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Myristoyl coenzyme A lithium

Cat No.:V86305 Purity: ≥98%
Myristoyl coenzyme A lithium
Myristoyl coenzyme A lithium Chemical Structure CAS No.: 187100-75-0
Product category: Endogenous Metabolite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
Other Sizes
Official Supplier of:
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Product Description
Myristoyl coenzyme A lithium is lithium labeled myristoylated coenzyme A (CoA). Myristoylation is an essential process in viruses and is normally controlled by N-myristoyltransferase (NMT). NMT is more active in colon epithelial tumors than in normal cells. Reduced Coenzyme A (CoA) is known to be a key regulator of NMT activity, while oxidized CoA does not allow NMT to promote myristoylation. Myristoyl coenzyme A hinders the demyristoylation process and has potential anticancer and antiviral mechanisms.
Myristoyl coenzyme A lithium is lithium-labeled myristoylated coenzyme A (CoA). Myristoylation is an essential process in viruses and is normally controlled by N-myristoyltransferase (NMT). The compound serves as a substrate in protein myristoylation. It has potential applications in studying anticancer and antiviral mechanisms. Myristoyl coenzyme A lithium is used as a research tool for studying protein lipidation.
Biological Activity I Assay Protocols (From Reference)
Targets
Human Endogenous Metabolite
Myristoyl coenzyme A lithium targets N-myristoyltransferase (NMT), the enzyme that catalyzes the transfer of myristate from myristoyl-CoA to the N-terminal glycine of target proteins. Protein myristoylation is a lipid modification that is essential for the function of many proteins, including those involved in viral replication and cancer cell signaling. NMT is a validated target for antiviral and anticancer drug discovery.
ln Vitro
In vitro, Myristoyl coenzyme A lithium serves as a substrate for NMT in enzymatic assays to measure NMT activity. The compound is used to study the kinetics of myristoylation reactions and to screen for NMT inhibitors. By providing a labeled or unlabeled myristoyl donor, the compound enables the characterization of NMT substrate specificity and the identification of myristoylated proteins in cell lysates.
ln Vivo
In vivo, Myristoyl coenzyme A lithium has potential applications in studying the role of myristoylation in viral replication and cancer. By modulating the myristoylation of viral proteins or oncoproteins, the compound could be used to investigate the therapeutic potential of targeting NMT. Detailed in vivo studies would require the use of cell-permeable analogs or inhibitors that can modulate NMT activity in living organisms.
Enzyme Assay
Non-cellular enzyme assays using Myristoyl coenzyme A lithium are performed by incubating the compound with purified NMT enzyme and a peptide substrate containing an N-terminal glycine. The transfer of myristate to the peptide is monitored by detecting the myristoylated product using methods such as HPLC, mass spectrometry, or radiometric detection if labeled myristate is used. These assays are used to determine enzyme kinetics and to screen for NMT inhibitors.
Cell Assay
In vitro cellular experiments with Myristoyl coenzyme A lithium are challenging due to the compound's inability to cross cell membranes. However, cell lysates can be prepared and used to study NMT activity in the presence of the compound. Alternatively, cell-permeable NMT inhibitors can be used to study the effects of modulating myristoylation in cells. The compound can also be used in in vitro myristoylation reactions with purified proteins or cell lysates to identify myristoylated proteins.
Animal Protocol
In vivo animal experiments with Myristoyl coenzyme A lithium are not typically performed due to the compound's poor cell permeability and instability in biological fluids. However, the compound can be used in ex vivo assays with tissue homogenates. For in vivo studies of myristoylation, researchers typically use cell-permeable NMT inhibitors or genetic approaches to modulate NMT activity. The compound serves as a valuable tool for biochemical studies.
ADME/Pharmacokinetics
Pharmacokinetic properties are not relevant for Myristoyl coenzyme A lithium as it is a substrate used in biochemical assays and not a therapeutic compound. The molecular formula is C35H62N7O17P3S·xLi+ with a molecular weight of approximately 977.89 (or 1001.62 for the tetralithium salt). The CAS number is 187100-75-0. Purity is typically ≥80% by HPLC. The compound should be stored according to the manufacturer's recommendations.
Toxicity/Toxicokinetics
Toxicity data for Myristoyl coenzyme A lithium are not typically characterized as the compound is a research reagent used in biochemical assays, not a therapeutic agent. Standard laboratory safety precautions should be followed when handling the compound. The lithium salt form may require special handling considerations. Researchers should consult the safety data sheet for specific handling and disposal guidelines.
References

[1].Coenzyme A dependent myristoylation and demyristoylation in the regulation of bovine spleen N-myristoyltransferase. Mol Cell Biochem. 1996 May 24;158(2):107-13.

Additional Infomation
Myristoyl coenzyme A lithium is a lithium-labeled myristoylated coenzyme A. It serves as a substrate for N-myristoyltransferase (NMT). Myristoylation is an essential process in viruses and is controlled by NMT. The compound has potential applications in studying anticancer and antiviral mechanisms. All products are for research use only and not for human therapeutic applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C35H62N7O17P3S.XLI
Exact Mass
1001.346
CAS #
187100-75-0
PubChem CID
118855984
Appearance
White to off-white solid powder
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
22
Rotatable Bond Count
31
Heavy Atom Count
67
Complexity
1560
Defined Atom Stereocenter Count
5
SMILES
[Li+].[Li+].[Li+].[Li+].CCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)([O-])OP(=O)([O-])OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)([O-])[O-])O
InChi Key
DMIGQCYHWKIMOK-RUVUOEETSA-J
InChi Code
InChI=1S/C35H62N7O17P3S.4Li/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42;;;;/h22-24,28-30,34,45-46H,4-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50);;;;/q;4*+1/p-4/t24-,28-,29-,30+,34-;;;;/m1..../s1
Chemical Name
tetralithium;[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-[[[[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[[3-oxo-3-(2-tetradecanoylsulfanylethylamino)propyl]amino]butoxy]-oxidophosphoryl]oxy-oxidophosphoryl]oxymethyl]oxolan-3-yl] phosphate
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

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture and light.
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)
Typically soluble in DMSO (e.g. 10 mM)
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.)
Calculator

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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?
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  • 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:
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  • 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:
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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)
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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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