Home LiteratureArticle Details
PMID: 2983326 Published · ppublish English Comparative Study Journal Article Research Support, Non-U.S. Gov't Research Support, U.S. Gov't, P.H.S.

Novel activity of human angiotensin I converting enzyme: release of the NH2- and COOH-terminal tripeptides from the luteinizing hormone-releasing hormone.

Skidgel RA, Erdös EG

Abstract

Angiotensin I converting enzyme (ACE; kininase II; peptidyldipeptide hydrolase, EC 3.4.15.1) cleaves COOH-terminal dipeptides from active peptides containing a free COOH terminus. We investigated the hydrolysis of luteinizing hormone-releasing hormone (LH-RH) by homogeneous human ACE. Although this decapeptide is blocked at both the NH2 and COOH termini, it was metabolized to several peptides, which were separated by HPLC and identified by amino acid analysis. A major product was the NH2-terminal tripeptide, less than Glu-His-Trp, and another was LH-RH-(4-10) heptapeptide, indicating that the Trp-Ser bond is cleaved to release the NH2-terminal tripeptide. ACE also released the COOH-terminal tripeptide, Arg-Pro-Gly-NH2, and then sequentially the dipeptides Gly-Leu and Ser-Try, leaving less than Glu-His-Trp intact. Thus, less than Glu-His-Trp was formed by both NH2- and COOH-terminal hydrolysis. The cleavage of LH-RH was inhibited by specific ACE inhibitors and by antibody to ACE but not by inhibitors of other enzymes, showing that the hydrolysis was indeed due to ACE. In the absence of chloride, the hydrolysis proceeded at only 16% of the maximal rate (in 500 mM NaCl), but in 10 mM NaCl it increased to 64%. In 500 mM NaCl solution, 86% of the hydrolysis was accounted for by the release of the NH2-terminal tripeptide, whereas in 10 mM NaCl, the COOH-terminal and NH2-terminal cleavage occurred about equally. The Km of LH-RH in 500 mM NaCl was 167 microM and the catalytic constant kcat was 210 min-1. When the NH2-terminal pyroglutamic acid was replaced with glutamic acid ([Glu1]LH-RH), ACE liberated almost exclusively the COOH-terminal tripeptide in 10 mM NaCl. Thus, human ACE, although it is named peptidyl dipeptidase or dipeptidyl carboxypeptidase, can cleave a protected peptide at the NH2 or COOH terminus. The enzyme could be involved in the in vivo metabolism of LH-RH and possibly other blocked peptides.

MeSH Terms
Chemical Phenomena Chemistry Gonadotropin-Releasing Hormone Humans Hydrolysis In Vitro Techniques Kidney/enzymology Kinetics Oligopeptides Peptidyl-Dipeptidase A/metabolism Sodium Chloride Substrate Specificity
Chemicals
Oligopeptides Gonadotropin-Releasing Hormone Sodium Chloride Peptidyl-Dipeptidase A
Authors & Affiliations
2 authors, click to expand affiliations / ORCID
Skidgel R A
Erdös E G
References (44)
44 references, click to expand
  1. An enzyme in microsomal fraction of kidney that inactivates bradykinin.
    Life Sci. 1967 Mar 15;6(6):569-74 PMID: 4962200
  2. The preparation and function of the hypertensin-converting enzyme.
    J Exp Med. 1956 Mar 1;103(3):295-9 PMID: 13295487
  3. A dipeptidyl carboxypeptidase that converts angiotensin I and inactivates bradykinin.
    Biochim Biophys Acta. 1970 Aug 21;214(2):374-6 PMID: 4322742
  4. Characterization of a dipeptide hydrolase (kininase II: angiotensin I converting enzyme).
    J Pharmacol Exp Ther. 1971 Apr;177(1):291-300 PMID: 4327809
  5. Distribution and properties of angiotensin converting enzyme of rat brain.
    J Neurochem. 1972 Oct;19(10):2443-50 PMID: 4348982
  6. Angiotensin I-converting enzyme of the kidney cortex.
    Biochim Biophys Acta. 1974 May 20;350(1):26-37 PMID: 4366382
  7. Fifteen-minute acid hydrolysis of peptides.
    Anal Biochem. 1974 Oct;61(2):610-3 PMID: 4419506
  8. In vitro biosynthesis of TSH- and LH-releasing factors by the human placenta.
    Am J Obstet Gynecol. 1975 Jan 1;121(1):127-31 PMID: 1090166
  9. Angiotensin-converting enzyme in human brain.
    J Neurochem. 1975 Jul;25(1):83-5 PMID: 166145
  10. Angiotensin-converting enzyme: vascular endothelial localization.
    Science. 1976 Mar 12;191(4231):1050-1 PMID: 175444
  11. Angiotensin i-converting enzyme in the nephron.
    Life Sci. 1976 Jun 1;18(11):1299-303 PMID: 180370
  12. Enzyme kinetic studies and inhibition by oligopeptides of LH-RH degradation in rat hypothalamus and pituitary.
    Neuroendocrinology. 1979;28(5):339-48 PMID: 375117
  13. Placental luteinizing hormone-releasing factor and its synthesis.
    Science. 1980 Jan 18;207(4428):315-7 PMID: 6985750
  14. Angiotensin inhibitors for hypertension.
    Compr Ther. 1980 May;6(5):14-8 PMID: 6155240
  15. Sertoli-Leydig cell communication via an LHRH-like factor.
    Nature. 1981 Apr 30;290(5809):785-7 PMID: 6261155
  16. An approach to the elucidation of metabolic breakdown products of the luteinizing hormone-releasing hormone.
    J Med Chem. 1981 Jun;24(6):688-92 PMID: 7019446
  17. Handling of luteinizing hormone-releasing hormone by renal proximal tubular segments in vitro.
    Am J Physiol. 1981 Aug;241(2):F117-22 PMID: 7023248
  18. Degradation of luteinizing hormone - releasing hormone and analogs by adenohypophyseal peptidases.
    Biochem Biophys Res Commun. 1981 May 29;100(2):753-9 PMID: 6115636
  19. Purification and characterization of human converting enzyme (kininase II).
    Peptides. 1981 Summer;2(2):145-52 PMID: 6270633
  20. Rapid measurement of free amino acids in serum and CSF using high-performance liquid chromatography.
    Life Sci. 1981 Nov 16;29(20):2119-30 PMID: 7311736
  21. Tripeptidyl carboxypeptidase activity of kininase II (angiotensin-converting enzyme).
    Biochim Biophys Acta. 1981 Dec 15;662(2):300-7 PMID: 6274413
  22. Silver staining of proteins in polyacrylamide gels.
    Anal Biochem. 1981 Nov 15;118(1):197-203 PMID: 6175245
  23. Activation/inactivation of human angiotensin I converting enzyme following chemical modifications of amino groups near the active site.
    Biochem Biophys Res Commun. 1982 Feb 26;104(4):1319-26 PMID: 6280709
  24. Substrate specificity of an adenohypophyseal endopeptidase capable of hydrolyzing luteinizing hormone-releasing hormone: preferential cleavage of peptide bones involving the carboxyl terminus of hydrophobic and basic amino acids.
    Biochemistry. 1982 Mar 2;21(5):1033-6 PMID: 7041967
  25. Kidney neutral endopeptidase and the hydrolysis of enkephalin by synaptic membranes show similar sensitivity to inhibitors.
    Biochem J. 1982 May 1;203(2):519-22 PMID: 7052059
  26. Changes in luteinizing hormone-releasing hormone in human placenta throughout pregnancy.
    Obstet Gynecol. 1982 Oct;60(4):444-9 PMID: 6750474
  27. Purification of human kidney angiotensin I converting enzyme using reverse-immunoadsorption chromatography.
    Anal Biochem. 1982 Jul 1;123(2):310-9 PMID: 6289694
  28. Luteinizing hormone-releasing hormone peptidase activities in the female rat: characterization by an assay based on high-performance liquid chromatography.
    Anal Biochem. 1982 Sep 1;125(1):41-9 PMID: 6756208
  29. Characterization of the site of cleavage of luteinizing hormone-releasing hormone under conditions of measurement in which LHRH degradation undergoes physiologically related change.
    Biochem Biophys Res Commun. 1982 Oct 29;108(4):1475-81 PMID: 6758782
  30. The chemical identity of the immunoreactive LHRH-like peptide biosynthesized in the human placenta.
    Biochem Biophys Res Commun. 1982 Dec 15;109(3):1061-71 PMID: 6760865
  31. Activation of angiotensin converting enzyme by monovalent anions.
    Biochemistry. 1983 Jan 4;22(1):110-6 PMID: 6299331
  32. Novel substrates for angiotensin I converting enzyme.
    Biochem Biophys Res Commun. 1983 Jan 27;110(2):654-9 PMID: 6301459
  33. Membrane-bound kidney neutral metalloendopeptidase: interaction with synthetic substrates, natural peptides, and inhibitors.
    Biochemistry. 1983 Feb 1;22(3):590-9 PMID: 6340719
  34. Immunoreactive LHRH-like factor in human seminal plasma.
    Arch Androl. 1983 Mar;10(1):29-32 PMID: 6342557
  35. In vivo metabolism of tritiated LHRH by the whole kidney and individual tubules of rats.
    Am J Physiol. 1983 Jun;244(6):F628-32 PMID: 6344654
  36. Human kidney "enkephalinase", a neutral metalloendopeptidase that cleaves active peptides.
    Biochemistry. 1983 Jun 21;22(13):3265-71 PMID: 6349683
  37. Angiotensin-converting enzyme in epithelial and neuroepithelial cells.
    Neuroendocrinology. 1983 Jul;37(1):32-40 PMID: 6310427
  38. Anion activation of angiotensin converting enzyme: dependence on nature of substrate.
    Biochemistry. 1983 Aug 2;22(16):3850-7 PMID: 6311253
  39. A new feature of angiotensin-converting enzyme in the brain: hydrolysis of substance P.
    Biochem Biophys Res Commun. 1983 Oct 31;116(2):735-42 PMID: 6197070
  40. Carboxyl-terminal tripeptidyl hydrolysis of substance P by purified rabbit lung angiotensin-converting enzyme and the potentiation of substance P activity in vivo by captopril and MK-422.
    Mol Pharmacol. 1984 Mar;25(2):287-93 PMID: 6199659
  41. Hydrolysis of substance p and neurotensin by converting enzyme and neutral endopeptidase.
    Peptides. 1984 Jul-Aug;5(4):769-76 PMID: 6208535
  42. Enzymes in placental microvilli: angiotensin I converting enzyme, angiotensinase A, carboxypeptidase, and neutral endopeptidase ("enkephalinase").
    Peptides. 1984 Jul-Aug;5(4):789-96 PMID: 6093076
  43. Hydrolysis of opioid hexapeptides by carboxypeptidase N. Presence of carboxypeptidase in cell membranes.
    Biochem Pharmacol. 1984 Nov 1;33(21):3471-8 PMID: 6497904
  44. Second kininase in human blood plasma.
    Nature. 1967 Sep 23;215(5108):1402-3 PMID: 6055465
Article Info
Journal
Proceedings of the National Academy of Sciences of the United States of America
Abbr.
Proc Natl Acad Sci U S A
ISSN
0027-8424
Published
1985-02-00
Pages
1025-9
Language
English
Region
United States
NLM ID
7505876
PMCID
PMC397186
Subset
IM
Grants
NHLBI NIH HHS · HL 16320 · United States
NHLBI NIH HHS · HL 20594 · United States
NHLBI NIH HHS · HL 28813 · United States
Analysis Services
Analysis Services

Contact

No. 2 Wenbo Road, Zhangqiu District, Jinan, Shandong

Qilu Normal University · Genelibs Bioinformatics Lab

750 Shunhua Rd, Jinan

2F, Bldg F, University Science Park

Tel: 0531-88819269

WeChat Official Account

Follow our WeChat subscription account for real-time updates and the latest in medical and biological research.


Business Email

E-mail: product@genelibs.com