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His-Pro

Cat No.:V31773 Purity: ≥98%
His-Pro is a dipeptide composed of histidyl and proline.
His-Pro
His-Pro Chemical Structure CAS No.: 20930-58-9
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
100mg
Other Sizes

Other Forms of His-Pro:

  • His-Pro hydrochloride
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
His-Pro is a dipeptide composed of histidyl and proline.
His-Pro is a naturally occurring dipeptide composed of L-histidine and L-proline linked through a peptide bond. It is recognized as a metabolite and exists as a tautomer of a zwitterion. With a molecular formula of C11H1₆N4O3 and a molecular weight of 252.27 g/mol, this dipeptide serves as a research tool in biochemical studies. Its unique properties arise from the interplay of its constituent amino acid residues. His-Pro is typically provided as a solid powder for research applications and is soluble in water at concentrations up to 250 mg/mL.
Biological Activity I Assay Protocols (From Reference)
Targets
The primary target of His-Pro is not well-defined as a specific receptor or enzyme; rather, it functions as a metabolite and a dipeptide involved in various biochemical pathways. Dipeptides like His-Pro can interact with peptide transporters and may influence metabolic processes through their constituent amino acids. Histidine and proline residues contribute to its potential biological activities, including roles in cellular metabolism and signaling. As a simple dipeptide, it does not exhibit the same targeted receptor binding as more complex pharmaceutical agents but serves as a useful tool for studying peptide transport, metabolism, and the biological effects of histidine- and proline-containing peptides.
ln Vitro
In vitro studies of His-Pro are limited, as it is primarily used as a research chemical rather than a drug candidate. However, dipeptides in general have been shown to exhibit various biological activities in cell-based assays, including modulation of cellular metabolism and potential antioxidant effects. His-Pro may influence pathways related to histidine and proline metabolism in cultured cells. Its effects are typically evaluated in the context of peptide transport studies or as a control compound in experiments investigating the activity of larger peptides or peptide mimetics. The dipeptide's stability and activity in cell culture media can vary depending on experimental conditions.
ln Vivo
In vivo studies specifically focused on His-Pro are scarce in the published literature, as this compound is primarily a biochemical research tool rather than a therapeutic agent. However, histidine-containing dipeptides in general have been investigated for their roles in various physiological processes, including buffering capacity in muscle tissue and potential antioxidant functions. His-Pro may be used in animal studies as a model compound for investigating dipeptide absorption, distribution, metabolism, and excretion. Its effects on metabolic pathways and potential bioactivity in vivo would depend on its stability and bioavailability following administration.
Enzyme Assay
For in vitro enzyme/receptor binding assays, His-Pro can be evaluated using standard radioligand binding or surface plasmon resonance (SPR) techniques to assess its interactions with peptide transporters or other binding proteins. Competition binding experiments can be performed using labeled dipeptide analogs to determine affinity constants. His-Pro may also be tested in enzyme activity assays to evaluate its potential as a substrate or inhibitor of peptidases. Typical assay conditions include physiological pH and temperature, with appropriate buffer systems to maintain peptide stability. Binding parameters such as Kd or IC₅0 values can be determined from dose-response curves generated with varying concentrations of the dipeptide.
Cell Assay
For in vitro cellular experiments, His-Pro can be tested in various cell lines to evaluate its effects on cellular metabolism, peptide uptake, and signaling pathways. Cells are typically cultured in appropriate media and treated with His-Pro at concentrations ranging from micromolar to millimolar. Cellular uptake can be assessed using labeled or fluorescent derivatives of the dipeptide. Effects on cell viability, proliferation, and metabolic activity can be measured using standard assays such as MTT, ATP quantification, or metabolic flux analysis. The dipeptide's stability in cell culture medium should be monitored, as peptidases may degrade His-Pro over time, potentially affecting experimental outcomes.
Animal Protocol
For in vivo animal experiments, His-Pro can be administered to rodents via various routes including oral gavage, intravenous injection, or intraperitoneal injection to study its pharmacokinetics and biological effects. Typical doses may range from 1 to 100 mg/kg depending on the study objectives. Blood samples can be collected at various time points to measure circulating levels of the dipeptide. Tissue distribution and metabolism can be assessed by analyzing organ samples. The compound's effects on physiological parameters such as metabolic markers, oxidative stress indicators, or inflammatory responses can be evaluated. Animal studies should follow appropriate ethical guidelines and use suitable control groups for comparison.
ADME/Pharmacokinetics
Pharmacokinetic properties of His-Pro have not been extensively characterized in the literature. As a dipeptide, it is expected to be subject to rapid degradation by peptidases in the gastrointestinal tract and bloodstream, potentially resulting in low oral bioavailability. When administered intravenously, His-Pro would likely distribute throughout the body and be metabolized to its constituent amino acids, histidine and proline. The half-life in circulation would depend on the activity of various peptidases and renal clearance mechanisms. Histidine and proline released from the dipeptide would enter their respective metabolic pathways. Further pharmacokinetic studies would be needed to fully characterize the absorption, distribution, metabolism, and excretion profile of this compound.
Toxicity/Toxicokinetics
Toxicological data for His-Pro are limited in the published literature. As a naturally occurring dipeptide and metabolite, it is generally considered to have low toxicity. Histidine and proline are both proteinogenic amino acids that are essential or conditionally essential nutrients, suggesting that their dipeptide form would likely be well-tolerated. However, high doses or prolonged exposure could potentially lead to metabolic imbalances. Standard toxicological assessments would include acute toxicity studies, repeated-dose toxicity studies, and genotoxicity evaluations. As a research chemical, appropriate safety precautions should be taken when handling His-Pro, including the use of personal protective equipment and proper laboratory practices.
References

[1]. Alterations in pancreatic protein expression in STZ-induced diabetic rats and genetically diabetic mice in response to treatment with hypoglycemic dipeptide Cyclo (His-Pro). Cell Physiol Biochem. 2012;29(3-4):603-16.

Additional Infomation
His-Pro is a dipeptide composed of L-histidine and L-proline residues. It is a metabolite and a tautomer of the His-Pro zwitterion.
His-Pro is primarily a biochemical research tool rather than a pharmaceutical drug candidate. It has a role as a metabolite in biological systems. No clinical trials or regulatory approvals have been reported for this compound as a therapeutic agent. Its main applications are in basic research studying dipeptide metabolism, peptide transport mechanisms, and the biological functions of histidine- and proline-containing peptides. The compound is available from various chemical suppliers for research purposes only. Stability information, particularly in solution, has rarely been reported. His-Pro serves as a useful reference compound in studies investigating the structure-activity relationships of histidine-containing peptides.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H16N4O3
Molecular Weight
252.27000
Exact Mass
252.122
CAS #
20930-58-9
Related CAS #
His-Pro hydrochloride;2415727-78-3
PubChem CID
152322
Appearance
White to off-white solid powder
Density
1.433g/cm3
Boiling Point
638.374ºC at 760 mmHg
Flash Point
339.876ºC
Vapour Pressure
0mmHg at 25°C
Index of Refraction
1.628
LogP
-2.9
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
4
Heavy Atom Count
18
Complexity
336
Defined Atom Stereocenter Count
2
SMILES
C1C[C@@H](C(=O)O)N(C1)C(=O)[C@H](CC2=CN=CN2)N
InChi Key
LNCFUHAPNTYMJB-IUCAKERBSA-N
InChi Code
InChI=1S/C11H16N4O3/c12-8(4-7-5-13-6-14-7)10(16)15-3-1-2-9(15)11(17)18/h5-6,8-9H,1-4,12H2,(H,13,14)(H,17,18)/t8-,9-/m0/s1
Chemical Name
(2S)-1-[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]pyrrolidine-2-carboxylic 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)
H2O : ~250 mg/mL (~991.00 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.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.9640 mL 19.8200 mL 39.6401 mL
5 mM 0.7928 mL 3.9640 mL 7.9280 mL
10 mM 0.3964 mL 1.9820 mL 3.9640 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.
/

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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