3,5-bis(3-amino-3-carboxypropyl)-4-(4-amino-4-carboxybutyl)-1-(5-amino-5-carboxypentyl)pyridin-1-ium chloride

• ChemBase编号: 155618
• 分子式: C24H40ClN5O8
• 平均质量: 562.0561
• 单一同位素质量: 561.25654095
• SMILES: c1c(c(c(c[n+]1CCCCC(C(=O)O)N)CCC(C(=O)O)N)CCCC(C(=O)O)N)CCC(C(=O)O)N.[Cl-]
• Canonical SMILES: NC(C(=O)O)CCc1c[n+](CCCCC(C(=O)O)N)cc(c1CCCC(C(=O)O)N)CCC(C(=O)O)N.[Cl-]
• InChI: 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
• InChIKey: FUPMLZCXPJSGPV-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3,5-bis(3-amino-3-carboxypropyl)-4-(4-amino-4-carboxybutyl)-1-(5-amino-5-carboxypentyl)pyridin-1-ium chloride
• IUPAC传统名: desmosine chloride
• 别名: Desmosine chloride

登记号

• CAS号: 10019-68-8
• MDL号: MFCD12910449
• PubChem SID: 162249756
• PubChem CID: 71312174

理论计算性质

• Acid pKa: 1.0354433
• 质子受体: 12
• 质子供体: 8
• LogD (pH = 5.5): -13.231828
• LogD (pH = 7.4): -13.243819
• Log P: -13.23201
• 摩尔折射率: 133.5261 cm^3
• 极化性: 52.80016 Å^3
• 极化表面积: 257.16 Å^2
• 可自由旋转的化学键: 19
• 里宾斯基五规则: false

分子性质

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: 99.5%±0.2%
• 生物来源: from bovine
• 提纯方法: chromatography (and purified by solvent extraction)
• Empirical Formula (Hill Notation): C24H40ClN5O8

详细说明

Sigma Aldrich - D9439

Analysis Note
Calibrated by UV and amino acid analysis.
Application
Assays for free or urinary desmosine are often used as markers for disease states characterized by elastin degradation (e.g., emphysema).1 Conversely, excessive levels of incorporated desmosine are indicators of fibrotic conditions (e.g., cirrhosis).2
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.3
Caution
Extremely hygroscopic
General description
Each vial contains 1 μmole of purified desmosine.