(2S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoic acid

• ChemBase ID: 78046
• Molecular Formular: C17H17NO4
• Molecular Mass: 299.32118
• Monoisotopic Mass: 299.11575803
• SMILES: N([C@@H](Cc1ccccc1)C(=O)O)C(=O)OCc1ccccc1
• Canonical SMILES: O=C(N[C@H](C(=O)O)Cc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C17H17NO4/c19-16(20)15(11-13-7-3-1-4-8-13)18-17(21)22-12-14-9-5-2-6-10-14/h1-10,15H,11-12H2,(H,18,21)(H,19,20)/t15-/m0/s1
• InChIKey: RRONHWAVOYADJL-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoic acid
• IUPAC Traditional name: carbobenzoxyphenylalanine
• Synonyms: N-Cbz-L-phenylalanine; N-Benzyloxycarbonyl-L-phenylalanine; (S)-2-(Benzyloxycarbonylamino)-3-phenylpropanoic acid; N-(Carbobenzyloxy)-L-phenylalanine; Z-L-Phenylalanine; N-CBZ-L-PHENYLALANINE; (2S)-2-{[(Benzyloxy)carbonyl]amino}-3-phenylpropanoic acid; Z-Phe-OH; N-[(Benzyloxy)carbonyl]-L-phenylalanine; L-Phenylalanine, N-CBZ protected; N-Cbz-D-phenylalanine; Z-D-Phe-OH; N-Benzyloxycarbonyl-D-phenylalanine; Z-Phe-OH; N-苄氧羰基-L-苯基丙氨酸; N-苄氧羰基-D-苯基丙氨酸; N-(苄氧羰基)-L-苯丙氨酸; Z-L-苯丙氨酸

Database IDs

• CAS Number: 2448-45-5; 1161-13-3
• EC Number: 214-599-3
• MDL Number: MFCD00063151; MFCD00020418
• Beilstein Number: 2817463; 2222826
• PubChem SID: 24862110; 162042880
• PubChem CID: 70878

CALCULATED PROPERTIES

• Acid pKa: 3.8783662
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.6136721
• LogD (pH = 7.4): 0.0155921485
• Log P: 3.2402258
• Molar Refractivity: 80.7963 cm^3
• Polarizability: 31.54406 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 85-87 °C; 85-87 °C(lit.); 85-87°C; 85-90°C; 86-92°C
• Optical Rotation: [α]20/D +5.0±0.5°, c = 5% in acetic acid; [α]20/D +5°, c = 5 in acetic acid; +5 (c=5 in acetic acid); -5 (c=5 in acetic acid)

Safety Information

• Storage Condition: 0°C
• Storage Warning: Irritant
• RTECS: AY4343000
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (T); 98%; 98+%; 99%
• Grade: puriss.
• Ignition Residue: ≤0.05%
• Linear Formula: C6H5CH2CH(NHCOOCH2C6H5)COOH

DETAILS

MP Biomedicals - 02101191

Crystalline

Sigma Aldrich - C4377

Biochem/physiol Actions
嗜热菌蛋白酶抑制剂1

Sigma Aldrich - 359807

Biochem/physiol Actions
Inhibitor of thermolysin1
Packaging
25 g in glass bottle

Sigma Aldrich - 97000

Biochem/physiol Actions
Inhibitor of thermolysin1