang K. J. Opiate-like materials in the adrenal medulla: evidence for storage and secretion with catecholamines. Mol Pharmacol. 1979 Nov;16(3):1101–1108. [PubMed] [Google Scholar]
  26. Wittmann-Liebold B. Amino acid sequence studies on ten ribosomal proteins of Escherichia coli with an improved sequenator equipped with an automatic conversion device. Hoppe Seylers Z Physiol Chem. 1973 Oct-Nov;354(10-11):1415–1431. doi: 10.1515/bchm2.1973.354.2.1415. [DOI] [PubMed] [Google Scholar]
  27. Yang H. Y., Fratta W., Hong J. S., DiGiulio A. M., Costa E. Detection of two endorphin-like peptides in nucleus caudatus. Neuropharmacology. 1978 Jun;17(6):433–438. doi: 10.1016/0028-3908(78)90023-0. [DOI] [PubMed] [Google Scholar]
  28. Zimmerman C. L., Appella E., Pisano J. J. Advances in the analysis of amino acid phenylthiohydantoins by high performance liquid chromatography. Anal Biochem. 1976 Sep;75(1):77–85. doi: 10.1016/0003-2697(76)90057-9. [DOI] [PubMed] [Google Scholar]

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