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HomeProduct name listGlycylglycine

Glycylglycine

Synonym(s):Diglycine;Glycylglycine;Glycyl-glycine;Gly-Gly

  • CAS NO.:556-50-3
  • Empirical Formula: C4H8N2O3
  • Molecular Weight: 132.12
  • MDL number: MFCD00008130
  • EINECS: 209-127-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-18 14:08:52
Glycylglycine Structural

What is Glycylglycine?

Chemical properties

White crystals

The Uses of Glycylglycine

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.

What are the applications of Application

Glycylglycine, Free Base is a dipeptide used as a buffering reagent

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.]

Properties of Glycylglycine

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.
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)

Safety information for Glycylglycine

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H319:Serious eye damage/eye irritation
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P337+P313:IF eye irritation persists: Get medical advice/attention.

Computed Descriptors for Glycylglycine

InChIKey YMAWOPBAYDPSLA-UHFFFAOYSA-N

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