((S)-2,3-dihydroxy-propyl)-β-D-galactopyranoside | 38841-15-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: ((S)-2,3-dihydroxy-propyl)-β-D-galactopyranoside
• 英文别名: ((S)-2,3-Dihydroxy-propyl)-β-D-galactopyranosid；(2S)-Glycerol-O-beta-D-galactopyranoside；(2R,3R,4S,5R,6R)-2-[(2S)-2,3-dihydroxypropoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 38841-15-5
• 化学式: C₉H₁₈O₈
• 分子量: 254.237
• InChiKey: NHJUPBDCSOGIKX-XEFZRCJWSA-N

物化性质

• 熔点：
  140.5-141.5 °C
• 沸点：
  619.2±55.0 °C(Predicted)
• 密度：
  1.58±0.1 g/cm3(Predicted)
• 溶解度：
  溶于甲醇、水

计算性质

• 辛醇/水分配系数(LogP)：
  -3.4
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  140
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 ((S)-2,3-dihydroxy-propyl)-β-D-galactopyranoside 生成 hexa-O-acetyl-β-D-galactosyl-(S)-glycerol
  参考文献：
  名称：

  New enzyme catalyzed synthesis of monoacyl galactoglycerides

  摘要：

  DOI：

  10.1016/s0040-4020(88)90033-6
• 作为产物：
  描述：

  3-O-(β-D-galactopyranosyl)-1,2-O-isopropylidene-sn-glycerol 生成 ((S)-2,3-dihydroxy-propyl)-β-D-galactopyranoside
  参考文献：
  名称：

  New enzyme catalyzed synthesis of monoacyl galactoglycerides

  摘要：

  DOI：

  10.1016/s0040-4020(88)90033-6

文献信息

• Structural investigations of the galactan of the snail Lymnaea stagnalis
  作者：Hagen Bretting、Günter Jacobs、Joachim Thiem、Wilfried A. König、Wil van der Knaap

  DOI：10.1016/s0008-6215(00)90430-0

  日期：1986.1

  Abstract A galactan, isolated from the spawn of the snail Lymnaea stagnalis, contained d -galactose and 0.9% of nitrogen, but neither l -galactose nor phosphate groups. The [α]D20 values of the galactan and its first Smith-degradation product were +19.5° and +20°, respectively. During each of two consecutive Smith-degradations of the galactan, 1 mol of periodate was consumed and 0.45 mol of formic

  摘要一种半乳聚糖，分离自蜗牛的幼枝Lymnaea stagnalis，它含有d-半乳糖和0.9％的氮，但不含l-半乳糖和磷酸基团。半乳聚糖及其第一个Smith降解产物的[α] D20值分别为+ 19.5°和+ 20°。在半连续两次史密斯降解半乳聚糖的每一个过程中，每摩尔“脱水半乳糖”单元消耗1摩尔高碘酸盐，并释放出0.45摩尔甲酸。半乳聚糖及其第一个Smith降解产物的甲基化分析产生相等比例的2,3,4,6-四-O-甲基-半乳糖和2,4-二-O-甲基-半乳糖。半乳聚糖仅形成少量的2,4,6-（4.9 mol％）和2,3,4-三-O-甲基半乳糖（0.7 mol％），而第一个Smith降解的产物给出了15.6和20.4 mol ％， 分别。鉴定了第二次史密斯降解的产物崩解，并鉴定了以下寡糖：β-d -Gal-（1→1）-1 -Gro，β-d -Gal-（1→3）-β-d-Gal- （1→1）-l
• Wickberg, Acta Chemica Scandinavica (1947), 1958, vol. 12, p. 1187,1195
  作者：Wickberg

  DOI：——

  日期：——
• Polar Metabolites of the Tropical Green SeaweedCaulerpa taxifolia Which Is Spreading in the Mediterranean Sea: Glycoglycerolipids and Stable Enols (α\=Keto Esters)
  作者：Ines Mancini、Graziano Guella、Andrea Defant、M. Luz Candenas、Cristina P. Armesto、Daniela Depentori、Francesco Pietra

  DOI：10.1002/(sici)1522-2675(19980909)81:9<1681::aid-hlca1681>3.0.co;2-4

  日期：1998.9.9

  Examination of the polar components of the green seaweed Caulerpa taxifolia (VAHL) C. AGARDH, which is heavily spreading in the northeastern Mediterranean, led to two families of compounds. The new (2R)-3-O-beta-D-galactopyranosyl-1 -O-[(7Z,10Z,13Z)-hexadeca-7,10,13-trienoyl]-2-O-[(9Z,12Z,15Z)-octadeca-1,12,15-trienoyl]-sn-glycerol (2) was isolated in low abundance, like the analogues 1 and 3 already known from freshwater cyanobacteria. The acyl positions in 1 - 3 were determined by enzymatic methods and the absolute configuration from the O-galactosylglycerol obtained upon alcaline methanolysis. More abundant were the (4-hydroxyphenyl)- and (3,4-dihydroxyphenyl)pyruvic acid methyl esters, occurring in the enol (Z) forms 13a and 14a accompanied by very minor (E) forms 13b and 14b. The latter became predominant on UV irradiation of 13a or 14a, allowing the determination of the C=C configuration of these isolatable, stable enols from H-1,C-13 NMR couplings (larger H-C(3)/C(1) coupling constant in the (E) than in the (Z) isomer). Contrary to literature implications, the O-galactosylglycerolipids 1-3 lack any cholinergic or histaminegic activity; similarly, enols (= alpha-keto esters) 13 and 14 or terpenoids of this seaweed were also devoid of such biological activities (see Table).