Glycylglycine

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
Glycylglycine Structure
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
pka3.139(at 25℃)
form Solid
color White
PH4.5-6.0 (20℃, 1M in H2O)
PH Range7.5 - 8.9
Water Solubility SOLUBLE IN HOT WATER
λmaxλ: 260 nm Amax: 0.075
λ: 280 nm Amax: 0.072
Merck 14,4503
BRN 1765223
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyYMAWOPBAYDPSLA-UHFFFAOYSA-N
LogP-0.92 at 25℃ and pH6
CAS DataBase Reference556-50-3(CAS DataBase Reference)
NIST Chemistry ReferenceN-Glycylglycine(556-50-3)
EPA Substance Registry SystemGlycylglycine (556-50-3)
Safety Information
Hazard Codes Xi
Risk Statements 36
Safety Statements 24/25-26
WGK Germany 3
10
TSCA Yes
HS Code 29241900
MSDS Information
ProviderLanguage
N-Glycylglycine English
SigmaAldrich English
ACROS English
ALFA English
Glycylglycine Usage And Synthesis
Chemical PropertiesWhite crystals
UsesGlycylglycine 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.
DefinitionChEBI: 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 ActionsGlycine 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 MethodsCrystallise 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.]
Glycine DL-ALANYL-DL-PHENYLALANINE N-ACETYL-L-PHENYLALANYL-3,5-DIIODO-L-TYROSINE N-(phosphonomethyl) iminodiacetic acid(PMIDA) 6-Aminopenicillanic acid Ampicillin TETRAGLYCINE Glycylglycine GlycineMax Aspartame H-D-ALA-D-ALA-D-ALA-D-ALA-OH Glutathione N-ACETYL-ALA-ALA-ALA N-(Carboxymethyl)-N-(phosphonomethyl)-glycine GLUTATHIONE REDUCED, IMMOBILIZED ON AGAROSE CL-4B 7-Aminocephalosporanic acid Actinomycin D N-Glycyl-L-leucine

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