(2S)-5-carbamimidamido-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pentanoic acid

• ChemBase ID: 105023
• Molecular Formular: C21H24N4O4
• Molecular Mass: 396.43966
• Monoisotopic Mass: 396.17975527
• SMILES: NC(=N)NCCC[C@H](NC(=O)OCC1c2c(cccc2)c2c1cccc2)C(=O)O
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C21H24N4O4/c22-20(23)24-11-5-10-18(19(26)27)25-21(28)29-12-17-15-8-3-1-6-13(15)14-7-2-4-9-16(14)17/h1-4,6-9,17-18H,5,10-12H2,(H,25,28)(H,26,27)(H4,22,23,24)/t18-/m0/s1
• InChIKey: DVBUCBXGDWWXNY-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-carbamimidamido-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pentanoic acid
• IUPAC Traditional name: (2S)-5-carbamimidamido-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}pentanoic acid
• Synonyms: N-α-FMOC-L-ARGININE; Nα-Fmoc-L-arginine; Nα-(9-Fluorenylmethoxycarbonyl)-L-arginine; Fmoc-Arg-OH; Nα-Fmoc-L-精氨酸; Nα-(9-芴甲氧羰基)-L-精氨酸

Database IDs

• CAS Number: 91000-69-0
• MDL Number: MFCD00051770
• Beilstein Number: 4828015
• PubChem SID: 24869537; 162091769; 24871180
• PubChem CID: 2724631

CALCULATED PROPERTIES

• Acid pKa: 3.5156403
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 0.48643443
• LogD (pH = 7.4): 0.4900955
• Log P: 0.49010673
• Molar Refractivity: 118.0029 cm^3
• Polarizability: 42.522808 Å^3
• Polar Surface Area: 137.53 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 145-150 °C(lit.); 145-160 °C (dec.)
• Optical Rotation: [α]/D +9.0±2.0°, c = 1% in DMF; [α]20/D +8°, c = 1 in DMF

Safety Information

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

Product Information

• Purity: ≥96.0%; 97%
• Impurities: <3% water
• Empirical Formula (Hill Notation): C21H24N4O4

DETAILS

Sigma Aldrich - 47589

Packaging
5 g in poly bottle