(L-O-serine phosphato)calcium(II)

• 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: (L-O-serine phosphato)calcium(II)
• 英文别名: L-phosphoserine calcium complex；Calcium serine phosphate；calcium;[(2S)-2-amino-2-carboxyethyl] phosphate
• 化学式: C₃H₆NO₆P*Ca
• 分子量: 223.136
• InChiKey: ROSMFVDPARSENK-DKWTVANSSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -3.84
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  136
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  L-O-磷酸丝氨酸 在 calcium sulfate 、 potassium hydroxide 作用下， 以 水 为溶剂， 反应 120.0h， 生成 (L-O-serine phosphato)calcium(II)
  参考文献：
  名称：

  新的多核固态核磁共振晶体学方法精制O-磷酸-L-丝氨酸及其钙盐的结构

  摘要：

  O-磷酸-L-丝氨酸（Pser）及其Ca盐Ca[ O-磷酸-L-丝氨酸]·H 2 O（CaPser）在骨矿化中发挥着重要作用，最近也被提出来解释骨矿化的显着改善用于生物医学植入物的掺 Pser 磷酸钙基水泥的骨粘合特性。然而，迄今为止提出的 Pser 和 CaPser 结构模型很少是通过 X 射线衍射获得的，因此质子位置的定义很差。在这里，我们通过密度泛函理论（DFT）计算改进了 Pser 和 CaPser 结构，并将它们与快速魔角旋转（MAS）二维（2D）核磁共振（NMR）相关实验的直接原子间距离约束进行对比，包括双量子-单量子 (2Q-1Q) 1 H NMR 以及异核13 C{ 1 H} 和31 P{ 1 H} 相关 NMR 实验。通过 DFT 精修前后的 Pser 和 CaPser 结构根据 NMR 衍生的有效1 H– 1 H、 1 H– 31 P 和1 H– 13 C 距离进行了验

  DOI：

  10.1021/acs.jpcb.1c05587

文献信息

• Determination of calcium-binding constants of caseins, phosphoserine, citrate and pyrophosphate: A modelling approach using free calcium measurement
  作者：Omar Mekmene、Frédéric Gaucheron

  DOI：10.1016/j.foodchem.2010.12.121

  日期：2011.7

  Dairy products contain large amount of calcium which is bound to caseins and different chelating agents like citrate and polyphosphates. The present study aimed to determine the calcium-binding capacities of phosphoserine (SerP), caseinophosphopeptide (CPP), beta-casein, caseinate, citrate and pyrophosphate in the same conditions of temperature, pH and ionic strength. The free calcium (Ca(2+)) was measured using a calcium ion-selective electrode and plotted as a function of total calcium concentration. The association constants and the number of calcium-binding sites were determined by fitting the experimental data to a theoretical model. The phosphate groups of caseins were the main binding sites with evidence for participation of carboxylate groups. The intrinsic association constants determined by the best fit of the data were in the order: pyrophosphate (557 x 10(3) M(-1)) > citrate (20 x 10(3) M(-1)) > beta-casein (5 x 10(3) M(-1)) > caseinate, CPP and SerP (similar to 10(3) M(-1)). These findings may be of interest for the development of calcium-enriched products to overcome calcium deficiency in specific populations. (C) 2011 Elsevier Ltd. All rights reserved.
• Aqua(L-O-serine phosphato)calcium(II)
  作者：T. Suga、N. Okabe

  DOI：10.1107/s0108270196002648

  日期：1996.8.15

  In the crystal structure of the title compound, [Ca(C3H6NO6P)(H2O)], the Ca ion is bonded to six O atoms, three from the phosphate group, two from the carboxyl group and one from the water molecule. The coordination geometry around the Ca ion is distorted octahedral. The L-O-serine phosphate molecules are connected in a three-dimensional manner through O-Ca-O bonds. The structural parameters also suggest the presence of intermolecular N-H ... O hydrogen bonds.
• Refined Structures of <i>O</i>-Phospho-<scp>l</scp>-serine and Its Calcium Salt by New Multinuclear Solid-State NMR Crystallography Methods
  作者：Renny Mathew、Baltzar Stevensson、Mattias Edén

  DOI：10.1021/acs.jpcb.1c05587

  日期：2021.10.7

  account for the markedly improved bone-adhesive properties of Pser-doped calcium phosphate-based cements for biomedical implants. However, the hitherto few proposed structural models of Pser and CaPser were obtained by X-ray diffraction, thereby leaving the proton positions poorly defined. Herein, we refine the Pser and CaPser structures by density functional theory (DFT) calculations and contrast them with

  O-磷酸-L-丝氨酸（Pser）及其Ca盐Ca[ O-磷酸-L-丝氨酸]·H 2 O（CaPser）在骨矿化中发挥着重要作用，最近也被提出来解释骨矿化的显着改善用于生物医学植入物的掺 Pser 磷酸钙基水泥的骨粘合特性。然而，迄今为止提出的 Pser 和 CaPser 结构模型很少是通过 X 射线衍射获得的，因此质子位置的定义很差。在这里，我们通过密度泛函理论（DFT）计算改进了 Pser 和 CaPser 结构，并将它们与快速魔角旋转（MAS）二维（2D）核磁共振（NMR）相关实验的直接原子间距离约束进行对比，包括双量子-单量子 (2Q-1Q) 1 H NMR 以及异核13 C 1 H} 和31 P 1 H} 相关 NMR 实验。通过 DFT 精修前后的 Pser 和 CaPser 结构根据 NMR 衍生的有效1 H– 1 H、 1 H– 31 P 和1 H– 13 C 距离进行了验