6-[5-(Ethoxyamino)-3-hydroxy-2-(hydroxymethyl)-6-methoxyoxan-4-yl]oxy-4,5-dihydroxy-3-methoxyoxane-2-carboxylic acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-[5-(Ethoxyamino)-3-hydroxy-2-(hydroxymethyl)-6-methoxyoxan-4-yl]oxy-4,5-dihydroxy-3-methoxyoxane-2-carboxylic acid
• 英文别名: 6-[5-(ethoxyamino)-3-hydroxy-2-(hydroxymethyl)-6-methoxyoxan-4-yl]oxy-4,5-dihydroxy-3-methoxyoxane-2-carboxylic acid
• 化学式: C₁₆H₂₉NO₁₂
• 分子量: 427.4
• InChiKey: ASVMPKYJAMEHPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  186
• 氢给体数：
  6
• 氢受体数：
  13

文献信息

• Photoreactive Derivative of Hyaluronic Acid, Method of Preparation Thereof, 3D.Crosslinked Derivative of Hyaluronic Acid, Method of Preparation and Use Thereof
  申请人：Contipro Biotech s.r.o.

  公开号：US20150291706A1

  公开（公告）日：2015-10-15

  The subject-matter of the invention is a photoreactive derivative of hyaluronic acid (formula I) and the method of preparation thereof, where first an aldehyde derivative of hyaluronic acid is prepared, oxidized in the position 6 of the glucosamine cycle and then the oxidized derivative reacts with an amine carrying a photoreactive species, for example 1-(2-aminoethyl)pyridine-2(1H)-one, in the presence of a reducing agent, forming a photoreactive derivative. The prepared photoreactive derivative may be then photocrosslinked, wherein the reaction is based on [4+4] photocycloaddition. Moreover, the invention relates to a 3D-crosslinked derivative of hyaluronic acid (formula II) which exhibits an increased hydrolytic stability and improved sorption properties, with the possibility of a further design of the physical properties thereof according to the requirements of the final applications, and moreover, to the use thereof in tissue engineering, regenerative medicine, medical agents or formulations or cosmetics.

  本发明的主题是透明质酸的光反应衍生物（公式I）及其制备方法，首先制备透明质酸的醛衍生物，将其在葡萄糖胺环的6位氧化，然后将氧化衍生物与携带光反应物种的胺（例如1-（2-氨基乙基）吡啶-2（1H）-酮）在还原剂的存在下反应，形成光反应衍生物。制备好的光反应衍生物可以进行光交联，反应基于[4+4]光环加成。此外，本发明还涉及透明质酸的三维交联衍生物（公式II），其具有增强的水解稳定性和改进的吸附性能，并且可以根据最终应用的要求进一步设计其物理性质，此外，还可将其用于组织工程、再生医学、医用药剂或制剂或化妆品。
• Hyaluronic Acid Derivative, Method of Preparation Thereof, Method of Modification Thereof and Use Thereof
  申请人：Contipro Biotech s.r.o.

  公开号：US20150175717A1

  公开（公告）日：2015-06-25

  The invention relates to the preparation and use of α,β-unsaturated aldehyde of hyaluronan having a double bond in the positions 4 and 5 and an aldehydic group in the position 6 of the glucosamine part of the polysaccharide. The method of preparation is based on dehydration of hyaluronan having an aldehydic group in the position 6 of the glucosamine part of the polysaccharide. Two methods have been described, which are dehydration in a solution or heating in solid state in absence of solvents, bases or other additives. This derivative allows stabilization of conjugates of hyaluronan with amino compounds by means of a multiple bond from the aldehyde side, and therefore, it is possible to effectively immobilize practically any compound containing an amino group to such modified hyaluronan in physiological conditions. In case of using a diamine or compounds or polymers containing three or more amino groups, it is possible to prepare crosslinked hyaluronan derivatives. The described solution brings along a significant advantage not only in the field of carriers of biologically active substances, but also in tissue engineering where crosslinking with biologically acceptable amino compounds in physiological conditions is very much demanded.
• Conjugates of Oligomer of Hyaluronic Acid or of a Salt Thereof, Method of Preparation Thereof and Use Thereof
  申请人：Contipro a.s.

  公开号：US20170015759A1

  公开（公告）日：2017-01-19

  The invention relates to conjugates of hyaluronic acid oligomer according to the general formulae I, II III or IV, or a salt thereof, the method of preparation thereof and use thereof, where the oligomer is bonded to the respective substrate by its ending anomeric center via a bi-functional amino linker by means of an amino or imino bond. This type of conjugates allows releasing oligomers in their native form. The prepared systems exhibited an enhanced biological activity against selected lines of cancer cells.
• US9109052B2
  申请人：——

  公开号：US9109052B2

  公开（公告）日：2015-08-18
• US9403918B2
  申请人：——

  公开号：US9403918B2

  公开（公告）日：2016-08-02