methyl α-L-fucopyranosyl-(1->2)-β-D-galactopyranoside | 24656-23-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl α-L-fucopyranosyl-(1->2)-β-D-galactopyranoside
• 英文别名: α-L-Fuc-(1->2)-β-D-Gal-OMe；α-L-Fuc-(1,2)-β-D-Gal-(1,O)-CH₃；Methyl-2-alpha-L-fucopyranosyl-beta-D-galactoside；(2S,3S,4R,5S,6S)-2-[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• CAS: 24656-23-3
• 化学式: C₁₃H₂₄O₁₀
• 分子量: 340.328
• InChiKey: ZUPSABSQBFCIOU-IBVRSMRASA-N

物化性质

• 沸点：
  588.2±50.0 °C(Predicted)
• 密度：
  1.53±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  158
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  水 、 methyl α-L-fucopyranosyl-(1->2)-β-D-galactopyranoside 生成 6-deoxy-L-galactose 、 甲基-Β-D-吡喃半乳糖苷
  参考文献：
  名称：

  杏仁乳油中的α-L-岩藻糖苷酶：两种具有不同特异性的酶的表征。

  摘要：

  DOI：

  10.1016/0003-9861(77)90514-8
• 作为产物：
  描述：

  1-硫-乙基-2,3,4-三-氧-苄基-b-L-硫代呋喃岩藻糖苷 在 palladium on activated charcoal N-碘代丁二酰亚胺 、 molecular sieve 、 三氟甲磺酸 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 50.0h， 生成 methyl α-L-fucopyranosyl-(1->2)-β-D-galactopyranoside
  参考文献：
  名称：

  Synthesis of Disaccharides Related to the O-Specific Side Chains from E.coli O126 & O128 Lipopolysaccharides

  摘要：

  Starting from D-galactose and L-fucose, four disaccharides, namely methyl beta-L-fucopyranosyl-(1-->2)-alpha-D-galactopyranoside, methyl alpha-1-fucopyranosyl-(1-->2)-alpha-D-galactopyranoside, methyl alpha-L-fucopyranosyl-(1-->2)-beta-D-galactopyranoside and methyl beta-L-fucopyranosyl-(1-->2)-beta-D-galactopyranoside related to the repeating units of E.coli O126 and O128 have been synthesized using NIS and TfOH as promoter.

  DOI：

  10.1080/07328309908543981

文献信息

• Oligosaccharides related to xyloglucan: synthesis and X-ray crystal structure of methyl 2-O-(α-?-fucopyranosyl)-β-?-galactopyranoside
  作者：D Watt

  DOI：10.1016/0008-6215(96)00030-4

  日期：1996.5.14
• Regioselective synthesis of α-l-fucosyl-containing disaccharides by use of α-l-fucosidases of various origins
  作者：Katsumi Ajisaka、Mayumi Shirakabe

  DOI：10.1016/0008-6215(92)84115-9

  日期：1992.2
• Glycosidases of Molluscs. Purification and Properties of alpha-l-Fucosidase from Chamelea gallina L.
  作者：Angel REGLERO、Jose A. CABEZAS

  DOI：10.1111/j.1432-1033.1976.tb10527.x

  日期：1976.7

  An α‐l‐fucosidase has been purified approximately 300‐fold from the liver (hepatopancreas) of the marine mollusc Chamelea gallina L. (=Venus gallina L.).During the different steps of the purification procedure it was difficult to remove the contaminant N‐acetylglucosaminidase activity; but, after electrofocusing, a final preprration free of this and other glycosidades present in the crude extract was obtained. The purified enzyme has a broad specificity; it hydrolyzes p‐nitrophenyl α‐l‐fucoside and natural substrates such as oligosaccharides containing fucosidic residues with α 1–2, α 1–3 and α 1–4 linkages; also it hydrolyzes fucose‐containing glycopeptides, such as thyroglobulin glycopeptide, and glycoproteins as porcine submaxillary mucin (previously rendered free of sialic acid). The enzyme has a pH optimum of 5.2 ± 0.2, with a Km of 7 × 10−5 M using p‐nitrophenyl l‐fucoside as substrate. It is inhibited by Hg2+ and some sugars, and activated by CN−, Zn2+, Ca2+ and EDTA. It shows two peaks by isoelectric focusing (at 6.3 and 6.6). The molecular weight of the α‐l‐fucosidase by gel filtration was over 200000.
• Bahl O.P., J Biol Chem, 1970, 0021-9258, 299-304
  作者：Bahl O.P.

  DOI：——

  日期：——