唾液糖肽 | 189035-43-6

• 物质功能分类: 生物化工 - 糖类化合物 - 寡糖
• 分子结构分类: 有机化合物 - 有机聚合物 - 多糖
• 中文名称: 唾液糖肽
• 中文别名: 唾液酸糖肽
• 英文名称: Sialylglycopeptide
• 英文别名: disodium;5-acetamido-2-[[6-[5-acetamido-6-[2-[[6-[5-acetamido-6-[5-acetamido-6-[[(3S)-4-[[(2S)-6-amino-1-[[(1S,2R)-1-carboxy-2-hydroxypropyl]amino]-1-oxohexan-2-yl]amino]-3-[[(2S)-2-[[(2S)-2-[[(2S)-2,6-diaminohexanoyl]amino]-3-methylbutanoyl]amino]propanoyl]amino]-4-oxobutanoyl]amino]-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4-[3-[3-acetamido-5-[6-[[5-acetamido-2-carboxylato-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate
• CAS: 189035-43-6
• 化学式: C112H187N15Na2O70
• 分子量: 2909.7
• InChiKey: KMJYGLJORYOCJF-OABTZWTBSA-L

物化性质

• 密度：
  1.66±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -37.7
• 重原子数：
  199
• 可旋转键数：
  65
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  1370
• 氢给体数：
  47
• 氢受体数：
  73

反应信息

• 作为反应物：
  描述：

  唾液糖肽 、 叠氮化钠 在 L-天冬酰胺 作用下， 以 tris-hydrochloric acid calcium chloride 为溶剂， 反应 115.0h， 以giving 252 mg of the desired product, i.e., Asparagine-的产率得到L-天冬酰胺
  参考文献：
  名称：

  Process for producing sugar peptide having asparagine sugar chain and the sugar peptide

  摘要：

  具有至少一个天冬氨酸连接的寡糖在肽链的所需位置的糖肽的制备方法为：(1)酯化树脂的羟基和氨基保护有脂溶性保护基的氨基酸的羧基，(2)去除保护基以形成自由氨基，(3)酰胺化自由氨基和氨基酸的羧基，该氨基酸保护有脂溶性保护基，(4)去除保护基，(5)重复步骤(3)和(4)，(6)酰胺化天冬氨酸连接的寡糖的天冬氨酸部分和氨基酸的羧基，该氨基酸保护有脂溶性保护基，(7)去除保护基，(8)酰胺化自由氨基和氨基酸的羧基，该氨基酸保护有脂溶性保护基，(9)重复步骤(7)和(8)，(10)去除保护基，(11)用酸切断树脂;将唾液酸或其衍生物转移至上述糖肽获得的糖肽。

  公开号：

  US20050222382A1

文献信息

• Sugar-chain asparagine derivatives and processes for the preparation thereof
  申请人：Kajihara Yasuhiro

  公开号：US20060166929A1

  公开（公告）日：2006-07-27

  An asparagine-linked oligosaccharide of the formula (1) given below having undeca- to tri-saccharides wherein R 1 and R 2 are each a hydrogen atom or a group of the formulae (2) to (6) disclosed in the specification and may be the same or different, and Q is a biotin group or FITC group, an asparagine-linked oligosaccharide derivative containing at least one fucose in N-acetylglucosamine on the nonreducing terminal side of an asparagine-linked oligosaccharide wherein the amino group of asparagine is modified with a biotin group or FITC group, a microplate having immobilized thereto a biotinated asparagine-linked oligosaccharide, and an affinity column having immobilized thereto a biotinated asparagine-linked oligosaccharide.

  以下为公式（1）的天冬氨酸连接的寡糖，其中包括11到3个糖分子，其中R1和R2分别为氢原子或公式（2）到（6）中披露的基团，可以相同也可以不同，而Q是生物素基团或FITC基团；一种含有至少一个岩藻糖的天冬氨酸连接的寡糖衍生物，该岩藻糖位于天冬氨酸连接的寡糖的非还原端，其中天冬氨酸的氨基修饰有生物素基团或FITC基团；一种微孔板，其上固定有生物素化的天冬氨酸连接的寡糖；和一种亲和柱，其上固定有生物素化的天冬氨酸连接的寡糖。
• Process for producing sugar peptide having asparagine sugar chain and the sugar peptide
  申请人：Kajihara Yasuhiro

  公开号：US20050222382A1

  公开（公告）日：2005-10-06

  Glycopeptide having at least one asparagine-linked oligosaccharide at a desired position of the peptide chain obtained by: (1) esterifying hydroxyl of a resin and carboxyl of an amino acid having amino group nitrogen protected with a fat-soluble protective group (AGFPG), (2) removing the protective group to form a free amino group, (3) amidating the free amino group and carboxyl of an amino acid having AGFPG, (4) removing the protective group, (5) repeating the steps (3) and (4), (6) amidating the free amino group and carboxyl of the asparagine portion of an asparagine-linked oligosaccharide having AGFPG, (7) removing the protective group, (8) amidating the free amino group and carboxyl of an amino acid having AGFPG, (9) repeating steps (7) and (8), (10) removing the protective group, and (11) cutting off the resin with an acid; glycopeptide obtained by transferring sialic acid or a derivative thereof to the above glycopeptide.

  具有至少一个天冬氨酸连接的寡糖在肽链的所需位置的糖肽的制备方法为：(1)酯化树脂的羟基和氨基保护有脂溶性保护基的氨基酸的羧基，(2)去除保护基以形成自由氨基，(3)酰胺化自由氨基和氨基酸的羧基，该氨基酸保护有脂溶性保护基，(4)去除保护基，(5)重复步骤(3)和(4)，(6)酰胺化天冬氨酸连接的寡糖的天冬氨酸部分和氨基酸的羧基，该氨基酸保护有脂溶性保护基，(7)去除保护基，(8)酰胺化自由氨基和氨基酸的羧基，该氨基酸保护有脂溶性保护基，(9)重复步骤(7)和(8)，(10)去除保护基，(11)用酸切断树脂;将唾液酸或其衍生物转移至上述糖肽获得的糖肽。
• Disialoundecasaccharide chain asparagine/fatty acid amide and medical drug containing the same
  申请人：Kajihara Yasuhiro

  公开号：US20070105813A1

  公开（公告）日：2007-05-10

  An asparagine-linked disialoundecaoligosaccharide-fatty acid amide, a drug containing the same, and a drug containing an asparagine-linked disialoundecaoligosaccharide.

  一种天冬氨酸-连接的双唾液酸十一糖基脂肪酰胺，一种含有相同物质的药物，以及一种含有天冬氨酸-连接的双唾液酸十一糖基的药物。
• Aminated complex-type sugar chain derivatives and process for the production thereof
  申请人：Kajihara Yasuhiro

  公开号：US20070060543A1

  公开（公告）日：2007-03-15

  An aminated complex-type oligosaccharide derivative, for example, of the formula (1) wherein R 1 is H—(CO)—CH 2 X, —NH—(CO)—(CH 2 ) b —CH 2 X, isothiocyanate group, —NH—(CO) a —(CH 2 ) b —CO 2 H or —NH—(CO) a —(CH 2 ) b —CHO, X being a halogen atom, a being 0 or 1, b being an integer of 1 to 4, R 2 and R 3 are a hydrogen atom or a group of the formulae (2) to (5) and may be the same or different, except for the case where both R 2 and R 3 are hydrogen or the formula (5), and the case where one of R 2 and R 3 is a hydrogen atom, with the formula (5) serving as the other thereof.

  一种动态复合型寡糖衍生物，例如，公式（1）中的衍生物，其中R1为H—（CO）—CH2X，—NH—（CO）—（CH2）b—CH2X，异硫氰酸酯基，—NH—（CO）a—（CH2）b—CO2H或—NH—（CO）a—（CH2）b—CHO，其中X为卤素原子，a为0或1，b为1至4的整数，R2和R3为氢原子或公式（2）至（5）的基团，除非R2和R3均为氢或公式（5）的情况，或者其中一个为氢原子，公式（5）作为另一个的基团。
• PROCESS FOR PREPARING GLYCOPEPTIDES HAVING ASPARAGINE-LINKED OLIGOSACCHARIDES, AND THE GLYCOPEPTIDES
  申请人：Kajihara Yasuhiro

  公开号：US20120035345A1

  公开（公告）日：2012-02-09

  Glycopeptide having at least one asparagine-linked oligosaccharide at a desired position of the peptide chain obtained by: (1) esterifying hydroxyl of a resin and carboxyl of an amino acid having amino group nitrogen protected with a fat-soluble protective group (AGFPG), (2) removing the protective group to form a free amino group, (3) amidating the free amino group and carboxyl of an amino acid having AGFPG, (4) removing the protective group, (5) repeating the steps (3) and (4), (6) amidating the free amino group and carboxyl of the asparagine portion of an asparagine-linked oligosaccharide having AGFPG, (7) removing the protective group, (8) amidating the free amino group and carboxyl of an amino acid having AGFPG, (9) repeating steps (7) and (8), (10) removing the protective group, and (11) cutting off the resin with an acid; glycopeptide obtained by transferring sialic acid or a derivative thereof to the above glycopeptide.

  具有至少一个天冬氨酸连接寡糖在肽链的所需位置的糖肽，其制备方法为：（1）酯化树脂的羟基和具有脂溶性保护基（AGFPG）的氨基酸的羧基，其氨基团氮原子受保护；（2）去除保护基以形成自由氨基团；（3）酰胺化自由氨基团和具有AGFPG的氨基酸的羧基；（4）去除保护基；（5）重复步骤（3）和（4）；（6）酰胺化具有AGFPG的天冬氨酸连接寡糖的天冬氨酸部分的自由氨基团和羧基；（7）去除保护基；（8）酰胺化自由氨基团和具有AGFPG的氨基酸的羧基；（9）重复步骤（7）和（8）；（10）去除保护基；（11）用酸切割树脂；将唾液酸或其衍生物转移给上述糖肽获得的糖肽。