Identification | More | [Name]
Glycylglycine | [CAS]
556-50-3 | [Synonyms]
DIGLYCINE GLYCYLGLYCINE GLY-GLY GLY-GLY-OH H-GLY-GLY-OH N-GLYCYLGLYCINE (2-Amino-acetylamino)-aceticacid [(Aminoacetyl)amino]acetic acid 2-(Aminoacetamido)aceticacid Diglycocoll Gly2 Glycine dipeptide Glycine, N-glycyl- Glycine,glycyl- Glycine,N-glycyl- Glycinedipeptide Glycylglycin Glycyl-glycin n-glycyl-glycin Glycylglycine, Free Base | [EINECS(EC#)]
209-127-8 | [Molecular Formula]
C4H8N2O3 | [MDL Number]
MFCD00008130 | [Molecular Weight]
132.12 | [MOL File]
556-50-3.mol |
Chemical Properties | Back Directory | [Appearance]
White crystals | [Melting point ]
220-240 °C (dec.)
| [Boiling point ]
267.18°C (rough estimate) | [density ]
1.5851 (rough estimate) | [vapor pressure ]
0.058Pa at 20-50℃ | [refractive index ]
1.4880 (estimate) | [storage temp. ]
-15°C | [solubility ]
H2O: 1 M at 20 °C, clear, colorless
| [form ]
Solid | [pka]
3.139(at 25℃) | [color ]
White | [PH]
4.5-6.0 (20℃, 1M in H2O) | [PH Range]
7.5 - 8.9 | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
SOLUBLE IN HOT WATER | [λmax]
λ: 260 nm Amax: 0.075 λ: 280 nm Amax: 0.072 | [Merck ]
14,4503 | [BRN ]
1765223 | [InChIKey]
YMAWOPBAYDPSLA-UHFFFAOYSA-N | [LogP]
-0.92 at 25℃ and pH6 | [CAS DataBase Reference]
556-50-3(CAS DataBase Reference) | [NIST Chemistry Reference]
N-Glycylglycine(556-50-3) | [EPA Substance Registry System]
556-50-3(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36:Irritating to the eyes. | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [F ]
10 | [TSCA ]
Yes | [HS Code ]
29241900 |
Hazard Information | Back Directory | [Chemical Properties]
White crystals | [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. | [Definition]
ChEBI: A dipeptide formed from glycine residues. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 75, p. 5323, 1953 DOI: 10.1021/ja01117a053 | [Biochem/physiol Actions]
Glycine is a non-essential amino acid. Influx of calcium through the cell membrane is mediated by glycine-gated channel. Glycine participates in the synthesis of porphyrins, purine and serine. It also serves as a competitive agonist for glutamate in binding to the NMDA (N-methyl-D-aspartate) receptors. Glycine synthesis might be increased in rapidly proliferating cancer cells, due to increased demand for the amino acid. Diglycine is known to catalyze the formation of homo- and hetero dipeptides more efficiently than glycine. | [storage]
Store at -20°C | [Purification Methods]
Crystallise glycylglycine from aqueous 50% EtOH or water at 50-60o by addition of EtOH. Dry it at 110o. It sublimes at 190-200o/0.3mm with 30% recovery [Gross & Gradsky J Am Chem Soc 77 1678 1955, King J Am Chem Soc 79 6153 1957]. [Beilstein 4 IV 2459.] |
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