Glycylglycylglycine zwitterion

Base Information

• Chemical Name: Glycylglycylglycine zwitterion
• CAS No.: 556-33-2
• Molecular Formula: C6H11N3O4
• Molecular Weight: 189.171
• Hs Code.: 29241990
• Mol file: 556-33-2.mol

Synonyms:GGG zwitterion;Gly-Gly-Gly zwitterion;glycylglycylglycine zwitterion;CHEBI:195214;{[N-(azaniumylacetyl)glycyl]amino}acetate

Chemical Property of Glycylglycylglycine zwitterion

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 5.82E-18mmHg at 25°C
• Melting Point: 240-250 °C
• Refractive Index: 1.524
• Boiling Point: 638.8 °C at 760 mmHg
• PKA: 3.225(at 25℃)
• Flash Point: 340.1 °C
• PSA: 121.52000
• Density: 1.373 g/cm³
• LogP: -1.25580
• Storage Temp.: 2-8°C
• Solubility.: H2O: 0.5 M at 20 °C, clear, colorless
• Water Solubility.: Soluble in water (94.6 mg/ml at 20°C), methanol (50 mg/ml), and 80% acetic acid (50 mg/ml).
• XLogP3: -2.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 189.07495584
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

99% ^*data from raw suppliers

Glycylglycylglycine >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(=O)NCC(=O)NCC(=O)[O-])[NH3+]
• General Description: Glycyl-glycyl-glycine (GGG) is a tripeptide whose thermodynamic properties, such as partial molar volumes and heat capacities in aqueous solution, have been studied to understand solute-solvent interactions and their implications for protein stability. The research highlights that GGG, lacking side chains, serves as a baseline for comparison with other tripeptides, revealing how side chain positioning influences hydration and thermodynamic behavior. The findings suggest that tripeptides like GGG are useful models for probing non-covalent interactions critical to protein folding and conformational stability.

Technology Process of Glycylglycylglycine zwitterion

There total 41 articles about Glycylglycylglycine zwitterion which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

DL-phenylalanine methyl ester (15028-44-1) + 1-O-(glycylglycylglycyl)-β-D-glucopyranose (75719-94-7) → glycine-glycine-glycine (556-33-2) + glycylglycylglycyl-D,L-phenylalanine methyl ester (84814-47-1)

Guidance literature:

With 4-methyl-morpholine; In N,N-dimethyl-formamide; at 38 ℃; for 72h;

DOI:10.1016/S0008-6215(00)81893-5

Reference yield: 90.0%

[2-(2-Benzyloxycarbonylamino-acetylamino)-acetylamino]-acetic acid (2566-20-3) → glycine-glycine-glycine (556-33-2)

Guidance literature:

With acetic acid; In methanol; Ambient temperature; electrolysis: palladium/graphite cathode, -0.6 V to -1.0 V SCE, current density = 15 mA/cm², catholyte: NaClO₄;

DOI:10.1055/s-1987-28191

Reference yield: 66.0%

tetrabutylphosphonium glycinate + glycine ethyl ester hydrochloride (5680-79-5,883886-67-7) → glycine-glycine-glycine (556-33-2)

Guidance literature:

tetrabutylphosphonium glycinate; for 3h; Inert atmosphere;

glycine ethyl ester hydrochloride; In chloroform; at 60 ℃; for 24h;

With acetic acid; In chloroform; at 20 ℃; for 10h;

DOI:10.1002/chem.201501783

upstream raw materials:

chloroacetyldiglycine

N-carboxy-glycyl=>glycyl=>glycine

[2-(2-Benzyloxycarbonylamino-acetylamino)-acetylamino]-acetic acid

DL-phenylalanine methyl ester

Downstream raw materials:

triglycine methyl ester

N-[N-(N,N-phthaloyl-glycyl)-glycyl]-glycine

hippuroyl-Gly-Gly

[2-(2-Benzyloxycarbonylamino-acetylamino)-acetylamino]-acetic acid

Refernces

Thermodynamic properties of peptide solutions 3. Partial molar volumes and partial molar heat capacities of some tripeptides in aqueous solution

10.1007/BF00650418

The research investigates the thermodynamic properties of certain tripeptides in aqueous solution. The study aims to understand the effects of side chain position on solute-solvent interactions in peptides, which can provide insights into the conformational stability and unfolding behavior of proteins. The key chemicals used in the research are four tripeptides: glycylglycylglycine (GGG), glycylglycylalanine (GGA), glycylalanylglycine (GAG), and alanylglycylglycine (AGG). The researchers measured the partial molar volumes and partial molar heat capacities of these tripeptides at 25°C. The results showed that the tripeptide-water interaction is influenced by the side chain position within the molecule. For instance, the partial molar volume and heat capacity varied depending on whether the methyl side chain was adjacent to the -NH2 or -COO- end group. The study concluded that a tripeptide with a side chain in the central position is a reasonable model for investigating side chain effects in polypeptides, and the data obtained can help in understanding the contribution of various non-covalent interactions in protein folding and stability.