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Merck
CN

D9439

Desmosine chloride

from bovine, 99.5%±0.2%

Synonym(s):

DES

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About This Item

Empirical Formula (Hill Notation):
C24H40ClN5O8
CAS Number:
10019-68-8
Molecular Weight:
562.06
NACRES:
NA.56
PubChem Substance ID:
329798901
UNSPSC Code:
12352202
MDL number:
MFCD12910449
Form:
lyophilized powder
Assay:
99.5%±0.2%
Biological source:
bovine

Key Documents

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InChI

1S/C24H39N5O8.ClH/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);1H

SMILES string

[Cl-].NC(CCCC[n+]1cc(CCC(N)C(O)=O)c(CCCC(N)C(O)=O)c(CCC(N)C(O)=O)c1)C(O)=O

InChI key

FUPMLZCXPJSGPV-UHFFFAOYSA-N

biological source

bovine

assay

99.5%±0.2%

form

lyophilized powder

purified by

chromatography (and purified by solvent extraction)

storage temp.

2-8°C

Quality Level

100

General description

Each vial contains 1 μmole of purified desmosine.

Application

Assays for free or urinary desmosine are often used as markers for disease states characterized by elastin degradation (e.g., emphysema). Conversely, excessive levels of incorporated desmosine are indicators of fibrotic conditions (e.g., cirrhosis).
Desmosine chloride is often used in assays for free or urinary desmosine as markers for disease states characterized by elastin degradation (e.g., emphysema). Elastin degradation has shown strong correlation with vascular calcification, and pretreatment with aluminum ions can inhibit the binding of matrix metalloproteinase (MMP) to elastin.

Biochem/physiol Actions

Desmosine is a polyfunctional amino acid that forms cross-links in mature elastin.

Analysis Note

Calibrated by UV and amino acid analysis.

Disclaimer

Extremely hygroscopic

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

监管及禁止进口产品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCG8549
MKCF5444
MKBV9658V
MKBT7013V
MKBS1718V

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Franca Cocci et al.
The international journal of biochemistry & cell biology, 34(6), 594-604 (2002-04-12)
An enhanced proteolysis of lung interstitium is key event in the pathogenesis of emphysema, a major constituent of chronic obstructive pulmonary disease. To assess whether urinary desmosine and/or hydroxyproline may be used as a marker of lung destruction we studied
M Bailey et al.
The American journal of pathology, 159(6), 1981-1986 (2001-12-26)
Calcification of elastin occurs in many pathological cardiovascular diseases including atherosclerosis. We have previously shown that purified elastin when subdermally implanted in rats undergoes severe calcification and aluminum chloride (AlCl(3)) pretreatment of elastin inhibits calcification. In the present study we
Dina M Basalyga et al.
Circulation, 110(22), 3480-3487 (2004-11-17)
Elastin calcification is a widespread feature of vascular pathology, and circumstantial evidence exists for a correlation between elastin degradation and calcification. We hypothesized that matrix metalloproteinase (MMP)-mediated vascular remodeling plays a significant role in elastin calcification. In the present studies

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