n-propyl-β-D-galactopyranoside | 39824-08-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: n-propyl-β-D-galactopyranoside
• 英文别名: Pr-β-D-Galp；propyl-β-D-galactopyranoside；Propyl-β-D-galactopyranosid；n-propyl β-D-galactopyranoside；(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-propoxyoxane-3,4,5-triol
• CAS: 39824-08-3
• 化学式: C₉H₁₈O₆
• 分子量: 222.238
• InChiKey: ITOWTHYPYGRTRL-QMGXLNLGSA-N

物化性质

• 熔点：
  105-106 °C
• 沸点：
  402.9±45.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  n-propyl-β-D-galactopyranoside 在 氯磺酸 、 三氧化硫吡啶 、 碳酸氢钠 作用下， 以 N,N-二甲基甲酰胺 、 水 为溶剂， 反应 2.0h， 以85%的产率得到
  参考文献：
  名称：

  烷基糖苷的吡喃糖苷到呋喃糖苷的重排：范围和限制

  摘要：

  吡喃糖苷转化为呋喃糖苷 (PIF) 重排最近被报道为合成含呋喃糖苷的复合寡糖的有用工具。到目前为止，仅描述了一些受保护的烯丙基-β-d-半乳糖苷和一种 l-岩藻糖苷的这种转化。在此通信中，它的适用性得到了扩展。对于一系列在异头位置具有不同烷基取代基的半乳糖苷以及几种岩藻糖苷和葡萄糖苷，在酸促进硫酸化作用下观察到呋喃糖苷的形成。同时，在吡喃甘露糖苷的情况下没有检测到呋喃糖苷的形成。底物的不同反应性可以通过从 ab initio RHF 方法计算的内环 C1-O5 键裂解的激活势垒值来解释。报告的结果阐明了 PIF 重排的范围和局限性，

  DOI：

  10.1055/s-0035-1561595
• 作为产物：
  描述：

  丙醇 、 口服葡萄糖 在 Aspergillusoryzae β-D-galactosidase 作用下， 以 aq. acetate buffer 为溶剂， 反应 60.0h， 生成 n-propyl-β-D-galactopyranoside
  参考文献：
  名称：

  Pilot-Scale Enzymatic Synthesis of 1-O-β-d-Galactopyranosides in Plasticized Glass Phases

  摘要：

  The polymerizable glycosides (2'RS)-2',3'-epoxyprop-1'-yl (2), 2'-(2"-methylacryolyloxy)ethyl (3) and pent-4'-en-1-yl (4) 1-O-beta-D-galactopyranosides were synthesized in plasticized glass phases using the cheap, commercial beta-galactosidases Lactase 17P (Aspergillus oryzae beta-D-galactosidase) and Lactozym, (Kluyveromyces fragilis P-D-galactosidase) as catalysts First, Lactase 17P was used to synthesize a mixture of ethyl and n-propyl 1-O-beta-D-galactopyranosides (1) which formed a glass at room temperature. This glass was plasticized by 10% w/w water and 40-50% w/w of acceptor alcohols to form mobile liquid (plasticized glass) phases which supported glycosidase catalysis. These concentrated, solvent-free reaction media provided substrate concentrations of 1.77-2.21 M, and allowed transglycosylation reactions of 1 with the various acceptors, to form 2, 3, and 4 in yields of 72, 70, and 67% and in concentrations of 0.49, 0.49, and 0.42 kg kg(-1) respectively. The syntheses of 2, 3, and 4 were scaled up in wiped-blade reactors to 9.4, 16.8, and 11.9 kg (20.9, 29.6, and 23.6 mol) respectively, and the galactosides prepared with respective yields of 72, 68, and 69% (isolated yields of 66, 61, and 62%), and with product concentrations of 0.48, 0.46, and 0.45 kg kg(-1), by conducting the reactions under vacuum with removal of ethanol/n-propanol. These corresponded to biocatalyst productivities of 96, 115, and 118 kg-product kgenzyme(-1), and space time yields of 0.41, 0.21, and 0.19 kg kg(-1) d(-1).

  DOI：

  10.1021/op025529q

文献信息

• POLYMER STABILIZER
  申请人：KIMURA Yoshikazu

  公开号：US20100179253A1

  公开（公告）日：2010-07-15

  A polymer stabilizer comprising the following alkoxy compound: the alkoxy compound: a compound obtained by alkoxylating at least one hydroxyl group contained in a compound of the following formula (1) containing one formyl group or carbonyl group and (n− 1 ) hydroxyl groups in the molecule with an alkyl group having 1 to 12 carbon atoms: C n H 2n O n (1) (wherein, n represents an integer of 3 or more).

  一种聚合物稳定剂，包含以下烷氧基化合物：所述烷氧基化合物是通过将含有以下通式（1）中的一个甲酰基或羰基以及分子中（n-1）个羟基的化合物中的至少一个羟基进行烷氧基化而得到的化合物，其中烷基团含有1至12个碳原子：CnH2nOn（1）（其中，n代表3或以上的整数）。
• From Lactose to Alkyl Galactoside Fatty Acid Esters as Non‐Ionic Biosurfactants: A Two‐Step Enzymatic Approach to Cheese Whey Valorization
  作者：Riccardo Semproli、Marina Simona Robescu、Sara Sangiorgio、Eleonora Pargoletti、Teodora Bavaro、Marco Rabuffetti、Giuseppe Cappelletti、Giovanna Speranza、Daniela Ubiali

  DOI：10.1002/cplu.202200331

  日期：2023.1

  (Bio)Surfing the wave of lactose upcycling. Sugar fatty acid esters were prepared starting either from lactose through a two-step enzymatic approach catalyzed by immobilized β-galactosidase from Aspergillus oryzae and immobilized CalB (Novozym® 435), or from galactose through a two-step chemoenzymatic strategy. n-Butyl galactoside fatty acid esters were shown to possess good interfacial features, being

  （生物）冲浪乳糖升级回收浪潮。糖脂肪酸酯是从乳糖开始通过两步酶法由来自米曲霉的固定化 β-半乳糖苷酶和固定化 CalB (Novozym® 435) 催化的，或者从半乳糖通过两步化学酶法制备。正丁基半乳糖苷脂肪酸酯具有良好的界面特性，是全酶法制备的纯β-端基异构体的最佳乳化剂。
• Polymer stabilizer
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP2206740A2

  公开（公告）日：2010-07-14

  A polymer stabilizer comprising the following alkoxy compound: the alkoxy compound: a compound obtained by alkoxylating at least one hydroxyl group contained in a compound of the following formula (1) containing one formyl group or carbonyl group and (n-1) hydroxyl groups in the molecule with an alkyl group having 1 to 12 carbon atoms:          CnH2nOn     (1) (wherein n represents an integer of 3 or more).

  一种由下述烷氧基化合物组成的聚合物稳定剂： 烷氧基化合物：通过将分子中含有一个甲酰基或羰基和（n-1）个羟基的下式 （1）化合物中所含的至少一个羟基与具有 1 至 12 个碳原子的烷基进行烷氧基化而得 到的化合物： CnH2nOn (1) (其中 n 代表 3 个或更多的整数）。
• Konkin; Tschiwilichina, 1957, # 3, p. 10,13
  作者：Konkin、Tschiwilichina

  DOI：——

  日期：——
• Konkin; Tschiwilichina, 1957, # 3, p. 10,12,13
  作者：Konkin、Tschiwilichina

  DOI：——

  日期：——