2-(2-aminoacetamido)acetic acid

• ChemBase ID: 102482
• Molecular Formular: C4H8N2O3
• Molecular Mass: 132.11792
• Monoisotopic Mass: 132.05349213
• SMILES: NCC(=O)NCC(=O)O
• Canonical SMILES: NCC(=O)NCC(=O)O
• InChI: InChI=1S/C4H8N2O3/c5-1-3(7)6-2-4(8)9/h1-2,5H2,(H,6,7)(H,8,9)
• InChIKey: YMAWOPBAYDPSLA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-aminoacetamido)acetic acid
• IUPAC Traditional name: gly-gly
• Synonyms: GLY-GLY; Diglycine; GLYCYLGLYCINE FREE BASE; Glycyl-glycine; GLYCYLGLYCINE; Glycylglycine; GLYGLY; Gly-Gly; 甘氨酰甘氨酸; 双甘氨肽; 甘氨酰甘氨酸; 双甘肽

Database IDs

• CAS Number: 556-50-3
• EC Number: 209-127-8
• MDL Number: MFCD00008130
• Beilstein Number: 1765223
• Merck Index: 144503
• PubChem SID: 24895032; 24895299; 162091200; 24894917; 24873342
• PubChem CID: 11163

CALCULATED PROPERTIES

• Acid pKa: 3.5200691
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -4.518133
• LogD (pH = 7.4): -4.5818744
• Log P: -4.5175953
• Molar Refractivity: 28.8069 cm^3
• Polarizability: 11.510928 Å^3
• Polar Surface Area: 92.42 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble1 M at 20 °C, clear, colorless; H2O: soluble1 M, clear, colorless
• Melting Point: 262-264°C; ca 220°C dec.
• Absorption Wavelength: A1M/260, H2O ≤0.075; A1M/280, H2O ≤0.072; λ: 260 nm Amax: 0.075; λ: 280 nm Amax: 0.072
• pKa: 8.2
• pH: 4.5-6.0 (1 M in H2O); 4.5-6.0 (20 °C, 1 M in H2O)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26; 26-60
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P280-P264-P305+P351+P338-P337+P313; P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... SLC15A1(6564)

Product Information

• Purity: ≥99% (titration); ≥99.5% (NT); 98%; 99%
• Suitability: cell culture tested
• Ignition Residue: ≤0.05%; ≤0.05% (as SO4)
• Impurities: endotoxin and total aerobic microbial count, tested; Insoluble matter, passes filter test; insoluble matter, passes filter test
• Cation Traces: Al: ≤0.0005%; Al: ≤5 mg/kg; As: ≤0.00001%; As: ≤0.1 mg/kg; Ba: ≤0.0005%; Ba: ≤5 mg/kg; Bi: ≤0.0005%; Bi: ≤5 mg/kg; Ca: ≤0.001%; Ca: ≤10 mg/kg; Cd: ≤0.0005%; Cd: ≤5 mg/kg; Co: ≤0.0005%; Co: ≤5 mg/kg; Cr: ≤0.0005%; Cr: ≤5 mg/kg; Cu: ≤0.0005%; Cu: ≤5 mg/kg; Fe: ≤0.0005%; Fe: ≤5 mg/kg; heavy metals (as Pb): ≤5 ppm; K: ≤0.005%; K: ≤50 mg/kg; Li: ≤0.0005%; Li: ≤5 mg/kg; Mg: ≤0.0005%; Mg: ≤5 mg/kg; Mn: ≤0.0005%; Mn: ≤5 mg/kg; Mo: ≤0.0005%; Mo: ≤5 mg/kg; Na: ≤0.005%; Na: ≤50 mg/kg; NH4+: ≤0.02%; NH4+: ≤200 mg/kg; Ni: ≤0.0005%; Ni: ≤5 mg/kg; Pb: ≤0.0005%; Pb: ≤5 mg/kg; Sr: ≤0.0005%; Sr: ≤5 mg/kg; Zn: ≤0.0005%; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤0.005%; chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤0.005%; sulfate (SO42-): ≤50 mg/kg
• Foreign Activity: DNase, RNase, NICKase and protease, none detected
• Loss on Drying: ≤0.05% loss on drying, 110 °C
• pH Range: 7.5 - 8.9
• Quality Level: ELITE
• λ: 1 M in H2O
• Useful pH Range: 7.5 - 8.9
• Product Line: BioUltra
• Linear Formula: NH2CH2CONHCH2COOH

DETAILS

MP Biomedicals - 02101856

Crystalline
Free Base
pKa=8.2 at 25°C
Useful pH range 7.5-8.9

MP Biomedicals - 02194548

Cell Culture Reagent
Crystalline
Free Base
pKa=8.2 at 25°C
Useful pH range 7.5-8.9

MP Biomedicals - 05210580

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 50199

Other Notes
Superior buffer for the growth of Aphanosthece halophytica (Chroococcales) in hypersaline media1

Sigma Aldrich - G7801

Application
Buffer useful in the physiological pH range. pKa=8.40 at 20°C. Used in peptide modeling1 and drug solubilizing2,3 studies.