(2S)-2-amino-4-[(4-nitrophenyl)carbamoyl]butanoic acid

• ChemBase ID: 133358
• Molecular Formular: C11H13N3O5
• Molecular Mass: 267.23802
• Monoisotopic Mass: 267.08552053
• SMILES: c1cc(ccc1NC(=O)CC[C@@H](C(=O)O)N)[N+](=O)[O-]
• Canonical SMILES: O=C(Nc1ccc(cc1)[N+](=O)[O-])CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C11H13N3O5/c12-9(11(16)17)5-6-10(15)13-7-1-3-8(4-2-7)14(18)19/h1-4,9H,5-6,12H2,(H,13,15)(H,16,17)/t9-/m0/s1
• InChIKey: WMZTYIRRBCGARG-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-4-[(4-nitrophenyl)carbamoyl]butanoic acid
• IUPAC Traditional name: (2S)-2-amino-4-[(4-nitrophenyl)carbamoyl]butanoic acid
• Synonyms: L-γ-Glutamyl-p-nitroanilide; L-Glutamic acid 5-(4-nitroanilide); L-Glutamic acid γ-(4-nitroanilide)

Database IDs

• CAS Number: 7300-59-6
• EC Number: 230-748-5
• MDL Number: MFCD00036218
• Beilstein Number: 2818758
• PubChem SID: 162227635; 24895042
• PubChem CID: 81732

CALCULATED PROPERTIES

• Acid pKa: 1.526357
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.820141
• LogD (pH = 7.4): -1.825038
• Log P: -1.8201804
• Molar Refractivity: 66.8897 cm^3
• Polarizability: 24.783045 Å^3
• Polar Surface Area: 138.24 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +27±2°, c = 1% in 5 M HCl

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (NT)
• Linear Formula: C11H13N3O5

DETAILS

Sigma Aldrich - G1135

Substrates
Substrate for γ-glutamyl transpeptidase

Sigma Aldrich - 49623

Other Notes
Chromogenic substrate for the assay (release of p-nitroaniline at 410 nm) of (gamma)-glutamyl transferase1
Substrates
Substrate for γ-glutamyl transpeptidase