(2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-phenylpropanoic acid

• ChemBase ID: 135262
• Molecular Formular: C24H21NO4
• Molecular Mass: 388.4212489
• Monoisotopic Mass: 388.14409305
• SMILES: c1ccc(cc1)C[C@@H](C(=O)O)[15NH]C(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: O=C([15NH][C@H](C(=O)O)Cc1ccccc1)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C24H21NO4/c26-23(27)22(14-16-8-2-1-3-9-16)25-24(28)29-15-21-19-12-6-4-10-17(19)18-11-5-7-13-20(18)21/h1-13,21-22H,14-15H2,(H,25,28)(H,26,27)/t22-/m0/s1/i25+1
• InChIKey: SJVFAHZPLIXNDH-LJSUXKQBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-phenylpropanoic acid
• IUPAC Traditional name: (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-phenylpropanoic acid
• Synonyms: N-(9-Fluorenylmethoxycarbonyl)-L-phenylalanine-15N; L-Phenylalanine-15N N-Fmoc derivative; Fmoc-Phe-OH-15N

Database IDs

• EC Number: 252-661-1
• MDL Number: MFCD00209776
• PubChem SID: 162229537
• PubChem CID: 71309185

CALCULATED PROPERTIES

• Acid pKa: 3.8483627
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.0461423
• LogD (pH = 7.4): 1.4621404
• Log P: 4.7016435
• Molar Refractivity: 109.1961 cm^3
• Polarizability: 43.600082 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 180-187 °C(lit.)
• Optical Rotation: [α]20/D -37°, c = 1 in DMF
• Mass Shift: M+1

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 99% (CP)
• Isotopic Purity: 98 atom % 15N
• Mol. Weight: mol wt 388.42 by atom % calculation
• Linear Formula: C6H5CH2CH(15NH-Fmoc)CO2H

DETAILS

Sigma Aldrich - 609072

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.