ascorbic acid 2-glucoside | 215363-57-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ascorbic acid 2-glucoside
• 英文别名: 2-o-d-Glucopyranosyl-l-ascorbic acid；(2R)-2-[(1S)-1,2-dihydroxyethyl]-3-hydroxy-4-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2H-furan-5-one
• CAS: 215363-57-8
• 化学式: C₁₂H₁₈O₁₁
• 分子量: 338.268
• InChiKey: MLSJBGYKDYSOAE-BEVZWNRGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  186
• 氢给体数：
  7
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  ascorbic acid 2-glucoside 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 96.0h， 以15.4 g的产率得到2-O-α-D-glucosyl-L-ascorbic acid potassium salt
  参考文献：
  名称：

  A CRYSTALLINE POTASSIUM SALT OF 2-O-ALPHA-D-GLUCOSYL-LASCORBIC ACID AND METHOD FOR PRODUCING THE SAME

  摘要：

  The present invention has objects to provide a novel crystalline 2-O-α-D-glucosyl-L-ascorbic acid and method for producing the same. The present invention solves the above objects by providing crystalline potassium salt of 2-O-α-D-glucosyl-L-ascorbic acid and method for producing the same.

  公开号：

  US20220153773A1
• 作为产物：
  描述：

  维生素 C 、 麦芽糖 在 cyclodextrin glycosyltransferase from Paenibacillus macerans 作用下， 以 aq. phosphate buffer 为溶剂， 反应 24.0h， 生成 ascorbic acid 2-glucoside
  参考文献：
  名称：

  Biosynthesis of 2-O-d-glucopyranosyl-l-ascorbic acid from maltose by an engineered cyclodextrin glycosyltransferase from Paenibacillus macerans

  摘要：

  In this work, the specificity of cyclodextrin glycosyltransferase (CGTase) of Paenibacillus macerans towards maltose was improved by the site-saturation engineering of lysine 47, and the enzymatic synthesis of 2-O-D-glucopyranosyl-L-ascorbic acid (AA-2G) with L-ascorbic acid and maltose as substrates was optimized. Compared to the AA-2G yield of the wild-type CGTase, that of the mutants K47F (lysine -> phenylalanine), K47P (lysine -> proline), and K47Y (lysine -> tyrosine) was increased by 17.1%, 32.9%, and 21.1%, respectively. Under the optimal transformation conditions (pH 6.5, temperature 36 degrees C, the mass ratio of L-ascorbic acid to maltose 1:1), the highest AA-2G titer by the K47P reached 1.12 g/L, which was 1.32-fold of that (0.85 g/L) obtained by the wild-type CGTase. The reaction kinetics analysis confirmed the enhanced maltose specificity of the mutants K47F, K47P, and K47Y. It was also found that compared to the wild-type CGTase, the three mutants had relatively lower cyclization activities and higher disproportionation activities, which was favorable for AA-2G synthesis. As revealed by the interaction structure model of CGTase with substrate, the enhancement of maltose specificity may be due to the removal of hydrogen bonding interactions between the side chain of residue 47 and the sugar at -3 subsite. The obtained mutant CGTases, especially the K47P, has a great potential in the large-scale production of AA-2G with maltose as a cheap and soluble substrate. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2013.04.028

文献信息

• Novel Glycine Derivative Capable Of Inhibiting Melanin Formation And Composition Using The Same
  申请人：Hsu Nai-Hsuan

  公开号：US20130195782A1

  公开（公告）日：2013-08-01

  The invention provides a glycine derivative, having a structure shown in the following general equation (I): wherein R 1 represents a C1˜C4 alkyl group; R 2 represents a hydrogen atom or a methyl group; and n represents an integer of 1˜6.

  该发明提供了一种甘氨酸衍生物，其结构如下所示的一般方程式（I）：其中R1代表一个C1～C4烷基基团；R2代表一个氢原子或一个甲基基团；n代表1～6的整数。
• SKIN AGENT FOR EXTERNAL USE AND COSMETIC AGENT INCLUDING UBIQUINONE DERIVATIVE OR SALT THEREOF AND METHOD USING THE SAME
  申请人：Aoki Hirobumi

  公开号：US20100074879A1

  公开（公告）日：2010-03-25

  A skin agent for external use and a cosmetic agent are provided, by transdermal administration of which expected actions and effects of ubiquinone derivatives, salts thereof, ubiquinones and ubiquinols are effectively obtained. The skin agent for external use includes a ubiquinone derivative or a salt thereof as an active ingredient. The ubiquinone derivative is represented by the formula (1): wherein R 1 and R 2 are each a hydrogen atom or a phosphoric group, at least one of R 1 and R 2 is a phosphoric group, and n is an integer in the range of 1 to 9.

  提供了一种外用皮肤剂和化妆品剂，通过经皮给药，可以有效地获得辅酶Q衍生物、其盐、辅酶Q和辅酶QH的预期作用和效果。外用皮肤剂包括辅酶Q衍生物或其盐作为活性成分。辅酶Q衍生物由式（1）表示：其中R1和R2分别是氢原子或磷酸基团，R1和R2中至少有一个是磷酸基团，n是1到9范围内的整数。
• NOVEL SUGAR DERIVATIVE GELATORS
  申请人：KYUSHU UNIVERSITY

  公开号：US20180208618A1

  公开（公告）日：2018-07-26

  A novel gelator including a sugar derivative; a gelator including a compound of Formula (1) or Formula (2): wherein R 1 is a linear or branched alkyl group having a carbon atom number of 9 to 20, a cyclic alkyl group having a carbon atom number of 13 to 20, or a linear or branched alkenyl group having a carbon atom number of 9 to 20, R 2 is a hydrogen atom, a linear or branched alkyl group having a carbon atom number of 1 to 10, or an aryl group optionally having a substituent, and R 3 and R 4 are hydroxy groups.

  一种包括糖衍生物的新型凝胶剂；一种包括化合物Formula（1）或Formula（2）的凝胶剂：其中，R1是具有碳原子数为9至20的直链或支链烷基基团，具有碳原子数为13至20的环烷基基团，或具有碳原子数为9至20的直链或支链烯基基团，R2是氢原子，具有碳原子数为1至10的直链或支链烷基基团，或具有取代基的芳基基团，而R3和R4是羟基。
• [EN] EXTERNAL PREPARATION FOR SKIN<br/>[FR] PREPARATION EXTERNE POUR LA PEAU
  申请人：SHOWA DENKO KK

  公开号：WO2005094777A1

  公开（公告）日：2005-10-13

  The present invention provides an external preparation for skin, which comprises a multi-branched polysaccharide derivative with multi-branched polysaccharide skeleton consisting of saccharides as constituent units, wherein at least one of hydroxyl (OH) groups in the multi-branched polysaccharide skeleton is substituted by OR (wherein R represents a hydrogen atom, a hydrocarbon having 1 to 30 carbon groups or a hydrocarbon having 1 to 30 carbon groups which has hetero atom), which can give moisture and turgor to the skin, and cosmetics containing the external preparation.

  本发明提供了一种用于皮肤的外用制剂，其包括一种多支链多糖衍生物，该多支链多糖骨架由糖组成的多支链多糖骨架组成，其中多支链多糖骨架中的至少一个羟基（OH）被取代为OR（其中R代表氢原子、具有1至30个碳基团的碳氢化合物或具有1至30个碳基团的碳氢化合物，其具有杂原子），可以为皮肤提供水分和弹性，并且含有该外用制剂的化妆品。
• HYALURONIC ACID COMPOSITIONS FOR DERMATOLOGICAL USE
  申请人：CECILE GOUSSE

  公开号：US20110171286A1

  公开（公告）日：2011-07-14

  The disclosure provides hyaluronic acid (HA) gel formulations and methods for treating the appearance of the skin. The formulations hyaluronic acid and at least one additional constituent selected from the group consisting of vitamin B, C and vitamin E, wherein the formulation exhibits greater stability than an HA gel formulation without the additional constituent. Methods for treating lines, wrinkles, fibroblast depletions, and scars with the disclosed composition are provided as well.

  本公开提供透明质酸（HA）凝胶配方和用于处理皮肤外观的方法。该配方包含透明质酸和至少一种来自维生素B、C和维生素E组的其他成分，其中该配方的稳定性比没有其他成分的HA凝胶配方更高。还提供使用所述组合物治疗皱纹、皱褶、成纤维细胞减少和疤痕的方法。