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Glycylglycylglycine / 3-mer polyGly(Gly-Gly-Gly|H-Gly-Gly-Gly-OH)

Cat No.:V35284 Purity: ≥98%
H-Gly-Gly-Gly-OH, known also as Triglycine, is a tripeptide composed of three amino acid (AA)s: glycine, glycine and glycine, connected by peptide bonds.
Glycylglycylglycine / 3-mer polyGly(Gly-Gly-Gly|H-Gly-Gly-Gly-OH)
Glycylglycylglycine / 3-mer polyGly(Gly-Gly-Gly|H-Gly-Gly-Gly-OH) Chemical Structure CAS No.: 556-33-2
Product category: Peptides
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
H-Gly-Gly-Gly-OH, known also as Triglycine, is a tripeptide composed of three amino acid (AA)s: glycine, glycine and glycine, connected by peptide bonds. Often used as model compounds in studies of protein structure and function. Glycylglycylglycine also works as a neurotransmitter in the central nervous system and has been shown to have antioxidant properties. Additionally, it may have potential research use in a variety of diseases like cancer, diabetes, and neurodegenerative diseases.
Glycylglycylglycine (H-Gly-Gly-Gly-OH, CAS 556-33-2), also known as Triglycine, is a tripeptide composed of three glycine residues linked by peptide bonds. It is a white crystalline powder with a molecular formula of C₆H₁₁N₃O₄ and a molecular weight of 189.17 g/mol. This simple peptide serves as a model compound in studies of protein structure, peptide bond formation, and molecular interactions. It is also used as a copper chelator and has been investigated for its potential roles as a neurotransmitter in the central nervous system and as an antioxidant.
Biological Activity I Assay Protocols (From Reference)
Targets
Glycylglycylglycine does not have a specific biological target as a drug. Its primary utility is as a research tool and model peptide for studying physicochemical parameters and molecular associations. As a simple tripeptide, it can interact with metal ions such as copper, acting as a chelator. It may also have neurotransmitter-like activity in the central nervous system. However, it is not designed to interact with specific receptors or enzymes for therapeutic purposes. Its value lies in its simplicity and well-defined structure as a model for peptide research.
ln Vitro
H-Gly-Gly-Gly-OH is a biochemical reagent that can be utilized in studies pertaining to life sciences as an organic compound or biological material.
In vitro, Glycylglycylglycine is used as a model peptide to study various physicochemical parameters, including solubility, conformational behavior, and molecular associations. It serves as a substrate in enzymatic assays to study protease activity and peptide bond hydrolysis. It is also used to investigate copper chelation properties. The compound does not exhibit pharmacological activities such as receptor binding or enzyme inhibition in vitro. Its role in research is as a reagent for studying peptide chemistry and biochemistry, providing a simple system to understand more complex peptide and protein behavior.
ln Vivo
Glycylglycylglycine is not a pharmacologically active compound and therefore does not have defined in vivo activity as a therapeutic agent. When administered to animals, it would likely be metabolized by peptidases to release glycine, which would then enter normal metabolic pathways. The compound has been studied for its potential roles as a neurotransmitter and antioxidant, but these are research applications rather than therapeutic interventions. Its primary value remains in biochemical research as a model peptide for studying protein structure and function, and its use in vivo is limited to research contexts investigating peptide metabolism and bioavailability.
Enzyme Assay
In vitro enzyme assays for Glycylglycylglycine are typically designed to study protease or peptidase activity. A standard protocol involves incubating the compound with an enzyme preparation, such as a tissue homogenate or purified protease, in a suitable buffer at physiological pH and temperature. The hydrolysis of the tripeptide bond releases glycine, which can be quantified by HPLC, mass spectrometry, or colorimetric methods. The progress of the reaction can be monitored, and kinetic parameters such as Km and Vmax can be determined. These assays are used to characterize the substrate specificity of proteases.
Cell Assay
In vitro cellular assays using Glycylglycylglycine are limited because the compound lacks intrinsic biological activity. However, it can be used in cell culture studies to investigate peptide transport and metabolism. Cells are cultured in media supplemented with the compound, and its uptake and hydrolysis are monitored. The effects of increased glycine availability on cellular metabolism can be assessed. These experiments are typically conducted in cell lines that express peptide transporters, such as Caco-2 cells, to study the mechanisms of peptide absorption.
Animal Protocol
In vivo animal studies with Glycylglycylglycine are not typically conducted for therapeutic purposes, as it is a research tool. However, it may be used in nutritional or metabolic studies to investigate peptide absorption and metabolism. A typical protocol involves oral or intravenous administration of the compound to rodents. Blood and tissue samples are collected to measure glycine and peptide levels, allowing assessment of the compound's bioavailability and metabolic fate. These studies help to understand the digestion and absorption of small peptides.
ADME/Pharmacokinetics
As a small, hydrophilic tripeptide, Glycylglycylglycine is expected to be rapidly absorbed and metabolized after oral administration. It is likely hydrolyzed by peptidases in the gastrointestinal tract and plasma to release glycine, which then enters the endogenous amino acid pool. The compound's pharmacokinetic properties are characteristic of small peptides, with rapid clearance and short half-life. Detailed pharmacokinetic data are not typically reported, as the compound is used primarily as a research reagent rather than a drug candidate.
Toxicity/Toxicokinetics
Glycylglycylglycine is generally considered to have low toxicity, consistent with its composition of the endogenous amino acid glycine. Acute toxicity is expected to be minimal. The compound may cause mild irritation upon contact with skin, eyes, or mucous membranes. It is not classified as a carcinogen, mutagen, or reproductive toxicant. Standard laboratory safety precautions, including the use of personal protective equipment, are recommended. No significant systemic toxicity is anticipated at typical research doses, as the compound is rapidly metabolized to glycine.
Additional Infomation
Glycylglycylglycine (CAS 556-33-2) is a tripeptide composed of three glycine residues. It is a white crystalline powder with the molecular formula C₆H₁₁N₃O₄ and a molecular weight of 189.17 g/mol. It is used as a model compound for studying peptide structure, protein folding, and molecular interactions. It also serves as a copper chelator and has been investigated for its potential roles as a neurotransmitter and antioxidant. It is not an approved drug but is a widely used research tool in peptide chemistry and biochemistry.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C6H11N3O4
Molecular Weight
189.1692
Exact Mass
189.074
CAS #
556-33-2
PubChem CID
11161
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
638.8±50.0 °C at 760 mmHg
Melting Point
240-250 °C
Flash Point
340.1±30.1 °C
Vapour Pressure
0.0±4.1 mmHg at 25°C
Index of Refraction
1.525
LogP
-2.04
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
5
Heavy Atom Count
13
Complexity
216
Defined Atom Stereocenter Count
0
SMILES
O=C(C([H])([H])N([H])C(C([H])([H])N([H])[H])=O)N([H])C([H])([H])C(=O)O[H]
InChi Key
XKUKSGPZAADMRA-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H11N3O4/c7-1-4(10)8-2-5(11)9-3-6(12)13/h1-3,7H2,(H,8,10)(H,9,11)(H,12,13)
Chemical Name
2-[[2-[(2-aminoacetyl)amino]acetyl]amino]acetic 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

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
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 5.2863 mL 26.4313 mL 52.8625 mL
5 mM 1.0573 mL 5.2863 mL 10.5725 mL
10 mM 0.5286 mL 2.6431 mL 5.2863 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.
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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
  • 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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