2-acetamido-2-deoxy-D-gluconic acid | 29024-90-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-acetamido-2-deoxy-D-gluconic acid
• 英文别名: 2-acetamido-2-deoxygluconic acid；N-acetyl-D-glucosaminic acid；N-acetylglucosaminic acid；N-acetyl-glucosaminic acid；acetyl glucosamine；2-Acetamido-2-desoxy-D-gluconsaeure；(2R,3R,4S,5R)-2-acetamido-3,4,5,6-tetrahydroxyhexanoic acid
• CAS: 29024-90-6
• 化学式: C₈H₁₅NO₇
• 分子量: 237.21
• InChiKey: LZKNVSNNPRQZJB-DBRKOABJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  147
• 氢给体数：
  6
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-乙酰氨基-2-脱氧-beta-D-吡喃葡萄糖胺 在 氧气 作用下， 以 水 为溶剂， 40.0 ℃ 、101.33 kPa 条件下， 反应 2.0h， 以96%的产率得到2-acetamido-2-deoxy-D-gluconic acid
  参考文献：
  名称：

  JP6086530

  摘要：

  公开号：

文献信息

• The reaction of hyaluronic acid and its monomers, glucuronic acid and N-acetylglucosamine, with reactive oxygen species
  作者：Michael Jahn、John W Baynes、Gerhard Spiteller

  DOI：10.1016/s0008-6215(99)00186-x

  日期：1999.10

  meso-Tartaric acid, arabinuronic acid, arabinaric acid and glucaric acid were identified by GC-MS as oxidation products of glucuronic acid. When GlcNAc was oxidised, erythronic acid, arabinonic acid, 2-acetamido-2-deoxy-gluconic acid, glyceric acid, erythrose and arabinose were formed. NaOCl oxidation of HA yielded meso-tartaric acid; in addition, arabinaric acid and glucaric acid were obtained by

  滑膜液是约0.15％（w / v）的透明质酸（HA）水溶液，透明质酸是由GlcA和GlcNAc的交替单元组成的多糖。在患有类风湿性关节炎的患者的滑液中，HA被认为是由Fenton化学产生的自由基（Fe2 + / H2O2）或由髓过氧化物酶产生的NaOCl所降解。我们研究了这两种反应物在生理缓冲液中与HA以及与相应单体GlcA和GlcNAc的模型反应过程。气相色谱-质谱法鉴定了内消旋-酒石酸，阿拉伯糖醛酸，阿拉伯糖酸和葡糖二酸为葡萄糖醛酸的氧化产物。当氧化GlcNAc时，形成了赤藓酸，阿拉伯糖酸，2-乙酰氨基-2-脱氧葡萄糖酸，甘油酸，赤藓糖和阿拉伯糖。NaOCl氧化HA生成中酒石酸；此外，通过用Fe 2+ / H 2 O 2氧化获得阿拉伯酸和葡糖二酸。这些结果表明HA的氧化降解主要在葡萄糖醛酸残基处进行。介孔-酒石酸可能是透明质酸盐氧化的有用生物标志物，因为它是由NaOCl和Fenton化学产生的。
• Synthesis of α-Amino Acids from Glucosamine-HCl and its Derivatives by Aerobic Oxidation in Water Catalyzed by Au Nanoparticles on Basic Supports
  作者：Youtaro Ohmi、Shun Nishimura、Kohki Ebitani

  DOI：10.1002/cssc.201300303

  日期：2013.12

  The golden wonder: Various α‐amino acids such as glucosaminic acid, galactosaminic acid, or N‐acetyl‐glucosaminic acid can be obtained from the corresponding glucosamine derivatives (amino sugars). This is achieved through an aqueous oxidation that catalyzed by Au nanoparticles dispersed on basic support under mild reaction conditions in water.

  黄金奇迹：可以从相应的葡糖胺衍生物（氨基糖）中获得各种α-氨基酸，例如葡糖胺酸，半乳糖胺酸或N-乙酰基-葡糖胺酸。这是通过在温和的反应条件下在水中由分散在碱性载体上的Au纳米颗粒催化的水氧化来实现的。
• Topical composition comprising N-acetylaldosamines or N-acetylamino acids
  申请人：Yu, Ruey J., Dr.

  公开号：EP1639994A2

  公开（公告）日：2006-03-29

  Compositions comprising N-acetyl-aldosamines, N-acetylamino acids, and related N-acetyl compounds are useful to alleviate or improve various cosmetic conditions and dermatological disorders, including changes or damage to skin, nail and hair associated with intrinsic aging and/or extrinsic aging, as well as changes or damage caused by extrinsic factors. N-acetyl-aldosamines, N-acetylamino acids, and related N-acetyl composition may further comprise a cosmetic, pharmaceutical or other topical agent to enhance or create synergetic effects.

  包含 N-乙酰-醛胺，N-乙酰基氨基酸和相关 N-乙酰基化合物的组合物可用于缓解或改善各种美容状况和皮肤病，包括与内在老化和/或外在老化相关的皮肤、指甲和头发的变化或损伤，以及由外在因素引起的变化或损伤。N-acetyl-aldosamines, N-acetylamino acids 和相关的 N-acetyl 组合物可进一步包含化妆品、药物或其他外用制剂，以增强或产生协同效应。
• Topical composition comprising n-acetylaldosamines or n-acetylamino acids
  申请人：Yu, Ruey J.

  公开号：EP2080504A2

  公开（公告）日：2009-07-22

  Compositions comprising N-acetyl-aldosamines, N-acetylamino acids, and related N-acetyl compounds are useful to alleviate or improve various cosmetic conditions and dermatological disorders, including changes or damage to skin, nail and hair associated with intrinsic aging and/or extrinsic aging, as well as changes or damage caused by extrinsic factors. N-acetyl-aldosamines, N-acetylamino acids, and related N-acetyl composition may further comprise a cosmetic, pharmaceutical or other topical agent to enhance or create synergetic effects.

  包含 N-乙酰-醛胺，N-乙酰基氨基酸和相关 N-乙酰基化合物的组合物可用于缓解或改善各种美容状况和皮肤病，包括与内在老化和/或外在老化相关的皮肤、指甲和头发的变化或损伤，以及由外在因素引起的变化或损伤。N-acetyl-aldosamines, N-acetylamino acids 和相关的 N-acetyl 组合物可进一步包含化妆品、药物或其他外用制剂，以增强或产生协同效应。
• Methods of degrading or hydrolyzing a polysaccharide
  申请人：Novozymes A/S

  公开号：US10273512B2

  公开（公告）日：2019-04-30

  The invention provides a method of degrading or hydrolyzing a polysaccharide, preferably cellulose or chitin, comprising contacting said polysaccharide with one or more oxidohydrolytic enzymes, preferably a CBM33 family protein (preferably CBP21) or a GH61 family protein, wherein said degradation or hydrolysis is carried out in the presence of at least one reducing agent and at least one divalent metal ion. A method of producing an organic substance comprising said method is also provided.

  本发明提供了一种降解或水解多糖（优选纤维素或甲壳素）的方法，包括将所述多糖与一种或多种氧化水解酶（优选 CBM33 家族蛋白（优选 CBP21）或 GH61 家族蛋白）接触，其中所述降解或水解在至少一种还原剂和至少一种二价金属离子存在下进行。还提供了一种生产有机物质的方法，包括上述方法。