Desmosin

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Structural formula
Structure of desmosin
General
Surname Desmosin
other names

4 - [(4 S ) -4-Amino-4-carboxybutyl] -1 - [(5 S ) -5-amino-5-carboxypentyl] -3,5-bis [(3 S ) -3-amino-3 -carboxypropyl] pyridinium

Molecular formula C 24 H 40 N 5 O 8
External identifiers / databases
CAS number 11003-57-9
PubChem 25435
ChemSpider 13085543
Wikidata Q61184
properties
Molar mass 526.60 g · mol -1
safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Desmosine is an amino acid , which consists of four L - lysine - molecules is formed. Desmosin and the related isodesmosin are components of the fiber protein elastin .

biosynthesis

During the biosynthesis of desmosine, the terminal amino groups of the L- lysine units are first oxidized to the corresponding ω- aldehydes by the enzyme lysyl oxidase ( EC  1.4.3.13 ) . Of lysine produced so Allysin . The ring closure to the pyridinium substructure arises from three allysine units and the amino function of another lysine molecule.

function

Since desmosin is formally a quadruple amino acid with a central pyridinium ring, it can be used in elastin to cross-link protein strands. Desmosin and isodesmosin fluoresce bluish under UV light and cause the yellow color of elastin, its water insolubility, heat stability and resistance to alkalis and most proteases with the exception of elastases .

Individual evidence

  1. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  2. David L. Nelson , Michael Cox , Albert L. Lehninger : Lehninger Biochemie . 3. Edition. Springer textbook, Berlin 2001, ISBN 3-540-41813-X .
  3. Entry on Desmosine. In: Römpp Online . Georg Thieme Verlag, accessed on March 5, 2011.
  4. HPT Ammon: Hunnius Pharmaceutical Dictionary , 2004, Verlag Walter de Gruyter , ISBN 3-11-017475-8 .