Bio-synthesis and Function of a Novel Cross-linking Amio Acid, of Elastin Allodesmosine.

弹性蛋白是一种结缔组织蛋白，几乎存在于每个组织和器官中。弹性蛋白主要是在生理发育过程中由细胞合成的可溶性前体，tropoelastin。弹力蛋白暴露于胞外空间。-它们继续经历化学修饰，最终形成特定种类的共价附着物，称为交联。最终，形成了一个由不同交联蛋白组成的家族，其中许多成员现在已经被分离和鉴定出来。从牛的韧带颈、主动脉和肺弹性蛋白中分离到一种新的五情交联氨基酸，命名为异氧腺苷，并通过LAI、NMR和MS进行了表征。通过紫外光谱和核磁共振谱分析表明，该化合物具有吡啶环结构。质谱分析表明其质量为655。我们假设它是由一种重复的醛醇缩合产物通过醛醇交叉样氨基酸醛肽缩合而产生的，醛肽是我们实验室在这个项目中发现的一种从AM中分离出来的新型氨基酸。在我们的模型反应中，我们采用丙烯醛的醛缩产物，2甲基-2-戊烯醛（MP）作为醛，正丁胺(1)和赖氨酸(2)作为主要亲和物。MP与I和2在室温中性条件下进行反应。Hofmann降解（160-170ºC 10min）的水溶性。e反应得到了各种吡啶，2-乙基-，4-乙基-和2-（1 -甲基- 1 -二烯基）- 3,5 -二甲基吡啶与其他核化吡啶。从MP和2,1 - α -氨基己二酸2-（l-甲基-l-蓝酰）的反应产物。通过2mol MP缩合得到的- 3,5 -二甲基吡啶与赖氨酸的ε -氨基基进行了分离鉴定。建立了一种高效液相色谱法测定含其他交联物的别乙酰氨基葡萄糖的方法。

Elastin is a connective tissue protein found in virtually every tissue and organs. Elastin is primarily synthesized during physiological development by cells as a soluble precursor, tropoelastin. Tropoelastin are exposed to the extracellular space Ydierc. - they continue to undergo chemical modifications that result uLtimately in formation of specific kinds of covalent attachments, called cross-link. Ultimately, a family of different crosslinks restilts, many members of which have now have been isolated and identified.A new pentafmotional cross-]Linking andno acid, termed allodesmosine, was isolated from bovine lige-mntum nuchae, aorta and lung elastin This was characterized by LAI, NMR and MS spectroscopy. The compound was shown by Uv and 1H-NMR to have pyridinium ring structure. Mass spectral analysis indicated a pELrent ural with a mass of 655. We postulated that it arose by condensation of a redurw aldol condensation products via aldol crogs-liriking amino acid, aldosine, which is novel amino acid isolated AM identified in this project by our laboratory.In our model reaction, we employed the aldol corxiensation products of propanal, 2methyl-2-pentenal(MP), as aldehydes, and n-butylamine(l)and lysine(2)as primary amities. The reaction of MP and I and 2 was carried out under the neutral condition at room temperature. Hofmann degradation(160-170 ﾟC for 10min)of water soltibl. e reactanlq gave various pyridines, 2-ethyl-, 4-etityl- and 2-(l-methyl-l-biitenyl)-3, 5-dimethylpyridine with other nuidetitLfied pyridines. From the reaction products of MP and 2, 1-alpha-aminoadipicaid 2-(l-mtyl-l-buLe-nyl.)-3, 5-dimetylpyridinium which was formffl by the condensation of 2 moles of MP and epsilon-amnino group of lysine was separated and identified. A highperforwmce liquid chromatgraphic procedxjlre for the determination of allodesmosine with other cross-links has been developed.