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Desmosine information


Desmosine
Names
IUPAC name
6-{4-[(4S)-4-Amino-4-carboxybutyl]-3,5-bis[(3S)-3-amino-3-carboxypropyl]-1-pyridiniumyl}-L-norleucine
Identifiers
CAS Number
  • 11003-57-9 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
4074277
ChEBI
  • CHEBI:37628
ChemSpider
  • 13085543 checkY
PubChem CID
  • 25435
UNII
  • 4MOL2J0TLY checkY
CompTox Dashboard (EPA)
  • DTXSID801106522 Edit this at Wikidata
InChI
  • InChI=1S/C24H39N5O8/c25-17(21(30)31)5-1-2-11-29-12-14(7-9-19(27)23(34)35)16(4-3-6-18(26)22(32)33)15(13-29)8-10-20(28)24(36)37/h12-13,17-20H,1-11,25-28H2,(H3-,30,31,32,33,34,35,36,37)/p+1 checkY
    Key: VEVRNHHLCPGNDU-MUGJNUQGSA-O checkY
SMILES
  • O=C(O)[C@@H](N)CCCC[n+]1cc(c(c(c1)CC[C@@H](C(=O)O)N)CCC[C@@H](C(=O)O)N)CC[C@@H](C(=O)O)N
Properties
Chemical formula
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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Infobox references

Desmosine is an amino acid found uniquely in elastin, a protein found in connective tissue such as skin, lungs, and elastic arteries.

Desmosine is a component of elastin and cross links with its isomer, isodesmosine, giving elasticity to the tissue. 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]

  1. ^ Millipore product catalogue, purified desmosine "Desmosine - Millipore". Archived from the original on 2014-02-24. Retrieved 2014-02-19.
  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.

and 11 Related for: Desmosine information

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Desmosine

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Desmosine is an amino acid found uniquely in elastin, a protein found in connective tissue such as skin, lungs, and elastic arteries. Desmosine is a component...

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Elastic fiber

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and allysines can react with other lysine and allysine residues to form desmosine, isodesmosine, and a number of other polyfunctional crosslinks that join...

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Sulfation

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Allysine–Allysine–Allysine–Lysine Desmosine...

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Eggshell membrane

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components identified in eggshell membranes are hyaluronic acid, sialic acid, desmosine, isodesmosine, ovotransferrin, lysyl oxidase, lysozyme, and β-N-acetylglucosaminidase...

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Protein primary structure

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cysteines involved in the protein's disulfide bonds. Other crosslinks include desmosine. The chiral centers of a polypeptide chain can undergo racemization. Although...

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Elastin

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tropoelastin molecules are cross-linked via their lysine residues with desmosine and isodesmosine cross-linking molecules. The enzyme that performs the...

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Isodesmosine

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these special cross-links are only found in mature elastin in mammals. Desmosine Miao, M.; Bruce, A.E.E.; Bhanji, T.; Davis, E.C.; Keeley, F.W. (2007)...

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C24H40N5O8

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C24H40N5O8 (molar mass: 526.603 g/mol, exact mass: 526.2877 u) may refer to: Desmosine Isodesmosine This set index page lists chemical structure articles associated...

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Lysyl oxidase

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collagen (pyridinolines derived from three lysine residues) and in elastin (desmosines derived from four lysine residues) that differ in structure. The importance...

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Anetoderma

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can be seen in addition to the histopathology on electron microscopy. Desmosine has been used to quantify the amount of elastin in lesional skin, which...

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MFAP4

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interact with several proteins including FBN1, FBN2, tropoelastin and desmosine. It has a relatively non-specific tissue expression pattern, with higher...

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