4-O-β-D-galactopyranosyl-3-O-methyl-D-glucose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-O-β-D-galactopyranosyl-3-O-methyl-D-glucose
• 英文别名: Gal(b1-4)Glc3Me；(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R)-5,6-dihydroxy-2-(hydroxymethyl)-4-methoxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• 化学式: C₁₃H₂₄O₁₁
• 分子量: 356.327
• InChiKey: OMJDHGNQFHAGNZ-LTEQSDMASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.2
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  179
• 氢给体数：
  7
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  1,2,6-tri-O-benzoyl-3-O-methyl-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-α-D-glucopyranose 在 sodium methylate 作用下， 以 甲醇 、 氯仿 为溶剂， 生成 4-O-β-D-galactopyranosyl-3-O-methyl-D-glucose
  参考文献：
  名称：

  Synthesis of 4-O-β-d-galactopyranosyl-3-O-methyl-d-glucose

  摘要：

  DOI：

  10.1016/0008-6215(85)85168-5

文献信息

• 4-O-β-d-galactopyranosyl-3-O-methyl-d-glucose: A new synthesis and application to the evaluation of intestinal lactase
  作者：Alfonso Fernandez-Mayoralas、Manuel Martin-Lomas、Daniel Villanueva

  DOI：10.1016/0008-6215(85)85051-5

  日期：1985.7

  4-O-beta-D-Galactopyranosyl-3-O-methyl-D-glucose (1, 3-O-methyl-lactose) has been prepared from benzyl 2,6-di-O-benzyl-4-O-(2,6-di-O-benzyl-3, 4-O-isopropylidene-beta-D-galactopyranosyl)-beta-D-glucopyranoside (5) and from benzyl 2,6-di-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-beta-D-galactopyranosyl)-bet a-D-glucopyranoside (15). Partial benzylation of benzyl 3',4'-O-isopropylidene-beta-lactoside (4)

  由苄基2,6-二-O-苄基-4-O-（-）制备4-O-β-D-半乳糖吡喃糖基-3-O-甲基-D-葡萄糖（1，3-O-甲基-乳糖） 2,6-二-O-苄基-3，4-O-异亚丙基-β-D-吡喃半乳糖基）-β-D-吡喃吡喃糖苷（5）和2,6-二-O-苄基-4-O- （2,3,4,6-四-O-苄基-β-D-吡喃半乳糖基）-bet aD-吡喃葡萄糖苷（15）。苄基3'，4'-O-异亚丙基-β-乳糖苷（4）的部分苄基化得到5，苄基β-乳糖苷（13）或苄基七-O-乙酰基-β-乳糖苷（24）的部分苄基化得到15还分离并表征了来自4、13和24的部分苄基化的所有其他产物。肠内乳糖酶在体外水解1在20小时内是线性的；Vmax为乳糖的Vmax的5％，Km为120mM（乳糖为30mM）。
• Synthesis of novel disaccharides based on glycosyltransferases: β1,4galactosyltransferase
  作者：Chi-Huey Wong、Thomas Krach、Christine Gautheron-Le Narvor、Yoshitaka Ichikawa、Gary C. Look、Federico Gaeta、David Thompson、K.C. Nicolaou

  DOI：10.1016/s0040-4039(00)93482-8

  日期：1991.9

  Beta-1,4Galactosyltransferase and beta-galactosidase have been investigated with regard to their acceptor specificity and used in the synthesis of galactosides using 5-thioglucose, deoxyazaglucose, glucal, modified N-acetylglucosamine and glucose derivatives as acceptors.
• ENZYMATIC METHOD FOR THE EVALUATION OF XYLOSE
  申请人：Venter Pharma, S.L

  公开号：EP3394284A1

  公开（公告）日：2018-10-31
• [EN] ENZYMATIC METHOD FOR THE EVALUATION OF XYLOSE<br/>[FR] PROCÉDÉ ENZYMATIQUE POUR L'ÉVALUATION DE XYLOSE
  申请人：VENTER PHARMA S L

  公开号：WO2017109046A1

  公开（公告）日：2017-06-29

  The invention provides an alternative sensitive and specific method for D-xylose quantification that could replace the colorimetric method without compromising detection accuracy, using xylose dehydrogenase, particularly XylB from Caulobacter crescentus NA-1000, as the only enzyme in the assay kit. This enzymatic method can be used to quantify D-xylose in urine and/or blood samples after performing a test to diagnose hypolactasia. This test is non-invasive and involves the ingestion of the disaccharide 4-O-beta-galactopyranosyl-D-xylose (4-GX or Gaxilose). This disaccharide is hydrolysed by intestinal lactase, producing D-xylose, which is absorbed into the blood and excreted in urine. D-Xylose levels in urine and blood are proportional to the quantity of intestinal lactase. Thus, the test provides an evaluation of the global intestinal lactase activity in the whole individual and it is not based on measuring the metabolic consequences derived from its deficiency. It does not require specialised equipment, does not cause apparent discomfort in patients with lactase deficiency and is very reliable, thus overcoming the drawbacks of the diagnostic tests currently in use. Moreover, the enzymatic method for D-xylose detection of invention is statistically significantly better than the xylose quantification colorimetric methods in terms of its reliability. This could allow the diagnostic test to become the reference or gold standard test for the indication of hypolactasia diagnosis.