Fucosylated heparan sulfate from the midgut gland of Patinopecten yessoensis

Fucosylated heparan sulfate from the midgut gland of Patinopecten yessoensis
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来自虾夷扇贝中肠腺的岩藻糖化硫酸乙酰肝素

DOI:
10.1016/j.carbpol.2023.120847
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发表时间:
2023
影响因子:
11.2
通讯作者:
Higashi Kyohei
Higashi Kyohei
中科院分区:
化学1区
文献类型:
--
作者:
Onishi Shoichi;Shionoya Kento;Sato Kazuki;Mubuchi Ayumu;Maruyama Shiori;Nakajima Tadaaki;Komeno Masahiro;Miyata Shinji;Yoshizawa Kazumi;Wada Takeshi;Linhardt Robert J.;Toida Toshihiko;Higashi Kyohei

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海洋生物中糖胺聚糖的结构和功能关系研究表明,海洋无脊椎动物,特别是双壳类,是高度硫酸化或分支糖胺聚糖的丰富来源。在这项研究中,我们确定了一个新的岩藻糖基硫酸乙酰肝素(Fuc-HS)从日本扇贝,Patinopecten yessoensis中肠腺。扇贝HS表现出对GAG降解酶的抗性,包括软骨素酶和肝素酶,并且当扇贝HS用温和的酸水解处理时,其去除岩藻糖基,对肝素酶的敏感性增加。此外,1H NMR在1.2-1.3 ppm附近检测到对应于岩藻糖残基的H-6甲基质子的显著信号,并检测到葡萄糖醛酸(GlcA)的小H-3(3.59 ppm)或H-2(3.39 ppm)信号,表明岩藻糖部分连接到扇贝HS中GlcA的C-3位置。GC-MS检测到对应于1,3,5-三-O-乙酰基-2,4-二-O-甲基-L-岩藻糖醇和1,4,5-三-O-乙酰基-2,3-二-O-甲基-L-岩藻糖醇的峰,表明岩藻糖部分是3-O-或4-O-硫酸化的。此外,扇贝HS显示抗凝血和神经突生长促进(NOP)的活动。这些结果表明,扇贝中肠腺是具有生物活性的Fuc-HS的重要来源。
The structural and functional relationships of glycosaminoglycans (GAGs) derived from marine organisms have been investigated, suggesting that marine invertebrates, particularly Bivalvia, are abundant sources of highly sulfated or branched GAGs. In this study, we identified a novel fucosylated heparan sulfate (Fuc-HS) from the midgut gland of the Japanese scallop,Patinopecten yessoensis. Scallop HS showed resistance to GAG-degrading enzymes, including chondroitinases and heparinases, and susceptibility to heparinases increased when scallop HS was treated with mild acid hydrolysis, which removes the fucosyl group. Moreover,1H NMR detected significant signals near 1.2–1.3 ppm corresponding to the H-6 methyl proton of fucose residues and small H-3 (3.59 ppm) or H-2 (3.39 ppm) signals of glucuronate (GlcA) were detected, suggesting that the fucose moiety is attached to the C-3 position of GlcA in scallop HS. GC–MS detected peaks corresponding to 1, 3, 5-tri-O-acetyl-2, 4-di-O-methyl-L-fucitol and 1, 4, 5-tri-O-acetyl-2, 3-di-O-methyl-L-fucitol, suggesting that the fucose moiety is 3-O- or 4-O-sulfated. Furthermore, scallop HS showed anti-coagulant and neurite outgrowth-promoting (NOP) activities. These results suggest that the midgut gland of scallops is a valuable source of Fuc-HS with biological activities.