In vitro and in vivo inhibition of lysyl oxidase byaminopropionitriles

作者: Kenneth R. Wilmarth , John R. Froines

DOI: 10.1080/15287399209531680

关键词: BiologyLysyl oxidaseElastinBiochemistryEnzymeOsteolathyrismEnzyme assayMechanism of actionIn vivoIn vitro

摘要: Inhibition of lysyl oxidase (protein‐lysine 6‐oxidase, EC 1.4.3.13) decreases the rate collagen and elastin cross‐link formation produces osteolathyrism in animals. Organic nitriles, including s‐aminopropionitrile (BAPN), have been shown to irreversibly inhibit vitro. Both BAPN 3,3'‐iminodipropionitrile (IDPN) produce osteolathyric changes when administered To date compounds that reported this enzyme possess a primary amine functional group. In study series substituted aminopropionitriles was studied for their ability activity both vitro vivo. Our results show tested, most potent inhibitor enzyme. Reversible inhibition found with two secondary aminonitriles, IDPN monomethy‐laminopropionitrile (MMAPN). There no associated tertiary compound 3,3'‐dimethylam...

参考文章(37)
C. Franzblau, J. A. Foster, B. Faris, Role of Crosslinking in Fiber Formation Advances in Experimental Medicine and Biology. ,vol. 79, pp. 313- 327 ,(1977) , 10.1007/978-1-4684-9093-0_28
P.C. Trackman, H.M. Kagan, Nonpeptidyl amine inhibitors are substrates of lysyl oxidase. Journal of Biological Chemistry. ,vol. 254, pp. 7831- 7836 ,(1979) , 10.1016/S0021-9258(18)36022-8
Charlotte Ressler, With the technical assistance of Hilda Malodeczky, Isolation and Identification from Common Vetch of the Neurotoxin β-Cyano-l-alanine, a Possible Factor in Neurolathyrism Journal of Biological Chemistry. ,vol. 237, pp. 733- 735 ,(1962) , 10.1016/S0021-9258(18)60365-5
Szabo S, Plugge H, Jaeger Rj, Acute urinary bladder toxicity of a polyurethane foam catalyst mixture: a possible new target organ for propionitrile derivative. Journal of environmental pathology and toxicology. ,vol. 4, pp. 555- ,(1980)
Siân Williams, E.K. Brownlow, H. Heath, Studies on the metabolism of β,β′-iminodipropionitrile in the rat Biochemical Pharmacology. ,vol. 19, pp. 2277- 2287 ,(1970) , 10.1016/0006-2952(70)90126-7
J. P. Ferris, Biological formation and metabolic transformations of compounds containing the cyano group Triple-Bonded Functional Groups: Vol. 1 (1983). pp. 325- 340 ,(2010) , 10.1002/9780470771693.CH9
S S Tang, P C Trackman, H M Kagan, Reaction of aortic lysyl oxidase with beta-aminopropionitrile. Journal of Biological Chemistry. ,vol. 258, pp. 4331- 4338 ,(1983) , 10.1016/S0021-9258(18)32627-9
Christopher. Walsh, Enzymatic Reaction Mechanisms ,(1978)
E.J. Miller, G.R. Martin, Christyna E. Mecca, Karl A. Piez, The Biosynthesis of Elastin Cross-links THE EFFECT OF COPPER DEFICIENCY AND A LATHYROGEN Journal of Biological Chemistry. ,vol. 240, pp. 3623- 3627 ,(1965) , 10.1016/S0021-9258(18)97189-9
A. Lewis Farr, Oliver H. Lowry, Rose J. Randall, Nira J. Rosebrough, Protein Measurement with the Folin Phenol Reagent Journal of Biological Chemistry. ,vol. 193, pp. 265- 275 ,(1951)