Isodesmosine is a lysine derivative found in elastin. Isodesmosine is an isomeric pyridinium-based amino acid resulting from the condensation of four lysine residues between elastin proteins by lysyl-oxidase. These represent ideal biomarkers for monitoring elastin turnover because these special cross-links are only found in mature elastin in mammals.[1]

Isodesmosine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
MeSH D007524
  • InChI=1S/C24H39N5O8/c25-16(21(30)31)4-1-2-11-29-13-14(7-9-18(27)23(34)35)12-15(8-10-19(28)24(36)37)20(29)6-3-5-17(26)22(32)33/h12-13,16-19H,1-11,25-28H2,(H3-,30,31,32,33,34,35,36,37)/p+1 ☒N
    Key: RGXCTRIQQODGIZ-UHFFFAOYSA-O ☒N
  • InChI=1/C24H39N5O8/c25-16(21(30)31)4-1-2-11-29-13-14(7-9-18(27)23(34)35)12-15(8-10-19(28)24(36)37)20(29)6-3-5-17(26)22(32)33/h12-13,16-19H,1-11,25-28H2,(H3-,30,31,32,33,34,35,36,37)/p+1
    Key: RGXCTRIQQODGIZ-IKLDFBCSAD
  • c1c(c[n+](c(c1CCC(C(=O)O)N)CCCC(C(=O)O)N)CCCCC(C(=O)O)N)CCC(C(=O)O)N
Properties
C24H40N5O8
Molar mass 526.611 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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See also

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References

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  1. ^ Miao, M.; Bruce, A.E.E.; Bhanji, T.; Davis, E.C.; Keeley, F.W. (2007). "Differential expression of two tropoelastin genes in zebrafish". Matrix Biology. 26 (2): 115–124. doi:10.1016/j.matbio.2006.09.011. PMID 17112714.