Key Laboratory of Marine Drugs, Ministry of Education, Shandong Provincial Key Laboratory of Glycoscience and Glycotechnology, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China.
Laboratory for Marine Drugs and Bioproducts, Qingdao National Laboratory for Marine Science and Technology, Qingdao 266003, China.
Mar Drugs. 2018 Apr 14;16(4):128. doi: 10.3390/md16040128.
As an important glycosaminoglycan, keratan sulfate (KS) mainly exists in corneal and cartilage, possessing various biological activities. In this study, we purified KS from blue shark () cartilage and prepared KS oligosaccharides (KSO) through keratanase II-catalyzed hydrolysis. The structures of KS and KSO were characterized using multi-dimensional nuclear magnetic resonance (NMR) spectra and liquid chromatography-mass spectrometry (LC-MS). Shark cartilage KS was highly sulfated and modified with ~2.69% -acetylneuraminic acid (NeuAc) through α(2,3)-linked to galactose. Additionally, KS exhibited binding affinity to agglutinin I (RCA) in a concentration-dependent manner, a highly toxic lectin from beans of the castor plant. Furthermore, KSO from dp2 to dp8 bound to RCA in the increasing trend while the binding affinity of dp8 was superior to polysaccharide. These results define novel structural features for KS from cartilage and demonstrate the potential application on ricin-antidote exploitation.
作为一种重要的糖胺聚糖,硫酸软骨素(KS)主要存在于角膜和软骨中,具有多种生物活性。本研究从蓝鲨软骨中纯化了 KS,并通过角蛋白酶 II 催化水解制备了 KS 寡糖(KSO)。利用多维核磁共振(NMR)谱和液相色谱-质谱联用(LC-MS)对 KS 和 KSO 的结构进行了表征。鲨鱼软骨 KS 高度硫酸化,并通过α(2,3)-连接到半乳糖修饰有约 2.69%的 N-乙酰神经氨酸(NeuAc)。此外,KS 以浓度依赖的方式与蓖麻凝集素 I(RCA)具有结合亲和力,RCA 是一种来自蓖麻植物豆科的高毒性凝集素。此外,dp2 到 dp8 的 KSO 与 RCA 的结合呈递增趋势,而 dp8 的结合亲和力优于多糖。这些结果定义了来自鲨鱼软骨 KS 的新型结构特征,并展示了在蓖麻毒素解毒剂开发方面的潜在应用。