(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-methylpentanoic acid

• ChemBase ID: 74078
• Molecular Formular: C21H23NO4
• Molecular Mass: 353.41162
• Monoisotopic Mass: 353.16270822
• SMILES: O(CC1c2c(cccc2)c2c1cccc2)C(=O)N[C@@H](CC(C)C)C(=O)O
• Canonical SMILES: CC(C[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2)C
• InChI: InChI=1S/C21H23NO4/c1-13(2)11-19(20(23)24)22-21(25)26-12-18-16-9-5-3-7-14(16)15-8-4-6-10-17(15)18/h3-10,13,18-19H,11-12H2,1-2H3,(H,22,25)(H,23,24)/t19-/m0/s1
• InChIKey: CBPJQFCAFFNICX-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-methylpentanoic acid; (2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-4-methylpentanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-4-methylpentanoic acid
• Synonyms: Fmoc-L-leucine; Fmoc-Leu-OH; Fmoc-Leu-OH; L-Leucine, FMOC protected; N-(9-Fluorenylmethoxycarbonyl)-L-leucine; Fmoc-Leu-OH; N-(9-Fluorenylmethoxycarbonyl)-L-leucine; N-α-FMOC-L-LEUCINE; N-Fmoc-L-leucine; FMOC-L-Leucine; N-(9-芴甲氧羰基)-L-亮氨酸; Fmoc-L-亮氨酸; N-Fmoc-L-亮氨酸

Database IDs

• CAS Number: 35661-60-0
• EC Number: 252-662-7
• MDL Number: MFCD00037133; MFCD00204311
• Beilstein Number: 2178254
• PubChem SID: 162038997; 24871239; 24865582
• PubChem CID: 1549133

CALCULATED PROPERTIES

• Acid pKa: 3.911515
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.704829
• LogD (pH = 7.4): 1.0918231
• Log P: 4.299427
• Molar Refractivity: 98.2507 cm^3
• Polarizability: 39.52138 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 152-154°C; 152-155°C; 152-156 °C; 152-156 °C(lit.); 153-155°C
• Optical Rotation: [α]20/D -25±2°, c = 1% in DMF; [α]20/D -25°, c = 0.5 in DMF; -25 (c=1 in DMF)

Safety Information

• Storage Condition: 0°C
• Storage Warning: Irritant
• German water hazard class: 3
• Safety Statements: 22-24/25
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0%; 97%; 98%
• Empirical Formula (Hill Notation): C21H23NO4

DETAILS

Sigma Aldrich - 408611

Biochem/physiol Actions
PPARγ ligand that induces insulin sensitization, but not adipogenesis.

Sigma Aldrich - 47633

Biochem/physiol Actions
PPARγ ligand that induces insulin sensitization, but not adipogenesis.
Packaging
5, 50 g in glass bottle