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Myristic acid-d27 (myristic acid d27)

Cat No.:V83075 Purity: ≥98%
Myristic acid-d27 is the deuterated form of Myristic acid.
Myristic acid-d27 (myristic acid d27)
Myristic acid-d27 (myristic acid d27) Chemical Structure CAS No.: 60658-41-5
Product category: Terpenoids
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10mg
50mg
100mg
Other Sizes

Other Forms of Myristic acid-d27 (myristic acid d27):

  • Sodium myristate (Myristic acid sodium)
  • Methyl tetradecanoate-d27 (Myristic acid methyl ester-d27)
  • Myristic acid isobutylester (Myristic acid isobutyl ester)
  • 3-Hydroxytetradecanoic acid (3-Hydroxymyristic acid)
  • Myristic acid-13C3 (Myristic acid 13C3)
  • Myristic acid
  • Myristic acid-d2
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Top Publications Citing lnvivochem Products
Product Description
Myristic acid-d27 is the deuterated form of Myristic acid. Myristic acid is a saturated 14-carbon fatty acid found in most animal and vegetable fats, especially butterfat and coconut, palm, and nutmeg oils.
Myristic acid-d27 is a deuterated (stable isotope-labeled) form of myristic acid (tetradecanoic acid), a common 14-carbon saturated fatty acid. In this derivative, all 27 hydrogen atoms are replaced with deuterium. It is primarily used as an internal standard for the quantification of myristic acid in biological samples via gas chromatography-mass spectrometry (GC-MS) and liquid chromatography-mass spectrometry (LC-MS).
Biological Activity I Assay Protocols (From Reference)
Targets
Myristic acid-d27 targets the same lipid metabolic pathways as the natural compound. It is a substrate for acyl-CoA synthetase, which activates it to myristoyl-CoA. It subsequently targets N-myristoyltransferase (NMT), an essential enzyme that catalyzes the attachment of myristate to the N-terminal glycine residues of proteins (myristoylation). As a tracer, it is an analytical target used to quantify these processes via mass spectrometry.
ln Vitro
In vitro, Myristic acid-d27 is used as a metabolic tracer in cell culture. It is added to media (typically conjugated to BSA, 1:1 molar ratio) of macrophages, adipocytes, or cancer cells at concentrations ranging from 10-100 uM. It incorporates into cellular lipids (triglycerides, phospholipids, cholesterol esters). Researchers measure the incorporation rate of the d27 label into these fractions by LC-MS to study lipid droplet formation, fatty acid oxidation, or membrane remodeling.
ln Vivo
In vivo, Myristic acid-d27 is administered to animal models to study lipid metabolism and trafficking. When orally administered (e.g., 50-100 mg/kg in olive oil) or injected intravenously, it follows the same absorption and distribution pathways as dietary saturated fats. It is used to trace the contribution of exogenous myristate to adipose tissue storage, hepatic fat accumulation, and milk fat synthesis in lactating animals. It also serves as a tracer for protein myristoylation in tissues.
Enzyme Assay
The standard workflow involves lipid extraction from biological samples (plasma, liver, adipose tissue). The sample is homogenized in chloroform:methanol (2:1, v/v) containing Myristic acid-d27 as an internal standard. After washing with water and centrifugation, the organic phase is collected and dried under nitrogen. For total fatty acid analysis, the extract is transmethylated using methanolic HCl or boron trifluoride-methanol to produce fatty acid methyl esters (FAMEs). FAMEs are extracted into hexane and analyzed by GC-MS.
Cell Assay
Cells (e.g., 3T3-L1 adipocytes or HepG2 hepatocytes) are cultured in low-serum or serum-free medium to reduce background lipids. Cells are treated with Myristic acid-d27 complexed with fatty acid-free BSA (5:1 molar ratio of BSA:fatty acid) for 1-24 hours. Cells are washed with cold PBS containing 0.5% BSA (to remove unbound fatty acids) followed by PBS alone. Lipids are extracted using hexane:isopropanol (3:2, v/v). The extract is analyzed by shotgun lipidomics or LC-MS.
Animal Protocol
C57BL/6 mice are fasted overnight to clear circulating chylomicrons. Myristic acid-d27 is administered via oral gavage (dissolved in corn oil, 50 mg/kg body weight). Blood is collected at 0, 1, 2, 4, 6 hours post-gavage. At endpoint, tissues (liver, white adipose tissue, brown adipose tissue) are collected and flash-frozen. Tissues are homogenized, lipids are extracted, and the isotopic enrichment of myristate in different lipid classes (triacylglycerol, phospholipids) is determined by GC-MS.
ADME/Pharmacokinetics
Myristic acid-d27 behaves identically to unlabeled myristic acid. Oral absorption in rodents is approximately 70-90%. It is incorporated into chylomicrons for lymphatic transport. Plasma clearance is moderate, with a half-life of several hours depending on tissue uptake. As a saturated fatty acid, it is not used for beta-oxidation as readily as unsaturated fats but is a primary substrate for protein myristoylation. It is stored in adipose tissue. Myristic acid-d27 is non-toxic at tracer doses.
Toxicity/Toxicokinetics
The unlabeled parent compound, Myristic Acid, has an acute oral LD50 > 5000 mg/kg in rats, indicating very low toxicity. It is not classified as a carcinogen or mutagen. It may cause skin or eye irritation upon direct contact, but the deuterated form is handled similarly.
References

[1]. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53(2):211-216.

Additional Infomation
Tetradecanoic acid-d27 is a C14 straight-chain saturated fatty acid in which aliphatic hydrogen atoms are replaced by deuterium atoms. It is a metabolite of both bacteria and fungi. It is a deuterated fatty acid, a long-chain fatty acid, and a straight-chain saturated fatty acid, functionally related to tetradecanoic acid.
Myristic acid-d27 is not a drug; it is a research reagent. It has no clinical trial status or FDA approval for therapy. It is extensively used in lipidomics, metabolomics, and proteomics research. Due to the incorporation of deuterium, it provides a distinct mass shift of +27 Da, allowing clear separation from endogenous myristic acid. It is a high-value tool for studying the biochemistry of protein lipidation, specifically N-myristoylation, which is a target for antifungal and anticancer drug development. CAS# 60658-41-5, Molecular Formula: C14D27HO2.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C14HD27O2
Molecular Weight
255.54
Exact Mass
255.378
CAS #
60658-41-5
Related CAS #
Myristic acid; 544-63-8; Myristic acid-d2; 30719-21-2
PubChem CID
16212357
Appearance
White to off-white solid
Density
1.005g/cm3
Boiling Point
250ºC100 mm Hg(lit.)
Melting Point
52-54ºC(lit.)
Flash Point
>230 °F(lit.)
Index of Refraction
1.451
LogP
4.772
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
12
Heavy Atom Count
16
Complexity
155
Defined Atom Stereocenter Count
0
SMILES
CCCCCCCCCCCCCC(=O)O
InChi Key
TUNFSRHWOTWDNC-RZVOLPTOSA-N
InChi Code
InChI=1S/C14H28O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h2-13H2,1H3,(H,15,16)/i1D3,2D2,3D2,4D2,5D2,6D2,7D2,8D2,9D2,10D2,11D2,12D2,13D2
Chemical Name
2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,13,13,14,14,14-heptacosadeuteriotetradecanoic acid
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 3.9133 mL 19.5664 mL 39.1328 mL
5 mM 0.7827 mL 3.9133 mL 7.8266 mL
10 mM 0.3913 mL 1.9566 mL 3.9133 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

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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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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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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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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