rafinose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: rafinose
• 英文别名: isoraffinose；β-D-galactopyranosyl-(1->6)-α-D-glucopyranosyl-(1->2)-β-D-fructofuranoside；β-D-galactopyranosyl-(1->6)-α-D-glucopyranosyl-β-D-fructofuranoside；D-raffinose；6-O-b-D-Galactosylsucrose；(2R,3R,4S,5R,6R)-2-[[(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• 化学式: C₁₈H₃₂O₁₆
• 分子量: 504.442
• InChiKey: MUPFEKGTMRGPLJ-DOQKTTIXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.8
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  269
• 氢给体数：
  11
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  D-吡喃葡萄糖 、 蔗糖 在 potassium phosphate buffer 、 β-galactosidase-Eupergit 、 甲烷 作用下， 反应 72.0h， 以10.6%的产率得到rafinose
  参考文献：
  名称：

  通过逆水解α-和β-d-半乳糖苷酶的区域选择性合成三糖

  摘要：

  摘要在长春蔓分枝杆菌的α-d-半乳糖苷酶存在下，对含有d-半乳糖和高浓度蔗糖的溶液进行孵育，得到的棉子糖和植物糖的比例约为3：2。另一方面，d-半乳糖和蔗糖溶液的循环通过由固定的α-d-半乳糖苷酶和活性炭组成的串联色谱柱组成的反应系统，仅得到棉子糖，从活性炭柱中洗脱下来的棉子糖的含量为17.6％。屈服。类似地，使用来自大肠杆菌的固定化的β-d-半乳糖苷酶柱，通过连续法仅以10.6％的收率获得了异石蜡糖。

  DOI：

  10.1016/0008-6215(89)84029-7

文献信息

• First Direct Glycosylation of Unprotected Nonreducing Mono- and Disaccharides
  作者：Andreas Steinmann、Julian Thimm、Joachim Thiem

  DOI：10.1002/ejoc.200700504

  日期：2007.11

  glycosyl acceptors is reported by random glycosylation leading to all possible regioisomers. For such systems conventional glycosylation methods such as Koenigs–Knorr glycosylation, Schmidt's trichloroacetimidate glycosylation and reactions employing glycosyl fluoride donors fail entirely. Starting from unprotected nonreducing saccharides, the glycosylation of β-glucosylated and β-galactosylated monosaccharides

  完全无保护的糖基受体的第一个单步随机糖基化方法报告通过随机糖基化导致所有可能的区域异构体。对于此类系统，传统的糖基化方法，例如 Koenigs-Knorr 糖基化、Schmidt 的三氯乙酰亚胺糖基化和使用糖基氟供体的反应完全失败。从未受保护的非还原糖开始，研究了 β-葡萄糖基化和 β-半乳糖基化单糖（Glc、Gal）、对称二糖（例如 α,α-海藻糖）以及不对称二糖（例如蔗糖）的糖基化。检查了碱类型和浓度的影响。生成了几个二糖和三糖文库。所有区域异构体以大致相等的比例形成，用快速柱色谱法实现部分分离。尽管与经典的保护基化学相比，总体产率似乎较低，但这种合成努力可能更胜一筹，尤其是在获得更高的糖类方面。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
• Process for the production of fine chemicals
  申请人：Puzio Piotr

  公开号：US20070118916A1

  公开（公告）日：2007-05-24

  The present invention relates to a process for the production of the fine chemical in a microorganism, a plant cell, a plant, a plant tissue or in one or more parts thereof, preferably in plastids. The invention furthermore relates to nucleic acid molecules, polypeptides, nucleic acid constructs, vectors, antibodies, host cells, plant tissue, propagation material, harvested material, plants, microorganisms as well as agricultural compositions and to their use.

  本发明涉及一种在微生物、植物细胞、植物、植物组织或其一部分中生产精细化学品的过程，优选在质体中进行。此外，本发明还涉及核酸分子、多肽、核酸构建物、载体、抗体、宿主细胞、植物组织、繁殖材料、收获材料、植物、微生物以及农业组合物以及它们的用途。
• Production of a new sucrose derivative by transglycosylation of recombinant Sulfolobus shibatae β-glycosidase
  作者：Na-Young Park、Nam-In Baek、Jaeho Cha、Soo-Bok Lee、Joong-Hyuck Auh、Cheon-Seok Park

  DOI：10.1016/j.carres.2005.02.003

  日期：2005.5

  The gene encoding beta-glycosidase of the hyperthermophilic archaea Sulfolobus shibatae (SSG) was expressed in Escherichia coli. Recombinant SSG (referred to as rSSG hereafter) was efficiently purified, and its transglycosylation activity was tested with lactose as a donor and various sugars as acceptors. When sucrose was used as an acceptor, we found a distinct intermolecular transglycosylation product and confirmed its presence by TLC and high performance anion exchange chromatography (HPAEC). The sucrose transglycosylation product was isolated by paper chromatography, and its chemical structure was determined by H-1 and C-13 NMR. The sucrose transfer product was determined to be beta-D-galactopyranosyl-(1 -> 6)-alpha-D-glucopyranosyl-beta-D-fructofuranoside with a galactose molecule linked to sucrose via a beta-(1 -> 6)-glycosidic bond. (c) 2005 Elsevier Ltd. All rights reserved.
• MOLECULES D'ACIDES NUCEIQUES CODANT UNE DEXTRANE-SACCHARASE CATALYSANT LA SYNTHESE DE DEXTRANE PORTANT DES RAMIFICATIONS DE TYPE ALPHA-1,2 OSIDIQUES
  申请人：CENTRE NATIONAL DELA RECHERCHE SCIENTIFIQUE (CNRS)

  公开号：EP1427818A2

  公开（公告）日：2004-06-16
• PROCESS FOR THE PRODUCTION OF FINE CHEMICALS
  申请人：Plesch Gunnar

  公开号：US20140325709A1

  公开（公告）日：2014-10-30

  The present invention relates to a process for the production of fine chemicals in a microorganism, a plant cell, a plant, a plant tissue or in one or more parts thereof. The present invention relates further to a process for the control of the production of fine chemicals in a microorganism, a plant cell, a plant, a plant tissue or in one or more parts thereof. The invention furthermore relates to nucleic acid molecules, polypeptides, nucleic acid constructs, vectors, antisense molecules, antibodies, host cells, plant tissue, propagation material, harvested material, plants, microorganisms as well as agricultural compositions and to their use.