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DMAPP triammonium (Dimethylallyl diphosphate triammonium)

Cat No.:V60840 Purity: ≥98%
DMAPP (Dimethylallyl diphosphate) triammonium is an isoprenoid precursor.
DMAPP triammonium (Dimethylallyl diphosphate triammonium)
DMAPP triammonium (Dimethylallyl diphosphate triammonium) Chemical Structure CAS No.: 1186-30-7
Product category: Others 12
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
Other Sizes

Other Forms of DMAPP triammonium (Dimethylallyl diphosphate triammonium):

  • DMAPP
  • (E)-C-HDMAPP ammonium
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Product Description
DMAPP (Dimethylallyl diphosphate) triammonium is an isoprenoid precursor. DMAPP triammonium, an isomer of isoamyl pyrophosphate (IPP), is present in nearly all life forms.
DMAPP triammonium (CAS# 1186-30-7), also known as dimethylallyl diphosphate triammonium, is an isoprenoid precursor that serves as a critical intermediate in the biosynthesis of isoprenoids. It has the molecular formula C₅H₂₁N₃O₇P₂ and molecular weight 297.18 g/mol. DMAPP is an isomer of isopentenyl pyrophosphate (IPP) and exists in virtually all life forms. It is a product of both the mevalonate pathway and the MEP pathway of isoprenoid precursor biosynthesis.
Biological Activity I Assay Protocols (From Reference)
Targets
DMAPP triammonium serves as a substrate for prenyltransferases and other enzymes involved in isoprenoid biosynthesis. As an isomer of IPP, it participates in the biosynthesis of all isoprenoid compounds including terpenes, steroids, and carotenoids. The compound is used in studies of metabolism-related diseases involving the mevalonate (MVA) pathway. It targets enzymes that catalyze the condensation of isoprenoid units.
ln Vitro
A predecessor of an isoprenoid is DMAPP triammonium. The mevalonate pathway and the MEP pathway of isoprenoid precursor biosynthesis both produce DMAPP triammonium. Almost all living forms contain DMAPP triammonium, an isomer of isopentenyl pyrophosphate (IPP). facilitates the isomerization of IPP and DMAPP[1].
In vitro, DMAPP triammonium is used as a substrate in enzyme assays studying isoprenoid biosynthesis. The compound is utilized in biochemical experiments to investigate prenyltransferase activity, terpene synthase function, and other enzymes involved in the mevalonate and MEP pathways. It is an essential tool for studying the biosynthesis of isoprenoids and related metabolic processes.
ln Vivo
In vivo, DMAPP triammonium is not used as a therapeutic agent but as a research tool for studying isoprenoid metabolism. As a precursor in the isoprenoid biosynthesis pathway, it plays a fundamental role in the production of essential biomolecules in all life forms. The compound is used in studies of metabolism-related diseases involving the mevalonate pathway.
Enzyme Assay
In vitro enzyme assays for DMAPP triammonium typically involve measuring the activity of prenyltransferases or terpene synthases. The enzyme is incubated with DMAPP (as a substrate) and appropriate acceptor molecules, and product formation is monitored by HPLC, GC-MS, or radiometric methods. The compound's purity is confirmed by HPLC with purity ≥95%. Standard enzyme kinetics assays are used to determine kinetic parameters.
Cell Assay
In vitro cellular assays for DMAPP triammonium are not typically performed as the compound is used as a biochemical substrate rather than a cellular modulator. However, cell-based studies of isoprenoid metabolism may involve supplementation of cell culture media with DMAPP to study its effects on isoprenoid biosynthesis. The compound is soluble in water as a triammonium salt, facilitating its use in aqueous biochemical assays.
Animal Protocol
In vivo animal experiments for DMAPP triammonium are not typically performed as the compound is used as a biochemical research tool rather than a therapeutic agent. The compound is not administered to animals for pharmacological evaluation. Its applications are limited to in vitro biochemical studies of isoprenoid biosynthesis.
ADME/Pharmacokinetics
Pharmacokinetic properties of DMAPP triammonium are characteristic of phosphorylated small molecules. The compound has a molecular weight of 297.18 g/mol and molecular formula C₅H₂₁N₃O₇P₂. As a highly polar phosphorylated compound, it is expected to have limited membrane permeability and oral bioavailability. It is typically used in vitro as a substrate in biochemical assays. The compound appears as a white solid.
Toxicity/Toxicokinetics
The toxicological profile of DMAPP triammonium is not extensively documented. As a naturally occurring isoprenoid precursor found in virtually all life forms, it is expected to have a favorable safety profile at research concentrations. However, comprehensive toxicological evaluations have not been reported. Standard laboratory safety precautions should be followed when handling this compound.
References
[1]. Wang W, et al. Bioorganometallic chemistry with IspG and IspH: structure, function, and inhibition of the [Fe(4)S(4)] proteins involved in isoprenoid biosynthesis. Angew Chem Int Ed Engl. 2014;53(17):4294-4310.
Additional Infomation
DMAPP triammonium (CAS# 1186-30-7, molecular formula C₅H₂₁N₃O₇P₂, molecular weight 297.18) is an isoprenoid precursor and isomer of IPP. It is a product of both the mevalonate and MEP pathways. Used in studies of metabolism-related diseases. No clinical trials or regulatory approvals have been identified. Purity: ≥95%.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H21N3O7P2
Molecular Weight
297.18400
Exact Mass
297.085
CAS #
1186-30-7
Related CAS #
DMAPP;358-72-5
PubChem CID
13860073
Appearance
Typically exists as solid at room temperature
Boiling Point
550.8ºC at 760 mmHg
Flash Point
21ºC
Vapour Pressure
1.38E-13mmHg at 25°C
LogP
3.622
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
4
Heavy Atom Count
17
Complexity
279
Defined Atom Stereocenter Count
0
SMILES
CC(=CCOP(=O)(O)OP(=O)(O)O)C.N.N.N
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.3650 mL 16.8248 mL 33.6496 mL
5 mM 0.6730 mL 3.3650 mL 6.7299 mL
10 mM 0.3365 mL 1.6825 mL 3.3650 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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