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

• ChemBase ID: 135386
• Molecular Formular: C19H18N2O5
• Molecular Mass: 355.3500289
• Monoisotopic Mass: 355.11860658
• SMILES: c1ccc2c(c1)c1ccccc1C2COC(=O)[15NH][C@@H](CC(=O)N)C(=O)O
• Canonical SMILES: NC(=O)C[C@@H](C(=O)O)[15NH]C(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C19H18N2O5/c20-17(22)9-16(18(23)24)21-19(25)26-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15-16H,9-10H2,(H2,20,22)(H,21,25)(H,23,24)/t16-/m0/s1/i21+1
• InChIKey: YUGBZNJSGOBFOV-YOINDOSNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-carbamoyl-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• IUPAC Traditional name: (2S)-3-carbamoyl-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• Synonyms: N-(9-Fluorenylmethoxycarbonyl)-L-asparagine-α-15N1; L-Asparagine-15N1 (amine-15N) α-N-Fmoc derivative; Fmoc-Asn-OH-amine-15N

Database IDs

• MDL Number: MFCD01075627
• PubChem SID: 162229660
• PubChem CID: 71309258

CALCULATED PROPERTIES

• Acid pKa: 3.6297421
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.2700957
• LogD (pH = 7.4): -1.7358656
• Log P: 1.5965626
• Molar Refractivity: 92.4347 cm^3
• Polarizability: 37.05688 Å^3
• Polar Surface Area: 118.72 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 190 °C(lit.)
• Optical Rotation: [α]20/D -13°, c = 1 in DMF
• Mass Shift: M+1

Safety Information

• German water hazard class: 3

Product Information

• Isotopic Purity: 98 atom % 15N
• Mol. Weight: mol wt 355.33 by atom % calculation
• Linear Formula: H2NCOCH2CH(15NH-Fmoc)CO2H

DETAILS

Sigma Aldrich - 609137

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.