laminarihexaose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: laminarihexaose
• 英文别名: beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->3)-beta-D-glucopyranosyl-(1->3)-D-glucopyranose；(3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,5-triol
• 化学式: C₃₆H₆₂O₃₁
• 分子量: 990.87
• InChiKey: IJPVERCOVSUXRV-SWOKYYHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -10.6
• 重原子数：
  67
• 可旋转键数：
  16
• 环数：
  6.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  506
• 氢给体数：
  20
• 氢受体数：
  31

反应信息

• 作为反应物：
  描述：

  laminarihexaose 在 sodium tetrahydroborate 、 水 作用下， 以 甲醇 为溶剂， 反应 168.0h， 以100%的产率得到β-D-Glcp-(1->3)-Lam-Glc5-ol
  参考文献：
  名称：

  New 4-deoxy-(1→3)-β-d-glucan-based oligosaccharides and their immunostimulating potential

  摘要：

  (1→3)-β-D-葡聚糖是公认的天然生物免疫调节剂。然而，这些多糖源于天然所带来的遗传问题，带来了重大挫折，包括批间异质性和基于来源及分离技术的显著差异。在这项研究中，我们试图通过制备一系列定量新的寡-（1→3)-β-D-葡聚糖基合成免疫调节剂来克服这些问题。其中一些非天然寡糖显示出生物活性，如刺激吞噬作用、调控基因表达和抗癌活性，这些活性优于天然葡聚糖。 © 2011 Elsevier Ltd. 保留所有权利。

  DOI：

  10.1016/j.carres.2011.06.020
• 作为产物：
  描述：

  在 氢气 、 palladium(II) hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 48.0h， 以2 mg的产率得到laminarihexaose
  参考文献：
  名称：

  β-（1→3）-葡聚糖氨基六糖在离子液体载体上的组装

  摘要：

  -对于β-制备（1→3）的有效方法d葡聚糖laminarihexaose上的离子液体-支持被描述（IL）。使用糖基化试剂的优化组合，可以在15小时内以立体选择性的方式快速组装β-（1→3）-葡聚糖层状六糖，平均收率超过90％。这种离子液体载体方法为组装β-（1→3）-葡聚糖提供了一种有效而快速的方法。

  DOI：

  10.1016/j.tetlet.2017.03.035

文献信息

• [EN] BLOCONJUGATES OF POLYSACCHARI DES AND ELASTI N-LI KE POLYPEPTI DES AND USES THEREOF<br/>[FR] BIOCONJUGUÉS DE POLYSACCHARIDES ET DE POLYPEPTIDES DE TYPE ÉLASTINE ET LEURS UTILISATIONS
  申请人：INST POLYTECHNIQUE BORDEAUX

  公开号：WO2020064836A1

  公开（公告）日：2020-04-02

  The present invention concerns a block copolymer having at least one oligo- or polysaccharide block and at least one elastin-like polypeptide block, wherein said block copolymer comprises at least one repetitive unit having the following formula (I) wherein R' is the side chain of a natural or synthetic amino acid other than proline and derivatives thereof.

  本发明涉及一种具有至少一个寡糖或多糖块和至少一个弹性蛋白样多肽块的嵌段共聚物，其中所述嵌段共聚物包括至少一个具有以下式(I)的重复单元，其中R'是天然或合成氨基酸的侧链，但不是脯氨酸及其衍生物。
• Use of modified oligo-β-(1,3)-glucans for treating diseases of the immune system, oligo-β-(1,3)-glucan-(1,3)-mannose, oligo-β-(1,3)-glucan-(1,3)-mannitol and derivatives thereof, methods for preparing them and medicaments containing them
  申请人：Yvin Jean-Claude

  公开号：US08367641B2

  公开（公告）日：2013-02-05

  The present invention relates to the use of at least one compound of formula (I) or (II), in which R1 is H and n is an integer from 2 to 10, for the preparation of a medicament for treating diseases chosen from the group comprising tumour, cancer, viral disease, bacterial disease, fungal disease, disease of the immune system, auto-immune disease or disease linked to a deficiency in immunostimulation, in human beings and warm-blooded animals. The invention also relates to new products having a mannose or mannitol termination as well as a method for preparing them.

  本发明涉及使用式(I)或(II)中至少一种化合物，其中R1为H，n为2至10的整数，用于制备用于治疗人类和温血动物中所选疾病的药物，所述疾病包括肿瘤、癌症、病毒性疾病、细菌性疾病、真菌性疾病、免疫系统疾病、自身免疫疾病或与免疫刺激缺乏有关的疾病。该发明还涉及具有甘露糖或甘露醇末端的新产品以及其制备方法。
• 1,3-Dideoxynojirimycin-3-yl glycosides of β-(1→3)- and β-(1→6)-linked gluco-oligosaccharides
  作者：Regine Blattner、Richard H. Furneaux、Zbigniew Pakulski

  DOI：10.1016/j.carres.2006.05.004

  日期：2006.9

  glycosyl trichloroacetimidates as glycosylating agents were used to prepare the five 1,3-dideoxynojirimycin-3-yl β-(1→3)-linked oligo-glucosides ( 1 – 5) and also the β-(1→6)-bonded glucobiose (gentiobiose)-based analogue 6 as potential fungicides. In the course of the work, the β-(1→6), β-(1→6)-linked analogue 8 of 6 and 6- O - and 4- O -β-glucopyranosyl-deoxynojirimycins 7 and 9 , respectively, were also

  摘要使用涉及以O-乙酰化的糖基三氯乙酰亚氨酸酯为糖基化剂的标准化学方法，制备了5种与1,3-二脱氧野oji菌素-3-基β-（1→3）连接的低聚葡糖苷（1-5），以及β-（1→6）键合的葡萄糖二糖（龙胆二糖）基类似物6作为潜在的杀菌剂。在工作过程中，分别由β-（1→6），β-（1→6）连接的6和6-O-和4-O-β-吡喃葡萄糖基-脱氧野oji霉素7和9的类似物8，也产生了。
• Synthesis of sulfated oligosaccharide glycosides having high anti-HIV activity and the relationship between activity and chemical structure
  作者：Kaname Katsuraya、Hideki Nakashima、Naoki Yamamoto、Toshiyuki Uryu

  DOI：10.1016/s0008-6215(98)00315-2

  日期：1999.2

  Sulfated laminara-oligosaccharide glycosides having high anti-human immunodeficiency virus (HIV) activities were synthesized from laminara-tetraose, -pentaose and -hexaose. The oligosaccharide glycosides were synthesized by treating peracetylated beta-oligosaccharides with various alcohols and Lewis acid catalysts. The effects of the number of glucose residues and the alkyl chain-length on anti-HIV activity were examined. The anti-HIV activity of sulfated dodecyl laminara-pentaosides and -hexaosides increased with increasing degree of sulfation (DS) and the pentaoside having an almost fully-sulfated saccharide portion had the highest activity, whereas for the hexaoside a somewhat lower DS manifested the highest activity. Sulfated laminara-oligosaccharide glycosides having fluoroalkyl-containing aglycons of high hydrophobicity showed potent inhibitory effects against HIV infection, in contrast, hydrophilic substituents containing oligo(ethyleneoxy) groups as aglycons in the sulfated oligosaccharides did not show high anti-HIV activity. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Cloning and expression of the cold-adapted endo-1,4-β-glucanase gene from Eisenia fetida
  作者：Mitsuhiro Ueda、Akihiro Ito、Masami Nakazawa、Kazutaka Miyatake、Minoru Sakaguchi、Kuniyo Inouye

  DOI：10.1016/j.carbpol.2013.09.057

  日期：2014.1

  Biofuel production from plant-derived lignocellulosic material using fungal cellulases is facing cost-effective challenges related to high temperature requirements. The present study identified a cold-adapted cellulase named endo-1,4-beta-glucanase (EF-EG2) from the earthworm Eisenia fetida. The gene was cloned in the cold-shock expression vector (pCold I) and functionally expressed in Escherichia coli ArcticExpress RT (DE3). The gene consists of 1368 bp encoding 456 amino acid residues. The amino acid sequence shares sequence homology with the endo-1,4-beta-glucanases of Eisenia andrei (98%), Pheretima hilgendorfi (79%), Perineresis brevicirris (63%), and Strongylocentrotus nudus (58%), which all belong to glycoside hydrolase family 9. Purified recombinant EF-EG2 hydrolyzed soluble cellulose (carboxymethyl cellulose), but not insoluble (powdered cellulose) or crystalline (Avicel) cellulose substrates. Thin-layer chromatography analysis of the reaction products from 1,4-beta-linked oligosaccharides of various lengths revealed a cleavage mechanism consistent with endoglucanases (not exoglucanases). The enzyme exhibited significant activity at 10 degrees C (38% of the activity at optimal 40 degrees C) and was stable at pH 5.0-9.0, with an optimum pH of 5.5. This new cold-adapted cellulase could potentially improve the cost effectiveness of biofuel production. (C) 2013 Elsevier Ltd. All rights reserved.