α-D-MANNOSE-1-PHOSPHATE DIPOTASSIUM SALT DIHYDRATE | 2040-69-9

• 物质功能分类: 生物化工 - 糖类化合物 - 单糖
• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-D-MANNOSE-1-PHOSPHATE DIPOTASSIUM SALT DIHYDRATE
• 英文别名: α-D-Glucose 1-phosphate dipotassium salt；O¹-phosphono-α-D-glucopyranose; potassium-salt；O¹-Phosphono-α-D-glucopyranose; Kalium-Salz
• CAS: 2040-69-9；6736-77-2；16419-25-3；19046-60-7；53823-71-5；71888-67-0；89798-48-1；91502-59-9；105751-36-8；133841-18-6
• 化学式: C₆H₁₁O₉P*2K
• 分子量: 336.318
• InChiKey: ZNOUUYCUFMKMNZ-WYRLRVFGSA-L

物化性质

• 溶解度：
  H2O：50 mg/mL，澄清，无色

计算性质

• 辛醇/水分配系数(LogP)：
  -7.36
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  162.57
• 氢给体数：
  4.0
• 氢受体数：
  9.0

安全信息

• 危险品运输编号：
  NONH for all modes of transport
• WGK Germany：
  3

制备方法与用途

生物活性

Galactose 1-phosphate Potassium salt 是半乳糖代谢中的中间体和核苷酸糖。

反应信息

• 作为反应物：
  描述：

  α-D-MANNOSE-1-PHOSPHATE DIPOTASSIUM SALT DIHYDRATE 在 氨 作用下， 以 四氢呋喃 、 甲醇 、 二甲基亚砜 、 苯 为溶剂， 反应 18.67h， 生成 α-D-galactopyranosyl 1,2-cyclic phosphate
  参考文献：
  名称：

  Synthesis of polyprenyl pyrophosphate sugars from unprotected mono- and oligo-saccharide phosphates

  摘要：

  DOI：

  10.1016/s0008-6215(00)85534-2

文献信息

• A Simple Synthesis of Sugar Nucleoside Diphosphates by Chemical Coupling in Water
  作者：Hidenori Tanaka、Yayoi Yoshimura、Malene R. Jørgensen、Jose A. Cuesta-Seijo、Ole Hindsgaul

  DOI：10.1002/anie.201205433

  日期：2012.11.12

  easy: The new reagent “ImIm”, which is formed in situ in water, is shown to activate nucleoside 5′‐phosphates to their imidazolides, these can subsequently couple with sugar‐1‐phosphates; the whole procedure takes place in water. This truly simple method yields a crude product mixture that can be used directly as a source of donors for glycosyltransferase‐mediated oligsaccharide synthesis. In the scheme

  糖核苷酸变得容易：在水中原位形成的新试剂“ ImIm”被证明可以将5'-磷酸核苷活化成其咪唑类内酯，随后可以与糖-1-磷酸偶合。整个过程在水中进行。这种真正简单的方法产生的粗产物混合物可以直接用作糖基转移酶介导的寡糖合成的供体来源。在方案中，B代表核碱基U，A或G。
• Synthesis of α- and β-d-glucopyranuronate 1-phosphate and α-d-glucopyranuronate 1-fluoride: Intermediates in the synthesis of d-glucuronic acid from starch
  作者：André Heeres、Henk A van Doren、Kees F Gotlieb、Ido P Bleeker

  DOI：10.1016/s0008-6215(97)00030-x

  日期：1997.4

  The title uronates were prepared by 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO) catalysed sodium hypochlorite oxidation of alpha- and beta-D-glucopyranosyl phosphate(alpha-/beta-Glc-1-P) and alpha-D-glucopyranosyl fluoride (alpha-Glc-1-F). Quantitative recovery of the TEMPO catalyst was achieved by azeotropic distillation of a small part of the reaction mixture, Also, a heterogeneous catalyst system was prepared by immobilisation of 4-oxo-tetramethyl-1-piperidinyloxy (OTEMPO) on amino-functionalized silica. The protected uronates were hydrolysed to yield D-glucuronate. Since alpha- and beta-Glc-1-P and alpha-Glc-1-F can be obtained from starch in one step, D-glucuronic acid is now available from starch in a convenient three-step sequence. (C) 1997 Elsevier Science Ltd.
• Synthesis of β-d-glucopyranosyl-(1 → 4)-d-arabinose, β-d-glucopyranosyl-(1 → 4)-l-fucose and β-d-glucopyranosyl-(1 → 4)- d-altrose catalysed by cellobiose phosphorylase from Cellvibrio gilvus
  作者：Ann Percy、Hiroshi Ono、Derek Watt、Kiyoshi Hayashi

  DOI：10.1016/s0008-6215(97)00247-4

  日期：1997.12

  beta-D-Glcp-(1-->4)-D-Arap, beta-D-Glcp-(1-->4)-L-Fucp, and beta-D-Glcp-(1-->4)-D-Altp were synthesised using a partially purified cellobiose phophorylase from Cellvibrio gilvus. The disaccharides were purified, and analysed by H-1 and C-13 NMR. (C) 1998 Elsevier Science Ltd.
• Straathof, A. J. J.; Kieboom, A. P. G.; Bekkum, H. van, Recueil des Travaux Chimiques des Pays-Bas, 1985, vol. 104, p. 65 - 68
  作者：Straathof, A. J. J.、Kieboom, A. P. G.、Bekkum, H. van

  DOI：——

  日期：——