D-mannose aldonitrile peracetate | 6337-12-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: D-mannose aldonitrile peracetate
• 英文别名: mannonitrile pentaacetate；D-mannononitrile acetate；penta-O-acetyl-D-mannonic acid nitrile；Penta-O-acetyl-D-mannonsaeure-nitril；2.3.4.5.6-Pentaacetyl-D-mannonsaeurenitril；Penta-O-acetyl-D-mannononitril；[(2R,3R,4R,5R)-2,3,4,5-tetraacetyloxy-5-cyanopentyl] acetate
• CAS: 6337-12-8
• 化学式: C₁₆H₂₁NO₁₀
• 分子量: 387.343
• InChiKey: INCBLRCTSZYSJE-KLHDSHLOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  27
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  155
• 氢给体数：
  0
• 氢受体数：
  11

安全信息

• 海关编码：
  2926909090

反应信息

• 作为反应物：
  描述：

  D-mannose aldonitrile peracetate 在 sodium methylate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 20.0h， 生成
  参考文献：
  名称：

  Szabo, I. F.; Somsak, L.; Batta, Gy., Acta Chimica Academiae Scientiarum Hungaricae, 1982, vol. 109, # 3, p. 229 - 236

  摘要：

  DOI：
• 作为产物：
  描述：

  D-mannose oxime 在 乙酸酐 作用下， 以 吡啶 为溶剂， 反应 0.5h， 生成 D-mannose aldonitrile peracetate
  参考文献：
  名称：

  Antioxidant activity of a water-soluble polysaccharide purified from Pteridium aquilinum

  摘要：

  A water-soluble crude polysaccharide, obtained from fern Pteridium aquilinum, was fractionated by DEAE-Sepharose Fast-Flow column chromatography, and purified by Sephacryl S-400 HR column chromatography. The average molecular weight (M-w) of the purified polysaccharide (PLP) is 458,000 Da. The monosaccharide components of PLP were characterized by gas chromatography (GC), and the majority of the monosaccharide components was glucose (relative mass 58.1%) with low levels of galactose, mannose, rhamnose, and arabinose (relative mass 18.7%, 6.8%, 10.2%, and 6.1%, respectively). The Fourier-transform infrared spectra (FTIR) of PLP revealed typical characteristics of polysaccharides. On the basis of the ferric-reducing antioxidant power assay (FRAP), DPPH radical-scavenging, the superoxide radical assay, and self-oxidation of 1,2,3-phentriol assay, the antioxidant activities of PLP were investigated. The purified polysaccharide was demonstrated to have strong reductive power (FRAP value: 827.6 mu mol/L), moderate scavenging activities against DPPH radicals (83.1%) and superoxide radicals (60.5%), and moderate inhibiting power for self-oxidation of 1,2,3-phentriol (52.4%). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.10.021

文献信息

• Acylic Sugar Derivatives for GC/MS Analysis of ¹³C-Enrichment during Carbohydrate Metabolism
  作者：Neil P. J. Price

  DOI：10.1021/ac049198m

  日期：2004.11.1

  localize and quantify the fractional incorporation of 13C isotope into each carbon atom of precursor-derived metabolites. In this paper, several carbohydrate derivatization procedures (peracetylation, deuterioalditol acetates, and aldononitrile acetates) are evaluated for the positional isotopic information obtained by gas chromatography/electron impact mass spectrometry (GC/EI-MS). These derivatives

  稳定同位素示踪剂与气相色谱/质谱法（GC / MS）结合进行代谢谱分析是一种用于测定代谢途径中底物再分布的成熟技术。该分析依赖于定位和定量将13 C同位素部分掺入前体衍生代谢物的每个碳原子中的能力。在本文中，针对通过气相色谱/电子轰击质谱（GC / EI-MS）获得的位置同位素信息，评估了几种碳水化合物的衍生化方法（过乙酰化，乙酸氘代醛糖醇和乙酸醛醇）。比较了这些衍生物，以定量评估13C标记的醛糖和酮糖的同位素异构体中13C的分布，以及15种己糖，戊糖，和生物来源的氨基糖已被评估。此外，已开发出一种用于GC / MS的新型碳水化合物衍生物（二烷基二硫代乙缩醛乙酸酯），可保留原始单糖的异头碳上的电荷。这些衍生物的电子碰撞电离会产生良好解析的碱基峰，该峰由C1-C2键断裂产生，电荷保留在C1硫醇基上。二烷基二硫缩醛乙酸酯特别适合于测量同位素富集到醛糖糖特征异头碳中，并将有助于对碳水化合物途径中
• TRABERT, Archiv der Pharmazie, 1961, vol. 294 /66, p. 246 - 254
  作者：TRABERT

  DOI：——

  日期：——
• THE REACTIVE FORM OF GLUCOSE OXIME
  作者：M. L. Wolfrom、Alva. Thompson

  DOI：10.1021/ja01353a027

  日期：1931.2
• Preparation of aldononitrile acetates using N-methylimidazole as catalyst and solvent
  作者：Gary D. McGinnis

  DOI：10.1016/s0008-6215(00)81799-1

  日期：1982.10
• A comparative study of the neutral and acidic polysaccharides from Allium macrostemon Bunge
  作者：Zhanjun Zhang、Fuhua Wang、Mingchun Wang、Liping Ma、Hong Ye、Xiaoxiong Zeng

  DOI：10.1016/j.carbpol.2014.10.019

  日期：2015.3

  Neutral and acidic polysaccharides, named AMP40N and AMP40S respectively, were isolated and purified from the dried bulbs of Allium macrostemon Bunge. Both of them showed a single and symmetrically sharp peak, indicating they were homogeneous polysaccharides. Molecular weights of AMP40N and AMP40S were determined to be 18.2 and 105.1 kDa, respectively. AMP40N was composed of arabinose and glucose, while AMP40S was composed of rhamnose, arabinose, glucose and galactose and a certain amount of uronic acid. FT-IR, periodic acid oxidation, Smith degradation, methylation and GCMS analysis revealed that non-reducing terminal and -> 2,6)-Glc-(1 -> existed in AMP40N and AMP40S. The glycosidic linkage of arabinose in AMP40N was -> 2)-Ara-(1 ->, whereas it was Ara-(1 -> in AMP40S. AMP40S had (1 -> 2)-linked L-rhamnose residue. Both AMP40N and AMP40S exhibited strong anti-tumor potential against human gastric carcinoma cells BGC-823, in particular, AMP40S presented significantly higher inhibitory rate of 85.94% than AMP40N of 52.63%.