L(+)-2,3-diketogulonic acid | 19192-77-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: L(+)-2,3-diketogulonic acid
• 英文别名: dehydroascorbic acid；D-xylosone；D-dehydroascorbic acid；Dehydro-L-ascorbinsaeure；(5S)-5-[(1R)-1,2-dihydroxyethyl]oxolane-2,3,4-trione
• CAS: 19192-77-9
• 化学式: C₆H₆O₆
• 分子量: 174.11
• InChiKey: SBJKKFFYIZUCET-MVHIGOERSA-N

物化性质

• 沸点：
  389.3±38.0 °C(Predicted)
• 密度：
  1.743±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  L(+)-2,3-diketogulonic acid 在 sodium hydroxide 、 溶剂黄146 作用下， 以 吡啶 、 水 为溶剂， 反应 1.0h， 生成 1-phenyl-3-(1,2,3-tri-O-benzoyl-D-threo-glycerol-1-yl)-4,5-pyrazoledione 4-(phenylhydrazone)
  参考文献：
  名称：

  Derivatives from d-ascorbic acid

  摘要：

  DOI：

  10.1016/s0008-6215(00)85141-1
• 作为产物：
  描述：

  D-抗坏血酸 在 汞 作用下， 以 aq. phosphate buffer 为溶剂， 生成 L(+)-2,3-diketogulonic acid
  参考文献：
  名称：

  荧光聚多巴胺纳米粒子作为纳米传感器，基于配位效应和氧化还原反应连续检测汞离子和L-抗坏血酸

  摘要：

  在此，构建了一种使用固有荧光聚多巴胺纳米颗粒（PDA NP）作为有效信号报告器的新型荧光纳米传感器，用于基于配位作用和氧化还原反应。通过Hg 2+与PDA NPs表面基团（儿茶酚、胺、酮和亚胺）之间的强烈配位作用， PDA NPs的荧光可以被Hg 2+特异性猝灭。然而，当AA和Hg 2+在溶液中共存时，PDA NPs的荧光通过Hg 2+的氧化还原反应明显恢复，并被AA还原为Hg 0 。还充分研究了Hg 2+对PDA NPs的荧光猝灭机制以及Hg 2+与AA之间的氧化还原反应。该纳米传感器对 Hg 2+和 AA 检测表现出高灵敏度和理想的选择性。此外，该策略在实际样品（自来水、湖水和人血清样品）中得到了成功探索，并取得了令人满意的回收率。所研制的纳米传感器为实际条件下Hg 2+和AA的检测提供了新的视野和良好的启发。

  DOI：

  10.1039/d0ra02031a

文献信息

• Phthalocyanine-based fluorescence probes for detecting ascorbic acid: phthalocyaninatosilicon covalently linked to TEMPO radicals
  作者：Kazuyuki Ishii、Kensuke Kubo、Tomoya Sakurada、Kikuo Komori、Yasuyuki Sakai

  DOI：10.1039/c1cc10817d

  日期：——

  We have applied phthalocyaninatosilicon (SiPc) covalently linked to one or two tetramethyl-1-piperidinyloxyl (TEMPO) radicals as fluorescence probes for detecting ascorbic acid in biological systems.

  我们将与一个或两个四甲基-1-哌啶基氧基（TEMPO）共价连接的酞菁硅（SiPc）作为荧光探针，用于检测生物系统中的抗坏血酸。
• Application of dehydroascorbic acid or derivatives/isomers thereof for artificially coloring the skin
  申请人：Pruche Francis

  公开号：US20090016974A1

  公开（公告）日：2009-01-15

  Dehydroascorbic acid and polymeric/monomeric derivatives and isomers thereof are useful for artificially coloring the skin and more particularly as a skin self-tanning agent; the dehydroascorbic acid may be formed “in situ” from ascorbic acid or a derivative or salt thereof via chemical oxidation and/or via enzymatic oxidation, and a two-component agent thereof includes a) a first component (B) containing, in a physiologically acceptable medium, at least ascorbic acid or a derivative or salt thereof; b) a second component (C) containing, in a physiologically acceptable medium, at least one chemical oxidizing agent and/or one enzymatic oxidizing agent; components (B) and (C) being stored separately.

  脱氢抗坏血酸及其聚合物/单体衍生物和异构体可用于人工着色皮肤，特别是作为皮肤自我晒黑剂；脱氢抗坏血酸可以通过化学氧化和/或酶促氧化从抗坏血酸或其衍生物或盐“原位”形成，并且其两组分剂包括a）第一组分（B）在生理上可接受的介质中，至少含有抗坏血酸或其衍生物或盐；b）第二组分（C）在生理上可接受的介质中，至少含有一种化学氧化剂和/或一种酶促氧化剂；组分（B）和（C）分别存储。
• Colouring composition for the skin comprising a self-tanning agent and a dye obtained by reacting an amine with dehydroascorbic acid or a monomeric polymeric or isomeric derivative thereof
  申请人：Cassin Guillaume

  公开号：US20090035241A1

  公开（公告）日：2009-02-05

  The present invention relates to a composition for artificially colouring the skin, comprising, in a physiologically acceptable medium: a) at least one self-tanning agent, and b) at least one dye that can be obtained by reacting dehydroascorbic acid and/or a monomeric derivative thereof of formula (I) and/or an isomer thereof of formula (I′) and/or a polymeric derivative thereof, especially dimers of formula (II), with an amine compound. The present invention also relates to a process for artificially colouring the skin, comprising the application of a composition comprising, in a physiologically acceptable medium: a) at least one self-tanning agent, and b) at least one dye that can be obtained by reacting dehydroascorbic acid and/or a monomeric derivative thereof of formula (I) and/or an isomer thereof of formula (I′) and/or a polymeric derivative thereof, especially dimers of formula (II), with an amine compound.

  本发明涉及一种用于人工着色皮肤的组合物，包括在生理学上可接受的介质中：a）至少一种自黑剂，和b）至少一种染料，该染料可通过将去氢抗坏血酸和/或式(I)的单体衍生物和/或其异构体式(I')和/或其聚合物衍生物，特别是二聚体式(II)与胺化合物反应而获得。本发明还涉及一种用于人工着色皮肤的方法，包括应用包括在生理学上可接受的介质中：a）至少一种自黑剂，和b）至少一种染料，该染料可通过将去氢抗坏血酸和/或式(I)的单体衍生物和/或其异构体式(I')和/或其聚合物衍生物，特别是二聚体式(II)与胺化合物反应而获得的组合物。
• SELF-TANNING AGENTS AND DEHYDROASCORBIC ACID OR A MONOMERIC, POLYMERIC OR ISOMERIC DERIVATIVE THEREOF FOR ARTIFICALLY COLORING THE SKIN
  申请人：BAZELAIRE Eve

  公开号：US20100215597A1

  公开（公告）日：2010-08-26

  Cosmetic compositions for artificially coloring the skin contain, formulated into a physiologically acceptable medium, a) at least dehydroascorbic acid and/or a monomeric derivative and/or isomeric form and/or polymeric derivative thereof, and b) at least one preferably monocarbonyl or polycarbonyl self-tanning agent; the dehydroascorbic acid may be formed “in situ” from ascorbic acid or a derivative thereof or a salt thereof via chemical oxidation and/or via enzymatic oxidation.

  用于人工着色皮肤的化妆品组合物包含以下物质，配制成生理可接受的介质：a）至少一种脱氢抗坏血酸和/或单体衍生物和/或同分异构体和/或其聚合物衍生物，和b）至少一种优选的单酰基或多酰基自身晒黑剂。脱氢抗坏血酸可以通过化学氧化和/或通过酶促氧化从抗坏血酸或其衍生物或其盐中“原位”形成。
• DEHYDROASCORBIC ACID OR MONOMERIC, POLYMERIC OR ISOMERIC DERIVATIVE THEREOF AND AN AMINE FOR ARTIFICIALLY COLORING THE SKIN
  申请人：CHOISY Patrick

  公开号：US20100221203A1

  公开（公告）日：2010-09-02

  A regime or regimen for artificially coloring the skin entails topically applying thereon at least a) dehydroascorbic acid and/or a monomeric derivative thereof of formula (I) below and/or an isomeric form thereof of formula (I′) below and/or a polymeric derivative thereof: in which: OR 1 and OR 2 , which may be identical or different, are each OH; a saturated or unsaturated, linear or branched C 1 -C 30 and more preferentially C 1 -C 18 alkoxy radical; a glycoside and more preferentially glucose; an ester of a saturated or unsaturated, linear or branched C 1 -C 30 (preferably C 1 -C 18 ) aliphatic carboxylic acid, which may be substituted with an aryl radical or a heterocycle; an aryl or heterocyclic carboxylic acid ester, which may be substituted with at least one saturated or unsaturated, linear or branched C 1 -C 30 (more preferentially C 1 -C 18 ) alkyl radical; a phosphate group; a sulfate group, and b) at least one amine compound.

  一种人工着色皮肤的方案或方案包括在其上局部应用至少a) 下列式(I)的脱氢抗坏血酸和/或其单体衍生物和/或其式(I')的同分异构体和/或其聚合物衍生物：其中：OR1和OR2，可以相同也可以不同，分别为OH；饱和或不饱和，线性或支链C1-C30并更倾向于C1-C18的烷氧基团；一种糖苷，更倾向于葡萄糖；饱和或不饱和，线性或支链C1-C30（优选C1-C18）脂肪族羧酸的酯，它可以用芳基基团或杂环取代；一种芳基或杂环羧酸酯，它可以用至少一个饱和或不饱和，线性或支链C1-C30（更倾向于C1-C18）烷基基团取代；一种磷酸基；一种硫酸酯基，和b) 至少一种胺化合物。