CAS: 74513-17-0; (2S,3R,4S,5R,6R)-2-(((2R,3S,4R,5R,6R)-4,5-Dihydroxy-2-(Hydroxymethyl)-6-(Octyloxy)Tetrahydro-2H-Pyran-3-yl)Oxy)-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-3,4,5-Triol

该化合物是一种合成的甘蓝脂表面活性剂,广泛用于生物化学和生物物理研究,特别是用于膜蛋白溶解和稳定,其八丁基链有助于融入脂肪双层,而乳糖头组则能提高水溶性,从而有效地保持水环境中的蛋白功能.该化合物因其温和,非抑制性特性而得到重视,有助于在提取和净化过程中保护本地蛋白的异同性.它也与下游分析技术相兼容,例如晶学和光谱学. 环丁基β-D-Lactoside提供了一种清洁剂强度和生物兼容性之间的平衡,使之适合于涉及敏感的膜蛋白质的具有挑战性的应用.

英文名称(2S,3R,4S,5R,6R)-2-(((2R,3S,4R,5R,6R)-4,5-Dihydroxy-2-(Hydroxymethyl)-6-(Octyloxy)Tetrahydro-2H-Pyran-3-yl)Oxy)-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-3,4,5-Triol
中文名称正辛基-Β-D-乳糖苷
IUPAC名称(2S,3R,4S,5R,6R)-2-(((2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-(octyloxy)tetrahydro-2H-pyran-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
其它别名°Ctyl4-O-(b-D-galactopyranosyl)-b-D-glucopyranoside; °Ctyl 4-O-(b-D-galactopyranosyl)-β-D-glucopyranoside
CAS编号74513-17-0
MFCD编号:MFCD01320447
分子式:C20H38O11分子量:454.51
产品CID: 1735366
产品分类生物化工 → 糖类化合物 → 寡糖

相似结构搜索
InChIKey: MASIZQYHVMQQKI-YAIANMIZSA-N
InChI=1S/C20H38O11/c1-2-3-4-5-6-7-8-28-19-17(27)15(25)18(12(10-22)30-19)31-20-16(26)14(24)13(23)11(9-21)29-20/h11-27H,2-10H2,1H3/t11-,12-,13+,14+,15-,16-,17-,18-,19-,20+/
计算化学: 氢键受体数11.0氢键供体数7.0可旋转键数12.0

MSDS等安全信息

警示词warning
危险描述H303 +H313 +H333
防范说明P264+P280+P305+P351+P338+P337+P313
安全声明H303+H313+H333

上下游产品

4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside°Ctyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside °Ctanol 2,3,6-tetra-O-acetyl-4-O-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)-D-glucopyranosylbromide 2,3,6,2',3',4',6'-hepta-O-acetyl-lactosyl bromide4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside°Ctyl 2,6-di-O-benzyl-β-D-galactopyranosyl-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside°Ctyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

合成工艺路线路线简述

合成目标产物 Octyl4-O-(B-D-Galactopyranosyl)-B-D-Glucopyranoside 主要起始原料 β-D-Glucopyranoside, Octyl 4-O-(2,3,4,6-Tetra-O-Acetyl-β-D-Galactopyranosyl)-, 2,3,6-Triacetate
(文献来源)合成步骤主要原料 β-D-Glucopyranoside, Octyl 4-O-(2,3,4,6-Tetra-O-Acetyl-β-D-Galactopyranosyl)-, 2,3,6-Triacetate

📜2,2',3,3',4',6,6'-七-O-乙酰基-Alpha-D-乳糖基溴化物置于4 A Molecular Sieve,Silver Perchlorate,Sodium,Silver Carbonate体系中,用甲醇作为反应溶剂,化学反应 25.0H,反应生成正辛基-β-D-乳糖苷
参考文献:Observations On Chemical And Enzymatic Approaches To α-2,3-Sialylated octyl β-Lactoside
标题:Observations On Chemical And Enzymatic Approaches To α-2,3-Sialylated octyl β-Lactoside
摘要:A Comparison Of Chemical And Chemo-Enzymatic Syntheses Of Alpha-2,3-Sialylated octyl Lactoside Is Reported. The Chemical Approach,Starting From Lactose And Sialic Acid,Required 14 Steps And Proceeded In 5% Overall Yield; Poor A-Selectivity In The Sialylation Step Necessitated A Difficult And Low Yielding Separation Of Anomers. A Chemoenzymatic Approach,Employing Recombinant Trypanosoma Cruzi Trans-Sialidase To Effect The Key Sialylation Reaction,Required 10 Steps And Gave A Similar Overall Yield. Whereas The Chemo-Enzymatic Synthesis Required Only Three Chromatographic Purification Steps Overall,The Chemical Synthesis Required At Least Nine. (C) 2002 Elsevier Science Ltd. All Rights Reserved.
DOI:10.1016/s0040-4020(02)00265-X