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N-Acetyl-D-methionine

Cat No.:V68051 Purity: ≥98%
N-Acetyl-D-methionine is a methionine analogue.
N-Acetyl-D-methionine
N-Acetyl-D-methionine Chemical Structure CAS No.: 1509-92-8
Product category: Amino Acid Derivatives
This product is for research use only, not for human use. We do not sell to patients.
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Other Forms of N-Acetyl-D-methionine:

  • N-Acetyl-D-methionine-d4
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Top Publications Citing lnvivochem Products
Product Description
N-Acetyl-D-methionine is a methionine analogue.
N-Acetyl-D-methionine, also known as Ac-D-Met-OH, is an N-acetyl-D-amino acid derivative of D-methionine. It features an acetyl group attached to the nitrogen atom of the amino acid backbone. With a molecular formula of C7H13NO3S and a molecular weight of 191.25, it is a modified form of D-methionine. This compound is used in peptide synthesis to introduce acetylated methionine residues, which can affect peptide folding, stability, and interactions. It is also used in metabolic studies to gain insights into enzymatic mechanisms. It is intended for research use only.
Biological Activity I Assay Protocols (From Reference)
Targets
As an amino acid derivative, N-Acetyl-D-methionine does not have a defined primary drug target. Its role is as a synthetic intermediate in peptide synthesis and as a research tool in metabolic studies. The acetylated methionine residue can influence the properties of peptides. However, the building block itself is not known to directly bind to or modulate any specific protein.
ln Vitro
Commercial ergot supplements have been made from amino acids and their derivatives. They affect the release of anabolic hormones, the availability of fuel for activity, the ability to think clearly under pressure, and the prevention of muscular damage brought on by exertion. They are regarded as advantageous synergistic food ingredients [1].
In vitro activity data for N-Acetyl-D-methionine is primarily related to its role as a chemical precursor and a research tool. It does not exhibit significant intrinsic pharmacological activity in cell-free or cell-based assays. The compound is used in vitro to synthesize peptides that are then evaluated for biological activity. It may also be used in enzyme assays to study the activity of enzymes that recognize acetylated amino acids. Amino acid derivatives like this one have been commercially used as ergogenic supplements, but this is not its primary application.
ln Vivo
There is no reported in vivo activity for N-Acetyl-D-methionine as a drug substance. The compound is used primarily as a research chemical and a synthetic intermediate. It may be used in animal studies to investigate methionine metabolism or the effects of acetylation. However, it is not administered for pharmacological evaluation as a drug candidate. Its role is confined to the laboratory.
Enzyme Assay
In vitro enzyme assays could use N-Acetyl-D-methionine as a substrate for enzymes that recognize acetylated amino acids, such as deacetylases. In such an assay, the compound is incubated with the enzyme, and the release of acetate or methionine is monitored using HPLC or a colorimetric method. This assay is commonly used to study the activity of histone deacetylases or other deacetylases.
Cell Assay
Cell-based assays for N-Acetyl-D-methionine could involve studying its effects on cellular methionine metabolism or protein acetylation. For example, cultured cells could be treated with the compound, and cellular methionine or acetylated protein levels could be measured. This assay would help elucidate the role of acetylated methionine in cellular processes.
Animal Protocol
In vivo animal experiments for N-Acetyl-D-methionine could involve studying its effects on methionine metabolism or its potential as a nutritional supplement. For example, rats could be administered the compound orally or intravenously, and blood levels of methionine and its metabolites could be measured over time.
ADME/Pharmacokinetics
Pharmacokinetic properties of N-Acetyl-D-methionine have been studied to some extent. As an N-acetylated amino acid, it is expected to be absorbed and metabolized differently than methionine. It may be deacetylated to release methionine. However, detailed ADME data are not extensively available.
Toxicity/Toxicokinetics
The toxicity profile of N-Acetyl-D-methionine is generally considered to be low, as it is a derivative of a naturally occurring amino acid. The compound is classified for research use only and is not intended for human or veterinary use. Standard laboratory safety precautions should be followed. Specific toxicological information is not extensively available.
References

[1]. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144.

Additional Infomation
N-acetyl-D-methionine is an N-acetyl-D-amino acid, with D-methionine as the amino acid. It is a derivative of D-methionine, and also an N-acetyl-D-amino acid and N-acetylmethionine. It is the conjugate acid of N-acetyl-D-methionine (1-) and an enantiomer of N-acetyl-L-methionine. N-acetyl-D-methionine is a metabolite found or produced in Saccharomyces cerevisiae.
N-Acetyl-D-methionine is an acetylated methionine derivative used in peptide synthesis and metabolic studies. It is not a drug and has no approved therapeutic indications. The compound is commercially available for research purposes only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C7H13NO3S
Molecular Weight
191.25
Exact Mass
191.061
CAS #
1509-92-8
Related CAS #
N-Acetyl-D-methionine-d4
PubChem CID
6991987
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
453.6±40.0 °C at 760 mmHg
Melting Point
117-119ºC
Flash Point
228.1±27.3 °C
Vapour Pressure
0.0±2.4 mmHg at 25°C
Index of Refraction
1.511
LogP
-0.19
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
5
Heavy Atom Count
12
Complexity
172
Defined Atom Stereocenter Count
1
SMILES
CC(N[C@@H](C(O)=O)CCSC)=O
InChi Key
XUYPXLNMDZIRQH-ZCFIWIBFSA-N
InChi Code
InChI=1S/C7H13NO3S/c1-5(9)8-6(7(10)11)3-4-12-2/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)/t6-/m1/s1
Chemical Name
(2R)-2-acetamido-4-methylsulfanylbutanoic 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)
DMSO: 100 mg/mL (522.88 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (13.07 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (13.07 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (13.07 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.2288 mL 26.1438 mL 52.2876 mL
5 mM 1.0458 mL 5.2288 mL 10.4575 mL
10 mM 0.5229 mL 2.6144 mL 5.2288 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:

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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?
  • 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:
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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)
  • 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
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  • 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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