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Merck
CN

50200

Gly-Gly

≥99.0% (NT), suitable for ligand binding assays, BioXtra

Synonym(s):

Diglycine, Glycyl-glycine

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About This Item

Linear Formula:
NH2CH2CONHCH2COOH
CAS Number:
556-50-3
Molecular Weight:
132.12
NACRES:
NA.25
PubChem Substance ID:
329757576
UNSPSC Code:
12161700
EC Number:
209-127-8
MDL number:
MFCD00008130
Beilstein/REAXYS Number:
1765223

Key Documents

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Product Name

Gly-Gly, BioXtra, ≥99.0% (NT)

InChI key

YMAWOPBAYDPSLA-UHFFFAOYSA-N

InChI

1S/C4H8N2O3/c5-1-3(7)6-2-4(8)9/h1-2,5H2,(H,6,7)(H,8,9)

SMILES string

NCC(=O)NCC(O)=O

product line

BioXtra

assay

≥99.0% (NT)

form

powder

technique(s)

ligand binding assay: suitable

ign. residue

≤0.1% (as SO4)

loss

≤1% loss on drying, 110 °C

color

white

useful pH range

7.5-8.9

pKa (25 °C)

8.2

mp

220-240 °C (dec.)

solubility

H2O: 1 M at 20 °C, clear, colorless

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤50 mg/kg

cation traces

Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

Quality Level

200

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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 Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP1590
BCCN8211
BCCN4885
BCCN1637
BCCM9603

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Glycine and diglycine as possible catalytic factors in the prebiotic evolution of peptides.
Plankensteiner K
Origins of Life and Evolution of the Biosphere : the Journal of the International Society For the Study of the Origin of Life, 32(3), 225-236 (2002)
Metabolite Profiling Identifies a Key Role for Glycine in Rapid Cancer Cell Proliferation
Mohit Jain
Science, 336(6084), 1040-1044 (2012)
Lasse Jenner et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(10), 3812-3816 (2013-02-23)
Here we present an X-ray crystallography structure of the clinically relevant tigecycline antibiotic bound to the 70S ribosome. Our structural and biochemical analysis indicate that the enhanced potency of tigecycline results from a stacking interaction with nucleobase C1054 within the
P B Armentrout et al.
Journal of the American Society for Mass Spectrometry, 23(4), 632-643 (2011-09-29)
We present a full molecular description of fragmentation reactions of protonated diglycine (H(+)GG) by studying their collision-induced dissociation (CID) with Xe using a guided ion beam tandem mass spectrometer (GIBMS). Analysis of the kinetic energy-dependent CID cross sections provides the
Namrata D Udeshi et al.
Molecular & cellular proteomics : MCP, 12(3), 825-831 (2012-12-26)
Detection of endogenous ubiquitination sites by mass spectrometry has dramatically improved with the commercialization of anti-di-glycine remnant (K-ε-GG) antibodies. Here, we describe a number of improvements to the K-ε-GG enrichment workflow, including optimized antibody and peptide input requirements, antibody cross-linking
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