15421-51-9

Usage

Uses

Used in Pharmaceutical Applications:
[(2S,3R,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphonic acid is used as a pharmaceutical agent for its potential therapeutic effects. The compound's hydroxyl and phosphonic acid groups allow it to interact with biological targets, such as enzymes and receptors, which may lead to the development of new drugs for various diseases.
Used in Agricultural Applications:
In the agricultural industry, [(2S,3R,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphonic acid is used as a component in the development of novel agrochemicals. Its ability to form complexes with metal ions and interact with biological molecules can be exploited to create compounds that target specific pests or enhance crop growth and yield.
Used in Chemical Synthesis:
[(2S,3R,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphonic acid serves as a versatile building block in organic synthesis. Its unique stereochemistry and functional groups make it a valuable starting material for the synthesis of more complex molecules, such as natural products, pharmaceuticals, and advanced materials.
Used in Environmental Applications:
In the environmental sector, [(2S,3R,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphonic acid is used for its potential to sequester heavy metals and other pollutants. The compound's ability to form stable complexes with metal ions can be utilized in the development of new methods for environmental remediation and pollution control.
Used in Material Science:
[(2S,3R,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphonic acid is used as a component in the development of new materials with unique properties. Its ability to form hydrogen bonds and interact with other molecules can be exploited to create materials with enhanced mechanical, thermal, or electrical properties for various applications, such as sensors, energy storage, and electronics.

Purification Methods

Crystallise the phosphate from water, and EtOH. Recrystallise 1g by dissolving it in 3mL of H2O and adding slowly 15mL of commercial EtOH, filter the crystals, wash with a little EtOH then Et2O and dry it in a vacuum. [McCormick & Carter Biochemical Preparations 2 65 1952.]

InChI:InChI=1/C6H13O9P/c7-1-2(8)4(10)6(5(11)3(1)9)15-16(12,13)14/h1-11H,(H2,12,13,14)/t1-,2-,3-,4+,5-,6-/m1/s1

Upstream product

• 87-89-8 D-myo-inositol 
• 75194-94-4 3,3,7,7-tetramethyl-2,8-dioxa-5-aza-1λ³-phosphabicyclo(3,3,0)octane 
• 132891-78-2 1,2;4,5-Di-O-cyclohexylidene-3-O-dibenzylphosphoryl-D-myo-inositol 
• 136774-02-2 [1R-(1α,2α,4α)-2,3-O-(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]-hept-2-ylidene]-1-[bis(phenylmethyl)phosphate]-myo-inositol 
• 111828-82-1 D-1-O-[(1S)-(-)-camphanoyl]-2,3,4,5,6-penta-O-benzyl-myo-inositol 
• 956117-03-6 C₆H₁₀O₄(C₃H₄)2(C₇H₆)O₂H₂PO(OC₇H₆)2H 
• 864372-83-8 2,4,5-tri-O-acetyl-3,6-di-O-benzyl-D-myo-inositol 
• 785817-89-2 (1S,2R,3R,4R,5S,6R)-3-O-benzoyl-4,6-di-O-benzyl-myo-inositol 
• 128459-27-8 1D-2,3-O-(D-1',7',7'-trimethyl<2.2.1>bicyclohept-2'-ylidene)-myo-inositol 
• 331679-26-6 2,3-O-(D-1,7,7-trimethylbicyclo[2.2.1]hept-6-ylidene)-D-myo-inositol 
• 132891-77-1 6-O-Camphanoyl-1,2;4,5-di-O-cyclohexylidene-D-myo-inositol 
• 441311-55-3 2-O-phosphono-1,3,4,5,6-penta-O-acetyl-myo-inositol 
• 864372-89-4 1,4,5-tri-O-acetyl-3,6-di-O-benzyl-2-O-(3-oxo-1,5-dihydro-3λ⁵-2,4,3-benzodioxaphosphepin-3-yl)-D-myo-inositol 
• 864372-88-3 1,4,5-tri-O-acetyl-3,6-di-O-benzyl-D-myo-inositol 

Downstream Products

• 106032-59-1 D-myo-inositol 1-phosphate biscyclohexylammonium salt 
• 87-89-8 D-myo-inositol 
• 33608-52-5 DL-O¹,O²-hydroxyphosphoryl-myo-inositol 
• 551-72-4 inositol 
• 86119-84-8 phosphoric acid 

Relevant academic research and scientific papers

Biochemical studies of inositol: N -acetylglucosaminyltransferase involved in mycothiol biosynthesis in Corynebacterium diphtheria

Mycothiol (MSH) is the predominant low molecular weight thiol produced by actinomycetes, and it plays a pivotal role in the bacterial detoxication process. 1L-myo-Inositol-1-phosphate (1L-Ins-1-P) α-N-acetylglucosaminyltransferase (GlcNAc-T), known as MshA, is the only glycosyltransferase involved in MSH biosynthesis. In this work, the MshA from Corynebacterium diphtheria, named as CdMshA, was expressed, purified, and studied in detail. Its enzymatic activity to transfer GlcNAc to 1L-Ins-1-P was confirmed by the isolation and rigorous characterization of its reaction product 3-phospho-1-d-myo-inositol-2-acetamido-2-deoxy-α-d-glucopyranoside. CdMshA was shown to accept only UDP-GlcNAc and 1L-Ins-1-P as its substrates among various tested glycosyl donors, such as UDP-GlcNAc, UDP-Gal, UDP-Glc, UDP-GalNAc and UDP-GlcA, and glycosyl acceptors, such as myo-inositol, 1L-Ins-1-P and 1D-Ins-1-P. The results have demonstrated the strict substrate selectivity of CdMshA. Furthermore, its reaction kinetics with UDP-GlcNAc and 1L-Ins-1-P as substrates were characterized, while site-directed mutagenesis of CdMshA disclosed that its amino acid residues N28, K81 and R157 were essential for its enzymatic activity.

Divergent synthesis of all possible optically active regioisomers of myo-inositol mono- and bisphosphates

All possible optically active regioisomers of myo-inositol mono- and bisphosphates were synthesized using inositol derivatives suitably protected with various protecting groups (IRns) as key intermediates. A series of procedures including Novozym 435 cata

Flexible stereo- and regioselective synthesis of myo-inositol phosphates (part 1): Via symmetrical conduritol B derivatives

A practical route is described for the preparation of myo-inositol polyphosphates. Optically pure myo-inositol derivatives can be prepared from p-benzoquinone in both forms by enzymatic resolution of a C2- symmetric diacetoxyconduritol B key in

Kinetic resolution of d,l-myo-inositol derivatives catalyzed by chiral Cu(II) complex

Kinetic resolution of d,l-myo-inositol derivatives having a 1,2-diol functionality by monobenzoylation was achieved using (R,R)-Ph-BOX-Cu(II) as a catalyst. The monobenzoylation preferentially took place at the 1,2-diol functionality via a highly enantiod

Pathway of dephosphorylation of myo-inositol hexakisphosphate by phytases of legume seeds

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)P5, D-Ins(1,2,5,6)P4, D-Ins(1,2,6)P3, and D-Ins(1,2)P2 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)P5, D-Ins(1,2,5,6)P4, D-Ins(1,2,6)P3, and D-Ins(1,2)P2.

13C Labelling and electrospray mass spectrometry reveal a de novo route for inositol biosynthesis in Leishmania donovani parasite

In this paper we provide evidence for the presence of a de now route for myo-inositol biosynthesis in the protozoan parasite Leishmania donovani, by the application of 13C labelling and electrospray ionisation mass spectrometry (ESMS). For this myo-[1-13C]inositol is prepared from D-[6-13C]glucose and biosynthetically incorporated in the parasite promastigote cell culture. Biosynthetic phosphatidylinositol (PI) and its hydrolysis products glycero-PI and inositol are analysed by ESMS and the isotopomeric ratio determined. The incorporation experiments show substantial isotopic dilution, indicating the presence of myo-inositol 1-phosphate synthase (MIP synthase) enzyme in the parasite; this is further confirmed by incorporation of D-[6-13C]glucose in the parasite phosphatidylinositol. The Royal Society of Chemistry 2000.

The pathway of dephosphorylation of myo-inositol hexakisphosphate by phytases from wheat bran of Triticum aestivum L. cv. Nourin #61

Phytases are the primary enzymes responsible for the hydrolysis of phytic acid, myo-inositol-1, 2, 3, 4, 5, 6-hexakisphosphate (InsP6). The pathway of hydrolysis of InsP6 by phytase from wheat bran of Triticum aestivum L. cv. Nourin #61 is proved in this study. Structures of the intermediates were established by a variety of nuclear magnetic resonance techniques (1H-, two-dimensional 1H-1H coupling-correlation spectra and two-dimensional 31P-1H correlation spectra), gas chromatography, and bioassay. On the basis of the structures identified, initial hydrolysis of the phosphate ester occurs at the D/L-4 position of InsP6 to yield D/L-Ins (1, 2, 3, 5, 6) P5. After the dephosphorylation, the pathway of dephosphorylation is divided into two routes. The main route proceeds via D/L-Ins (1, 2, 5, 6) P4, D/L-Ins (1, 2, 6) P3 and D/L-Ins (1, 2) P2, while the minor route proceeds via D/L-Ins (1, 2, 3, 6) P4, Ins (1, 2, 3) P3 and D/L-Ins (1, 2) P2. D/L-Ins (1, 2) P2 is hydrolyzed at the D/L-1 or 2-position, and finally myo-inositol is produced.

myo-Inositol 1,4,5-Triphosphate and Related Compounds' Protonation Sequence: Potentiometric and 31P NMR Studies

The protonation sequence of myo-inositol 1,4,5-triphosphate 3>, of its dehydroxylated analogue, Cyhx(1,2,4)P3, of two diphosphorylated inositol phosphates, Ins(1,4)P2 and Ins(4,5)P2 and of one inosit

Derivatives of cyclohexane

New derivatives of cyclohexane in substantially pure form suitable as a pharmaceutical, foodstuff or as a stabilizer.