2-(2-{[(benzyloxy)carbonyl]amino}-4-carbamoylbutanamido)acetic acid

• ChemBase ID: 134355
• Molecular Formular: C15H19N3O6
• Molecular Mass: 337.32786
• Monoisotopic Mass: 337.12738534
• SMILES: c1ccc(cc1)COC(=O)NC(CCC(=O)N)C(=O)NCC(=O)O
• Canonical SMILES: NC(=O)CCC(C(=O)NCC(=O)O)NC(=O)OCc1ccccc1
• InChI: InChI=1S/C15H19N3O6/c16-12(19)7-6-11(14(22)17-8-13(20)21)18-15(23)24-9-10-4-2-1-3-5-10/h1-5,11H,6-9H2,(H2,16,19)(H,17,22)(H,18,23)(H,20,21)
• InChIKey: SOUXAAOTONMPRY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{[(benzyloxy)carbonyl]amino}-4-carbamoylbutanamido)acetic acid
• IUPAC Traditional name: (2-{[(benzyloxy)carbonyl]amino}-4-carbamoylbutanamido)acetic acid
• Synonyms: Z-Gln-Gly

Database IDs

• CAS Number: 6610-42-0
• MDL Number: MFCD00055926
• PubChem SID: 162228631; 24892841
• PubChem CID: 302424

CALCULATED PROPERTIES

• Acid pKa: 3.5415874
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.6331468
• LogD (pH = 7.4): -4.0440245
• Log P: -0.681477
• Molar Refractivity: 81.5934 cm^3
• Polarizability: 31.898893 Å^3
• Polar Surface Area: 147.82 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - C6154

Amino Acid Sequence
Z-Gln-Gly
Application
γ-Glutamyl donor substrate used in spectrophotometric determination of transglutaminase (TGase) activity.1,2 Z-Gln-Gly was used to enzymatically synthesize N-linked neoglycoproteins.3