Ins(1,2,3,4,5)P5 | 26326-86-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Ins(1,2,3,4,5)P5
• 英文别名: D-myo-inositol 1,2,4,5,6-pentakisphosphate；myo-inositol 1,2,4,5,6-pentakisphosphate；1D-MYO-INOSITOL-1,3,4,5,6-PENTAKISPHOSPHATE, (NA+ SALT)；Ins(1,2,3,4,6)P5；1D-myo-inositol 1,2,4,5,6-pentakisphosphate；(2-hydroxy-3,4,5,6-tetraphosphonooxycyclohexyl) dihydrogen phosphate；Ins(1,2,4,5,6)P5；inositol 1,2,4,5,6-pentakisphosphate；(+/-)-myo-Inosit-1,2,4,5,6-pentakisdihydrogenphosphat
• CAS: 26326-86-3；20298-94-6；20298-95-7；20298-96-8；20298-97-9；23393-17-1；23486-93-3；25663-09-6；26326-85-2；31662-65-4；40322-16-5；40322-17-6；114418-96-1；134176-37-7
• 化学式: C₆H₁₇O₂₁P₅
• 分子量: 580.057
• InChiKey: CTPQAXVNYGZUAJ-XCMZKKERSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.25
• 重原子数：
  32.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  354.03
• 氢给体数：
  11.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  Ins(1,2,3,4,5)P5 在 sodium acetate buffer 、 lupine 、 phytase LP₁₁ from seeds of Lupinus albus var. Amiga 作用下， 生成 (+/-)-myo-Inositol-1-phosphate 、 肌醇 1,2,6-三磷酸酯 、 D-myo-inositol 1,2-bisphosphate 、 D-myo-inositol(1,2,5,6)tetrakisphosphate
  参考文献：
  名称：

  Pathway of Dephosphorylation of myo-Inositol Hexakisphosphate by Phytases of Legume Seeds

  摘要：

  Using a combination of high-performance ion chromatography analysis and kinetic studies, the pathway of dephosphorylation of myo-inositol hexakisphosphate by the phytases purified from faba bean and lupine seeds, respectively, was established. The data demonstrate that the legume seed phytases under investigation dephosphorylate myo-inositol hexakisphosphate in a stereospecific way. The phytase from faba bean seeds and the phytase LP2 from lupine seeds degrade phytate by sequential removal of phosphate groups via D-Ins(1,2,3,5,6)P-5, D-Ins(1,2,5,6)P-4, D-Ins(1,2,6)P-3, and D-Ins(1,2)P-2 to finally Ins(2)P, whereas the phytases LP11 and LP12 from lupine seeds generate the final degradation product Ins(2)P via D-Ins(1,2,4,5,6)P-5, D-Ins(1,2,5,6)P-4, D-Ihs(1,2,6)P-3, and D-Ins(1,2)P-2.

  DOI：

  10.1021/jf025620t
• 作为产物：
  描述：

  sodium inositol hexaphosphate 在 acetate buffer 、 Aspergillus niger phytase 作用下， 反应 0.5h， 生成 Ins(1,2,3,4,5)P5
  参考文献：
  名称：

  Pathway of Dephosphorylation of myo-Inositol Hexakisphosphate by Phytases of Legume Seeds

  摘要：

  Using a combination of high-performance ion chromatography analysis and kinetic studies, the pathway of dephosphorylation of myo-inositol hexakisphosphate by the phytases purified from faba bean and lupine seeds, respectively, was established. The data demonstrate that the legume seed phytases under investigation dephosphorylate myo-inositol hexakisphosphate in a stereospecific way. The phytase from faba bean seeds and the phytase LP2 from lupine seeds degrade phytate by sequential removal of phosphate groups via D-Ins(1,2,3,5,6)P-5, D-Ins(1,2,5,6)P-4, D-Ins(1,2,6)P-3, and D-Ins(1,2)P-2 to finally Ins(2)P, whereas the phytases LP11 and LP12 from lupine seeds generate the final degradation product Ins(2)P via D-Ins(1,2,4,5,6)P-5, D-Ins(1,2,5,6)P-4, D-Ihs(1,2,6)P-3, and D-Ins(1,2)P-2.

  DOI：

  10.1021/jf025620t

文献信息

• Flexible Stereo- and Regioselective Synthesis ofmyo-Inositol Phosphates(Part 2): Via Nonsymmetrical Conduritol B Derivatives
  作者：Michael A. L. Podeschwa、Oliver Plettenburg、Hans-Josef Altenbach

  DOI：10.1002/ejoc.200400918

  日期：2005.7

  myo-inositol phosphates. Optically pure compounds can be prepared, in both forms, from p-benzoquinone by enzymatic resolution of a diacetoxyconduritol key intermediate. Monosubstituted inositol derivatives can be obtained by breaking the C2 symmetry of conduritol B derivatives. A wide variety of myo-inositol phosphates can be synthesized by combining the previously reported symmetrical approach with

  一种实用的路线的制备描述肌醇肌醇磷酸盐。可以通过对乙酰氨基乙酸二硬脂醇关键中间体的酶促拆分，从对苯醌制备两种形式的光学纯化合物。单取代的肌醇衍生物可通过破坏Conduritol B衍生物的C 2对称性而获得。各种各样的肌肌醇磷酸盐可以通过组合与这个新的非对称的方法先前报道的对称方法来合成。（©Wiley-VCH Verlag GmbH＆Co.KGaA，69451 Weinheim，Germany，2005）
• Syntheses of two enantiomeric pairs of myo-inositol(1,2,4,5,6) and -(1,2,3,4,5) pentakisphosphate
  作者：Sung-Kee Chung、Young-Tae Chang、Eun Jung Lee、Boo-Gyo Shin、Yong-Uk Kwon、Kyung-Cheol Kim、Dong Hyun Lee、Mahn-Joo Kim

  DOI：10.1016/s0960-894x(98)00245-5

  日期：1998.6

  Two enantiomeric pairs of myo-inositol(1,2,4,5,6)P-5 and -(1,2,3,4,5)P-5 have efficiently been synthesized by means of the lipase catalyzed acetylation of 1,2:5,6-di-O-isopropylidene-myo-inositol and the benzoyl migration procedure. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Roles of Phosphate Recognition in Inositol 1,3,4,5,6-Pentakisphosphate 2-Kinase (IPK1) Substrate Binding and Activation
  作者：Varin Gosein、Gregory J. Miller

  DOI：10.1074/jbc.m113.487777

  日期：2013.9

  Inositol phosphate kinases (IPKs) sequentially phosphorylate inositol phosphates (IPs) to yield a group of small signaling molecules involved in diverse cellular processes. IPK1(inositol 1,3,4,5,6-pentakisphosphate 2-kinase) phosphorylates inositol 1,3,4,5,6-pentakisphosphate to inositol 1,2,3,4,5,6-hexakisphosphate; however, the mechanism of IP recognition employed by IPK1 is currently unresolved. We demonstrated previously that IPK1 possesses an unstable N-terminal lobe in the absence of IP, which led us to propose that the phosphate profile of the IP was linked to stabilization of IPK1. Here, we describe a systematic study to determine the roles of the 1-, 3-, 5-, and 6-phosphate groups of inositol 1,3,4,5,6-pentakisphosphate in IP binding and IPK1 activation. The 5- and 6-phosphate groups were the most important for IP binding to IPK1, and the 1- and 3-phosphate groups were more important for IPK1 activation than the others. Moreover, we demonstrate that there are three critical residues (Arg-130, Lys-170, and Lys-411) necessary for IPK1 activity. Arg-130 is the only substrate-binding N-terminal lobe residue that can render IPK1 inactive; its 1-phosphate is critical for full IPK1 activity and for stabilization of the active conformation of IPK1. Taken together, our results support the model for recognition of the IP substrate by IPK1 in which (i) the 4-, 5-, and 6-phosphates are initially recognized by the C-terminal lobe, and subsequently, (ii) the interaction between the 1-phosphate and Arg-130 stabilizes the N-terminal lobe and activates IPK1. This model of IP recognition, believed to be unique among IPKs, could be exploited for selective inhibition of IPK1 in future studies that investigate the role of higher IPs.
• ZINC SUPPLEMENTATION TO INCREASE RESPONSIVENESS TO METALLOPROTEASE THERAPY
  申请人：Soparkar, Charles N.S.

  公开号：EP2445509A1

  公开（公告）日：2012-05-02
• Pathway of Dephosphorylation of <i>myo</i>-Inositol Hexakisphosphate by Phytases of Legume Seeds
  作者：Ralf Greiner、Marie Larsson Alminger、Nils-Gunnar Carlsson、Mercedes Muzquiz、Carmen Burbano、Carmen Cuadrado、Mercedes M. Pedrosa、Carmen Goyoaga

  DOI：10.1021/jf025620t

  日期：2002.11.1

  Using a combination of high-performance ion chromatography analysis and kinetic studies, the pathway of dephosphorylation of myo-inositol hexakisphosphate by the phytases purified from faba bean and lupine seeds, respectively, was established. The data demonstrate that the legume seed phytases under investigation dephosphorylate myo-inositol hexakisphosphate in a stereospecific way. The phytase from faba bean seeds and the phytase LP2 from lupine seeds degrade phytate by sequential removal of phosphate groups via D-Ins(1,2,3,5,6)P-5, D-Ins(1,2,5,6)P-4, D-Ins(1,2,6)P-3, and D-Ins(1,2)P-2 to finally Ins(2)P, whereas the phytases LP11 and LP12 from lupine seeds generate the final degradation product Ins(2)P via D-Ins(1,2,4,5,6)P-5, D-Ins(1,2,5,6)P-4, D-Ihs(1,2,6)P-3, and D-Ins(1,2)P-2.