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Leucyl-alanine

Alias: Leu-ala; Alanine, N-L-leucyl-, L-; Leucyl-alanine
Cat No.:V23966 Purity: ≥98%
L-Leucyl-L-alanine is a simple dipeptide composed of L-leucine and L-alanine.
Leucyl-alanine
Leucyl-alanine Chemical Structure CAS No.: 7298-84-2
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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1g
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Product Description
L-Leucyl-L-alanine is a simple dipeptide composed of L-leucine and L-alanine.
Leucyl-alanine (L-Leucyl-L-alanine, Leu-Ala) is a simple dipeptide composed of L-leucine and L-alanine joined by a peptide linkage. It has a molecular weight of 202.25 g/mol and a molecular formula of C₉H₁₈N₂O₃. The compound is a naturally occurring dipeptide found in various food sources, including meat, fish, and dairy products. It is primarily utilized as a model substrate for peptide transport studies, particularly involving the proton-coupled oligopeptide transporters PEPT1 (SLC15A1) and PEPT2 (SLC15A2). The compound also has the ability to inhibit ubiquitin-mediated protein degradation.
Biological Activity I Assay Protocols (From Reference)
Targets
Leucyl-alanine targets peptide transporters PEPT1 and PEPT2, serving as a model substrate for studying peptide transport mechanisms. These transporters are proton-coupled oligopeptide transporters that mediate the absorption of di- and tripeptides in the intestine and kidney. By using leucyl-alanine as a substrate, researchers can study the kinetics and regulation of peptide transport. The compound also inhibits ubiquitin-mediated protein degradation, suggesting additional effects on the ubiquitin-proteasome pathway.
ln Vitro
In vitro, leucyl-alanine is used as a model substrate for peptide transport studies in cells expressing PEPT1 or PEPT2. Cells are incubated with the dipeptide, and its uptake is measured to assess transporter activity. The compound also inhibits ubiquitin-mediated protein degradation. Detailed IC₅₀ values for transport or degradation inhibition are not extensively reported in the available literature. Its primary use is as a research tool.
ln Vivo
Detailed in vivo activity data for leucyl-alanine are not extensively reported in the available literature. As a dipeptide, it is absorbed through peptide transporters in the intestine and may be hydrolyzed to its constituent amino acids. Its role as a metabolite and its ability to inhibit ubiquitin-mediated protein degradation suggest potential for in vivo effects on protein turnover. However, specific in vivo efficacy data are not provided in the available sources.
Enzyme Assay
Non-cell-based assays for leucyl-alanine are not typical, as it is primarily used as a substrate in cell-based transport studies. However, its purity and identity can be assessed using analytical techniques such as HPLC, LC-MS, and amino acid analysis. As a reference standard, it is used in method development for dipeptide quantification.
Cell Assay
Cellular assays for leucyl-alanine are performed using cells expressing PEPT1 or PEPT2 transporters. Cells are incubated with the dipeptide at various concentrations and times, and intracellular or extracellular peptide levels are measured using HPLC or LC-MS. Transport kinetics (Km, Vmax) are determined. Inhibition studies with other peptides or transporter inhibitors can be performed to characterize the transport mechanism. The compound's effects on ubiquitin-mediated degradation can be assessed by measuring ubiquitinated protein levels.
Animal Protocol
In vivo animal models for leucyl-alanine are not extensively detailed in the available literature. However, as a dipeptide substrate, it could be used in intestinal perfusion studies to assess peptide absorption in animal models. The compound would be administered via intestinal perfusion or oral gavage, and its appearance in the blood or tissues would be measured to assess absorption and metabolism.
ADME/Pharmacokinetics
Leucyl-alanine has a molecular weight of 202.25 g/mol and a molecular formula of C₉H₁₈N₂O₃. CAS number is 7298-84-2. The compound is soluble in DMSO. Purity is >98%. Storage conditions: powder at -20°C for 3 years; in solvent at -20°C for 6 months. The compound is supplied for research use only.
Toxicity/Toxicokinetics
Leucyl-alanine is a dipeptide with generally low toxicity. Detailed toxicological data are not extensively reported, as the compound is not intended for therapeutic use. It is composed of two amino acids that are naturally occurring and essential for human health. Standard laboratory safety precautions should be followed when handling the compound.
References

[1]. Molecular recognition of L-leucyl-L-alanine: enantioselective inclusion of alkyl methyl sulfoxides. Tetrahedron. 2005 Jan 31, 61(5): 1107-1113.

Additional Infomation
Leucyl-L-alanine (Leu-Ala) is a dipeptide composed of L-leucine and L-alanine linked by a peptide bond. It is a metabolite functionally related to both L-leucine and L-alanine. L-Leucyl-L-alanine has been reported in Paraburkholderia, Vitis vinifera, and Trypanosoma brucei, and relevant data are available.
Leucyl-alanine is also known as L-Leucyl-L-alanine and Leu-Ala. It is a simple dipeptide composed of L-leucine and L-alanine. The compound is a naturally occurring dipeptide found in various food sources. It is primarily used as a model substrate for peptide transport studies involving PEPT1 and PEPT2. It also inhibits ubiquitin-mediated protein degradation. Leucyl-alanine is for research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H18N2O3
Molecular Weight
202.25
Exact Mass
202.132
CAS #
7298-84-2
PubChem CID
81721
Appearance
White to off-white solid powder
Density
1.108±0.06 g/cm3
Melting Point
255-256 ºC
Index of Refraction
19 ° (C=5, MeOH)
LogP
1.04
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
5
Heavy Atom Count
14
Complexity
216
Defined Atom Stereocenter Count
2
SMILES
C[C@@H](C(=O)O)NC(=O)[C@H](CC(C)C)N
InChi Key
HSQGMTRYSIHDAC-BQBZGAKWSA-N
InChi Code
InChI=1S/C9H18N2O3/c1-5(2)4-7(10)8(12)11-6(3)9(13)14/h5-7H,4,10H2,1-3H3,(H,11,12)(H,13,14)/t6-,7-/m0/s1
Chemical Name
(2S)-2-[[(2S)-2-amino-4-methylpentanoyl]amino]propanoic acid
Synonyms
Leu-ala; Alanine, N-L-leucyl-, L-; Leucyl-alanine
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)
H2O : ~100 mg/mL (~494.44 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 100 mg/mL (494.44 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.9444 mL 24.7219 mL 49.4438 mL
5 mM 0.9889 mL 4.9444 mL 9.8888 mL
10 mM 0.4944 mL 2.4722 mL 4.9444 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?
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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
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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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