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Glycyl-glycyl-glycine

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Glycyl-glycyl-glycine Basic information

Product Name:
Glycyl-glycyl-glycine
Synonyms:
  • H-GLY-GLY-GLY-OH
  • L-GLYCYL-GLYCYL-GLYCINE
  • H2N-GGG-OH
  • GLYCYL-GLYCYL-GLYCINE
  • GLY-GLY-GLY
  • GLY-GLY-GLY PEPTIDE
  • DIGLYCYLGLYCINE
  • (([(Aminoacetyl)amino]acetyl)amino)acetic acid
CAS:
556-33-2
MF:
C6H11N3O4
MW:
189.17
EINECS:
209-122-0
Product Categories:
  • amino acid
  • Biochemistry
  • Oligopeptides
  • Peptide Synthesis
Mol File:
556-33-2.mol
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Glycyl-glycyl-glycine Chemical Properties

Melting point:
240-250 °C
Boiling point:
324.41°C (rough estimate)
Density 
1.4204 (rough estimate)
refractive index 
1.5250 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
H2O: 0.5 M at 20 °C, clear, colorless
pka
3.225(at 25℃)
form 
Solid
color 
White to Off-White
PH
4.5-6.0 (25℃, 0.5M in H2O)
Water Solubility 
Soluble in water (94.6 mg/ml at 20°C), methanol (50 mg/ml), and 80% acetic acid (50 mg/ml).
λmax
λ: 260 nm Amax: 0.15
λ: 280 nm Amax: 0.10
Merck 
14,6579
BRN 
1711130
InChIKey
XKUKSGPZAADMRA-UHFFFAOYSA-N
CAS DataBase Reference
556-33-2(CAS DataBase Reference)
NIST Chemistry Reference
N-(N-Glycylglycyl)glycine(556-33-2)
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Safety Information

WGK Germany 
3
3-10
HS Code 
29241990

MSDS

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Glycyl-glycyl-glycine Usage And Synthesis

Chemical Properties

White prismatic crystals or powder cannot coexist with strong oxidizing agents, aluminum, copper, copper alloy, and nickel. Glycyl-glycyl-glycine has a strong complexing ability and can form stable chelates with different metal ions due to its small molecule size and ability to provide four coordination bonds for metal ions.

Uses

Glycyl-glycyl-glycine is used as a model peptide for studies of physicochemical parameters and molecular associations of small peptides. It is also used as a copper chelator and Substrate for tripeptide aminopeptidase.

Application

Glycyl-glycyl-glycine is commonly used in the food, pharmaceutical, and cosmetic industries as an ingredient in skin and hair care products. It is also used as a dietary supplement due to its ability to improve digestion and promote the growth of healthy gut bacteria.

Definition

ChEBI: Glycyl-glycyl-glycine is a tripeptide in which three glycine units are linked via peptide bonds in a linear sequence. It is a tautomer of a Gly-Gly-Gly zwitterion.

General Description

Gly-Gly-Gly or triglycine is a flexible peptide linker with three glycine residues linked by peptide bonds in a linear sequence. Gly-linkers link multiple domains in a single protein without affecting the function of each domain.

Biochem/physiol Actions

Substrate for reproducible serum protein measurements by the biuret reaction and for the assay of aminotripeptidases.

Purification Methods

Crystallise triglycine from H2O or H2O/EtOH and dry it at 110o. [Yakel & Hughes Acta Cryst 5 847 1952, Lenel et al. Acta Cryst 3 313 1952, Holley & Holley J Am Chem Soc 74 3072 1952, Beilstein 4 III 1198, 4 IV 2469.]

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