2-[(4-aminophenyl)methyl]butanedioic acid

• ChemBase ID: 73413
• Molecular Formular: C11H13NO4
• Molecular Mass: 223.22522
• Monoisotopic Mass: 223.0844579
• SMILES: OC(=O)CC(Cc1ccc(cc1)N)C(=O)O
• Canonical SMILES: OC(=O)C(Cc1ccc(cc1)N)CC(=O)O
• InChI: InChI=1S/C11H13NO4/c12-9-3-1-7(2-4-9)5-8(11(15)16)6-10(13)14/h1-4,8H,5-6,12H2,(H,13,14)(H,15,16)
• InChIKey: HWEYHPQQWPDLAY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4-aminophenyl)methyl]butanedioic acid
• IUPAC Traditional name: 2-[(4-aminophenyl)methyl]butanedioic acid
• Synonyms: 2-[(4-Aminophenyl)methyl]butanedioic Acid; 4-Amino-D,L-benzylsuccinic Acid; D,L-(4-Aminobenzyl)succinic acid

Database IDs

• CAS Number: 75043-31-1
• MDL Number: MFCD00058474
• PubChem SID: 162038333
• PubChem CID: 173804

CALCULATED PROPERTIES

• Acid pKa: 3.4652305
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.65638053
• LogD (pH = 7.4): -3.595596
• Log P: 0.045802124
• Molar Refractivity: 57.5079 cm^3
• Polarizability: 21.768066 Å^3
• Polar Surface Area: 100.62 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: >180°C (dec.); 180(dec.)°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Irritant/Hygroscopic/Store under Argon/Store at -20°C

DETAILS

Apollo Scientific Ltd - OR0150T

Ligand for affinity chromatographic seperation and isolation of Carboxypeptidases A and B.

Toronto Research Chemicals - A601500

4-Amino-D,L-benzylsuccinic acid is a potent competitive inhibitor of carboxypeptidase. Due to its chemical stability, resistance to proteolytic degradation and ideal binding characteristics, it is a useful ligand for affinity chromatography separation an

REFERENCES

• Byers, L.D., and Wolfenden, R.: J. Biol. Chem., 247, 606 (1972)
• Bazzone, T.J., et al.: Biochemistry, 18, 20, 43662 (1972)
• Narahashi, Y., et al.: Agric. Biol. Chem., 44 (1972)
• 1661 (1980)