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Original Article

Mechanism of Formation of Elastin Crosslinks

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Pages 131-141 | Received 13 Sep 1999, Accepted 20 Dec 1999, Published online: 06 Aug 2009

References

  • Lent R. W., Salcedo L. L., Fans B., Franzblau C. Studies on the reduction of elastin. II. Evidence for the presence of α‐aminoadipic acid $dL‐semialdehyde and its aldol condensation product. Biochemistry 1969; 8: 2837–2845
  • Suyama K., Nakamura F. Aldosine, an acid hydrolysis product from aldol cross‐link of bovine elastin and collagen. Agric. Biol. Chem 1991; 55: 3147–3149
  • Nakamura F., Suyama K. Analysis of aldosine, an amino acid derived from aldol crosslink of elastin and collagen by high‐performance liquid chromatography. Anal. Biochem 1994; 223: 21–25
  • Franzblau C., Sinex F. M., Faris B., Lampidis R. Identification of a new crosslinking amino acid in elastin. Biochem. Biophys. Res. Commun 1965; 21: 575–581
  • Paz M. A., Heson E., Blumenfeld O. O., Seifter S., Gallop M. Dehydromerodesmosine and merodesmosine in elastin. Biochem. Biophys. Res. Commun 1971; 44: 1516–1523
  • Nakamura F., Yamazaki K., Suyama K. Isolation and structural characterization of a new cross‐linking amino acid, cyclopentenosine, from the acid hydrolysate of elastin. Biochem. Biophys. Res. Commun 1992; 186: 1533–1538
  • Thomas J., Elsden D. F., Partridge S. M. Degradation products from elastin. Nature 1963; 200: 651–652
  • Suyama K., Nakamura F. HPLC of cross‐linking elastin amino acids. Connect. Tissue 1992; 24: 125–126
  • Starcher B., Cook G., Gallop P., Hensen E., Shoulders B. Isolation and characterization of a pentameric amino acid from elastin. Connect. Tissue Res 1987; 16: 15–25
  • Suyama K., Nakamura F. Isolation and characterization of new cross‐linking amino acid “allodesmosine” form hydrolysate of elastin. Biochem. Biophvs. Res. Commun 1990; 170: 713–718
  • Brown‐Augsburger P., Broekelmann T., Rosembloom J., Mecham R. P. Functional domains on elastin and microfibril‐associated glycoprotein involved in elastic fibre assembly. Biochem. J 1996; 318: 149–155
  • Bedell‐Hogan D., Trackman P., Abrams W., Rosenbloom J., Kagan H. Oxidation, cross‐linking, and insolubilization of recombinant tropoelastin by purified lysyl oxidase. J. Biol. Chem 1993; 268: 10345–10350
  • Narayanan A. S., Page R. C. Demonstration of a precursor‐product relationship between soluble and cross‐linked elastin, and the biosynthesis of the desmosines in vitro. J. Biol. Chem 1976; 251: 1125–1130
  • Francis G., John R., Thomas J. Biosynthetic pathway of desmosine in elastin. Biochem. J 1973; 136: 45–55
  • Foster J. A., Rubin L., Kagan H. R., Franzblau C. Isolation and characterization of cross‐linked peptides from elastin. J. Biol. Chem 1974; 249: 6191–6196
  • Narayanan A. S., Page R. C., Kuzan R., Cooper C. G. Elastin cross‐linking in vitro. Biochem. J 1978; 173: 857–862
  • Reiser K., McCormick R. J., Rucker R. B. Enzymatic and nonenzymatic cross‐linking of collagen and elastin. FASEB J 1992; 6: 2439–2449
  • Davis N. R., Anwar R. A. On the mechanism of formation of desmosine and isodesmosine cross‐links of elastin. J. Amer. Chem. Soc 1969; 92: 3778–3782
  • Vrhovski B., Weiss A. S. Biochemistry of tropoelastin. Eur. J. Biochem 1998; 258: 1–18
  • Swee M. H., Parks W. C., Pierce R. A. Developmental regulation of elastin production. J. Biol. Chem 1995; 270: 14899–14906
  • Sandberg L. B. Elastin structure in health and disease. Int. Rev. Connect. Tissue Res 1978; 7: 159–210
  • John R., Thomas J. Chemical composition of elastins isolated from aortas and pulmonary tissues of humans of different ages. Biochem. J 1972; 127: 261–269
  • Powell J. T., Whitney P. L. Postnatal development of rat lung. Biochem. J 1980; 188: 1–8
  • Rosenbloom J. Elastin: biosynthesis, structure, degradation and role in disease processes. Connect. Tissue Res 1982; 10: 73–91
  • Nakamura F., Suyama K. An amino acid derived from aldol crosslink of elastin and collagen: structure, distribution, aging, and two models of hyperglycemia. Arch. Biochem. Biophys 1996; 325: 167–173
  • Watanabe M., Sawai T., Nagura H., Suyama K. Age‐related alteration of cross‐linkingamino acids of elastin in human aorta. Tohoku J. Exp. Med 1996; 180: 115–130
  • Suyama K., Adachi S. Reaction of alkanals and amino acids or primary amines. Synthesis of 1,2,3,5‐ and 1,3,4,5‐substituted quaternary pyridinium salts. J. Org. Chem 1979; 44: 1417–1420
  • Dölz R., Heidemann E. Reactivity of the allysine aldehyde group. Connect. Tissue Res 1989; 18: 255–268
  • Paz M. A., Gallop P. M., Blumenfeld O. O., Henson E., Seifter S. The presence in elastin of possible cyclic precursors of desmosine and isodesmosine. Biochem. Biophys. Res. Commun 1971; 43: 289–297
  • Davis N. R. Dihydropyridine precursors of elastin crosslinks. Biochim. Biophvs. Acta 1978; 538: 258–267
  • Akagawa M., Yamazaki K., Suyama K. Cyclopentenosine, major trifunctional crosslinking amino acid isolated from acid hydrolysate of elastin. Arch. Biochem. Biophvs 1999; 372: 112–120
  • Craig D., Schaefgen L., Tyler W. N‐Phenyl‐3,5‐diethyl‐2‐propyl‐1,4‐dihydropyridine. J. Amer. Chem. Soc 1948; 70: 1624–1629
  • Patrick T. M., Jr. The reaction of aldehydes with aldimines. J. Amer. Chem. Soc 1952; 74: 2984–2986
  • Sandberg L. B., Weissman N., Gray W. R. Structural features of tropoelastin related to the sites of cross‐links aortic elastin. Biochemistry 1971; 10: 52–56
  • Raju K., Anwar R. A. Primary structures of bovine elastin a, b, and c deduced from the sequences of cDNA clones. J. Biol. Chem 1987; 262: 5755–5762
  • Brown‐Augsburger P., Tisdale C., Broekelmann T., Sloan C., Mecham R. P. Identification of an elastin cross‐linking domain that joins three peptide chains. J. Biol. Chem 1995; 270: 17778–17783

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