Structural Characterization and Interaction with RCA120 of a Highly Sulfated Keratan Sulfate from Blue Shark (Prionace glauca) Cartilage

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 (Prionace glauca) cartilage and prepared KS oligosaccharides (KSO) through keratanase II-catalyzed hydrolysis. The s...

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Main Authors: Qinying Li, Guoyun Li, Xiaoliang Zhao, Xindi Shan, Chao Cai, Jing Zhao, Fuming Zhang, Robert J. Linhardt, Guangli Yu
Format: Article
Language:English
Published: MDPI AG 2018-04-01
Series:Marine Drugs
Subjects:
Online Access:http://www.mdpi.com/1660-3397/16/4/128
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author Qinying Li
Guoyun Li
Xiaoliang Zhao
Xindi Shan
Chao Cai
Jing Zhao
Fuming Zhang
Robert J. Linhardt
Guangli Yu
author_facet Qinying Li
Guoyun Li
Xiaoliang Zhao
Xindi Shan
Chao Cai
Jing Zhao
Fuming Zhang
Robert J. Linhardt
Guangli Yu
author_sort Qinying Li
collection DOAJ
description 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 (Prionace glauca) 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% N-acetylneuraminic acid (NeuAc) through α(2,3)-linked to galactose. Additionally, KS exhibited binding affinity to Ricinus communis agglutinin I (RCA120) in a concentration-dependent manner, a highly toxic lectin from beans of the castor plant. Furthermore, KSO from dp2 to dp8 bound to RCA120 in the increasing trend while the binding affinity of dp8 was superior to polysaccharide. These results define novel structural features for KS from Prionace glauca cartilage and demonstrate the potential application on ricin-antidote exploitation.
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spelling doaj.art-9de1e35479a44f1e9f1bf5ecd7c018012022-12-22T04:27:25ZengMDPI AGMarine Drugs1660-33972018-04-0116412810.3390/md16040128md16040128Structural Characterization and Interaction with RCA120 of a Highly Sulfated Keratan Sulfate from Blue Shark (Prionace glauca) CartilageQinying Li0Guoyun Li1Xiaoliang Zhao2Xindi Shan3Chao Cai4Jing Zhao5Fuming Zhang6Robert J. Linhardt7Guangli Yu8Key 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, ChinaKey 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, ChinaKey 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, ChinaKey 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, ChinaKey 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, ChinaDepartment of Chemistry and Chemical Biology, Biomedical Engineering, Biology, Chemical and Biological Engineering, and Center for Biotechnology and Interdisciplinary Studies, Rensselaer Polytechnic Institute, Troy, NY 12180, USADepartment of Chemistry and Chemical Biology, Biomedical Engineering, Biology, Chemical and Biological Engineering, and Center for Biotechnology and Interdisciplinary Studies, Rensselaer Polytechnic Institute, Troy, NY 12180, USADepartment of Chemistry and Chemical Biology, Biomedical Engineering, Biology, Chemical and Biological Engineering, and Center for Biotechnology and Interdisciplinary Studies, Rensselaer Polytechnic Institute, Troy, NY 12180, USAKey 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, ChinaAs 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 (Prionace glauca) 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% N-acetylneuraminic acid (NeuAc) through α(2,3)-linked to galactose. Additionally, KS exhibited binding affinity to Ricinus communis agglutinin I (RCA120) in a concentration-dependent manner, a highly toxic lectin from beans of the castor plant. Furthermore, KSO from dp2 to dp8 bound to RCA120 in the increasing trend while the binding affinity of dp8 was superior to polysaccharide. These results define novel structural features for KS from Prionace glauca cartilage and demonstrate the potential application on ricin-antidote exploitation.http://www.mdpi.com/1660-3397/16/4/128Prionace glauca cartilagekeratan sulfatestructural characterizationNMR spectraHILIC-FTMSRicinus communis agglutinin I
spellingShingle Qinying Li
Guoyun Li
Xiaoliang Zhao
Xindi Shan
Chao Cai
Jing Zhao
Fuming Zhang
Robert J. Linhardt
Guangli Yu
Structural Characterization and Interaction with RCA120 of a Highly Sulfated Keratan Sulfate from Blue Shark (Prionace glauca) Cartilage
Marine Drugs
Prionace glauca cartilage
keratan sulfate
structural characterization
NMR spectra
HILIC-FTMS
Ricinus communis agglutinin I
title Structural Characterization and Interaction with RCA120 of a Highly Sulfated Keratan Sulfate from Blue Shark (Prionace glauca) Cartilage
title_full Structural Characterization and Interaction with RCA120 of a Highly Sulfated Keratan Sulfate from Blue Shark (Prionace glauca) Cartilage
title_fullStr Structural Characterization and Interaction with RCA120 of a Highly Sulfated Keratan Sulfate from Blue Shark (Prionace glauca) Cartilage
title_full_unstemmed Structural Characterization and Interaction with RCA120 of a Highly Sulfated Keratan Sulfate from Blue Shark (Prionace glauca) Cartilage
title_short Structural Characterization and Interaction with RCA120 of a Highly Sulfated Keratan Sulfate from Blue Shark (Prionace glauca) Cartilage
title_sort structural characterization and interaction with rca120 of a highly sulfated keratan sulfate from blue shark prionace glauca cartilage
topic Prionace glauca cartilage
keratan sulfate
structural characterization
NMR spectra
HILIC-FTMS
Ricinus communis agglutinin I
url http://www.mdpi.com/1660-3397/16/4/128
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