(2S)-6-[(4-{2-[4-(dimethylamino)phenyl]diazen-1-yl}phenyl)formamido]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid

• ChemBase ID: 151587
• Molecular Formular: C36H37N5O5
• Molecular Mass: 619.70948
• Monoisotopic Mass: 619.27946931
• SMILES: CN(C)c1ccc(cc1)/N=N/c1ccc(cc1)C(=O)NCCCC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2
• Canonical SMILES: O=C(N[C@H](C(=O)O)CCCCNC(=O)c1ccc(cc1)/N=N/c1ccc(cc1)N(C)C)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C36H37N5O5/c1-41(2)27-20-18-26(19-21-27)40-39-25-16-14-24(15-17-25)34(42)37-22-8-7-13-33(35(43)44)38-36(45)46-23-32-30-11-5-3-9-28(30)29-10-4-6-12-31(29)32/h3-6,9-12,14-21,32-33H,7-8,13,22-23H2,1-2H3,(H,37,42)(H,38,45)(H,43,44)/t33-/m0/s1
• InChIKey: FPOPWTDBGMLRNG-XIFFEERXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-[(4-{2-[4-(dimethylamino)phenyl]diazen-1-yl}phenyl)formamido]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid
• IUPAC Traditional name: (2S)-6-[(4-{2-[4-(dimethylamino)phenyl]diazen-1-yl}phenyl)formamido]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid
• Synonyms: Fmoc-Lys(Dabcyl)-OH; Nε-4-[4-(Dimethylamino)phenylazo)benzoyl]-Nα-Fmoc-L-lysine; Nα-Fmoc-Nε-Dabcyl-L-lysine; Nε-4-[4-(二甲氨基)苯偶氮基)苯甲酰基]-Nα-Fmoc-L-赖氨酸; Nα-Fmoc-Nε-Dabcyl-L-赖氨酸

Database IDs

• CAS Number: 146998-27-8
• MDL Number: MFCD00467694
• PubChem SID: 162245739; 24879701
• PubChem CID: 2756070

CALCULATED PROPERTIES

• Acid pKa: 3.887706
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 5.1924253
• LogD (pH = 7.4): 3.7546096
• Log P: 6.409601
• Molar Refractivity: 180.7512 cm^3
• Polarizability: 68.002335 Å^3
• Polar Surface Area: 132.69 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (HPLC)
• Grade: technical
• Empirical Formula (Hill Notation): C36H37N5O5

DETAILS

Sigma Aldrich - 55788

Other Notes
Building block for the synthesis of fluorogenic protease substrates1,2
Packaging
500 mg in poly tube