Desmosine

Desmosine
Names
IUPAC name
6-{4-[(4S)-4-Amino-4-carboxybutyl]-3,5-bis[(3S)-3-amino-3-carboxypropyl]-1-pyridiniumyl}-L-norleucine
Identifiers
11003-57-9 YesY
ChemSpider 13085543 N
Jmol interactive 3D Image
PubChem 25435
Properties
C24H40N5O8
Molar mass 526.61 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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Infobox references

A desmosine cross-link is formed from three allysyl side chains plus one unaltered lysyl side chain from the same or neighbouring polypeptides. Detection of desmosine in urine, plasma or sputum samples can be a marker for elastin breakdown due to high elastase activity related to certain diseases.[1][2]

It is found in elastin. Desmosine causes a yellow color.

This desmosine is responsible for the rubber properties of elastin.

References

  1. Millipore product catalogue, purified desmosine http://www.millipore.com/catalogue/item/263275-5mg
  2. Ma, S; Turino, G. M.; Lin, Y. Y. (2011). "Quantitation of desmosine and isodesmosine in urine, plasma, and sputum by LC-MS/MS as biomarkers for elastin degradation". Journal of Chromatography B 879 (21): 1893–8. doi:10.1016/j.jchromb.2011.05.011. PMID 21621489.


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