1-O-palmitoyl-β-glucopyranose | 39848-71-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 1-O-palmitoyl-β-glucopyranose
• 英文别名: 1-O-palmitoyl-β-D-glucose；1-O-Palmitoyl-β-D-glucopyranose；1β-O-Palmitoyl-D-glucopyranose；[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] hexadecanoate
• CAS: 39848-71-0
• 化学式: C₂₂H₄₂O₇
• 分子量: 418.571
• InChiKey: FPAQFGDNJSALCJ-VOFPXKNKSA-N

物化性质

• 沸点：
  544.5±50.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  29
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-Deoxy-D-glucose 、 1-O-palmitoyl-β-glucopyranose 在 Lycopersicon pennellii 作用下， 以 various solvent(s) 为溶剂， 反应 6.0h， 生成 1-O-palmitoyl-2-deoxy-β-glucopyranose
  参考文献：
  名称：

  A survey of the nature of glucose acylation reactions in plant extracts

  摘要：

  A variety of plant species have been shown to catalyse anomeric acyl exchange from a number of 1-O-fatty-acyl-beta-glucoses as donor substrates to [(14)C]-glucose as an acceptor. The activity in wild tomato Lycopersicon penneliii has been analysed in detail by using analogs of glucose as accepters and a number of 1-O-acyl-beta-glucoses and 1-O-acyl-2-deoxyglucoses as acyl donors. Compared to 1-O-isobutyryl-beta-glucose, the analogous 1-O-isobutyryl-beta-2-deoxyglucose is an effective donor both to glucose (ca. 75%) and to 2-deoxyglucose (ca. 95%). On the contrary, compared to 1-O-isobutyryl-beta-glucose, 1-O-isobutyryl-alpha-2-deoxyglucose is a poor donor both to glucose (ca. 4%) and to deoxyglucose (ca. 6%). The glucose analogs free at the anomeric center such as 3-O-methylglucose and 2-deoxyglucose are competent acyl accepters from various 1-O-acyl-beta-glucoses whereas 1-O-methylglucose is not. The primary initial product of acyl transfer from 1-O-isobutyryl-beta-glucose to [(14)C]-glucose is beta-glucosidase-cleavable 1-O-acyl-[(14)C]-beta-glucose, whereas the isobutyryl-[(14)C]-3-O-methylglucose generated from 1-O-isobutyryl-beta-glucose and [(14)C]-3-O-methylglucose is beta-glucosidase-resistant. The transfer of the acyl group to 3-O-methylglucose occurs at the anomeric center; therefore the resistance to beta-glucosidase reflects the strict specificity of beta-glucosidase for glucose. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(99)00319-2

文献信息

• Mittal; Ali, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2013, vol. 52, # 5, p. 641 - 645
  作者：Mittal、Ali

  DOI：——

  日期：——
• ACYLTRANSFERASE AND GENE ENCODING ACYLTRANSFERASE
  申请人：CORNELL RESEARCH FOUNDATION, INC.

  公开号：EP0909326A1

  公开（公告）日：1999-04-21
• Method of producing a carbohydrate ester
  申请人：DuPont Nutrition Biosciences ApS

  公开号：EP2278015B1

  公开（公告）日：2014-08-13
• PROCESSES AND HOST CELLS FOR GENOME, PATHWAY, AND BIOMOLECULAR ENGINEERING
  申请人：enEvolv, Inc.

  公开号：US20190309289A1

  公开（公告）日：2019-10-10

  The present disclosure provides compositions and methods for genomic engineering.
• US5756328A
  申请人：——

  公开号：US5756328A

  公开（公告）日：1998-05-26