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Glycylglycine

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Glycylglycine Basic information

Product Name:
Glycylglycine
Synonyms:
  • (2-Amino-acetylamino)-aceticacid
  • [(Aminoacetyl)amino]acetic acid
  • DIGLYCINE
  • GLYCYLGLYCINE
  • GLY-GLY-OH
  • GLY-GLY
  • H-GLY-GLY-OH
  • Glycylglycine, Free Base
CAS:
556-50-3
MF:
C4H8N2O3
MW:
132.12
EINECS:
209-127-8
Product Categories:
  • Peptide
  • Biochemistry
  • Oligopeptides
  • Peptide Synthesis
  • amino acid
  • buffer
  • 556-50-3
Mol File:
556-50-3.mol
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Glycylglycine Chemical Properties

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. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
H2O: 1 M at 20 °C, clear, colorless
pka
3.139(at 25℃)
form 
Solid
color 
White
PH
4.5-6.0 (20℃, 1M in H2O)
PH Range
7.5 - 8.9
Water Solubility 
SOLUBLE IN HOT WATER
λmax
λ: 260 nm Amax: 0.075
λ: 280 nm Amax: 0.072
Merck 
14,4503
BRN 
1765223
Stability:
Stable. Incompatible with strong oxidizing agents.
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
Glycylglycine (556-50-3)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36
Safety Statements 
24/25-26
WGK Germany 
3
10
TSCA 
Yes
HS Code 
29241900

MSDS

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Glycylglycine Usage And Synthesis

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.

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.]

Glycylglycine Preparation Products And Raw materials

Raw materials

GlycylglycineSupplier

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