[(Ammonioacetyl)amino]acetate

Base Information

• Chemical Name: [(Ammonioacetyl)amino]acetate
• CAS No.: 556-50-3
• Molecular Formula: C4H8N2O3
• Molecular Weight: 132.119
• Hs Code.: 29241900
• Mol file: 556-50-3.mol

Synonyms:[(ammonioacetyl)amino]acetate;glycylglycine zwitterion;2vl1;[(azaniumylacetyl)amino]acetate;CHEBI:356445;BDBM50137044;2-[(2-azaniumylacetyl)amino]acetate;Glycylglycine;A830733

Chemical Property of [(Ammonioacetyl)amino]acetate

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.058Pa at 20-50℃
• Melting Point: 262-264 °C
• Refractive Index: 1.4880 (estimate)
• Boiling Point: 453.2 °C at 760 mmHg
• PKA: 3.139(at 25℃)
• Flash Point: 227.9 °C
• PSA: 92.42000
• Density: 1.337 g/cm³
• LogP: -0.76290
• Storage Temp.: -15°C
• Solubility.: H2O: 1 M at 20 °C, clear, colorless
• Water Solubility.: SOLUBLE IN HOT WATER
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 132.05349212
• Heavy Atom Count: 9
• Complexity: 118

Purity/Quality:

98.0% min ^*data from raw suppliers

Glycylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 24/25-26

MSDS Files:

Useful:

• Canonical SMILES: C(C(=O)NCC(=O)[O-])[NH3+]
• Uses: Glycylglycine is as a buffering reagent and also used in biochemical research. It is the simplest of all dipeptides and is used as a starting template for preparation of more complex peptides. It is also employed as a practical buffer with a buffering range of 7.5 - 8.9 (at 25°C). Valuable agent for experiments investigating peptide transport and absorption.

Technology Process of [(Ammonioacetyl)amino]acetate

There total 85 articles about [(Ammonioacetyl)amino]acetate 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: 92.4%

glycine (56-40-6,18875-39-3,25718-94-9) → glycylglycine (556-50-3)

Guidance literature:

With silica gel; In toluene; for 20h; Heating;

DOI:10.1002/(SICI)1099-1395(199904)12:4<354::AID-POC157>3.0.CO;2-D

Reference yield: 84.9%

Boc-Gly-Gly-OH (31972-52-8) → glycylglycine (556-50-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; Large scale;

DOI:10.1021/acs.oprd.5b00004

Reference yield:

[2-(2-Benzyloxycarbonylamino-acetylamino)-acetylamino]-acetic acid (2566-20-3) → glycylglycine (556-50-3) + CbzGlyGly (2566-19-0) + N-(Benzyloxycarbonyl)glycine (1138-80-3)

Guidance literature:

Hydrolysis;

upstream raw materials:

Glycine anhydride

Leucyl-glycyl-glycin

N-(chloroacetyl)glycine

N-azidoacetyl-glycine

Downstream raw materials:

N-phthaloylglycylglycine

N-[N-(quinoline-2-carbonyl)-glycyl]-glycine

phenylalanine-glycine-glycine

N-Formamidineglycylglycine

Refernces

• 1、 Yamashita,Ishikawa. "". . p. 1079. Retrieved 1968.
• 2、 Cosgrove,Collins,Grant. "The U.V. irradiation of glycine and diglycine on silica gel.". . p. 141 - 142. Retrieved 1969.
• 3、 Cindro, Nikola,Grube?i?, Sa?a,Hernández, José G.,Me?trovi?, Ernest,Stolar, Tomislav,U?arevi?, Krunoslav. "Mechanochemical Prebiotic Peptide Bond Formation**". supporting information. p. 12727 - 12731. Retrieved 2021/05/07.
• 4、 Ying, Jianxi,Chen, Peng,Wu, Yile,Yang, Xu,Yan, Kaili,Xu, Pengxiang,Zhao, Yufen. "Effect of high hydrostatic pressure on prebiotic peptide synthesis". supporting information. p. 367 - 370. Retrieved 2018/06/18.