(2S)-6-(dimethylamino)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid hydrochloride

• ChemBase ID: 38730
• Molecular Formular: C23H29ClN2O4
• Molecular Mass: 432.94036
• Monoisotopic Mass: 432.1815851
• SMILES: [C@H](CCCCN(C)C)(C(=O)O)NC(=O)OCC1c2c(c3c1cccc3)cccc2.Cl
• Canonical SMILES: CN(CCCC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2)C.Cl
• InChI: InChI=1S/C23H28N2O4.ClH/c1-25(2)14-8-7-13-21(22(26)27)24-23(28)29-15-20-18-11-5-3-9-16(18)17-10-4-6-12-19(17)20;/h3-6,9-12,20-21H,7-8,13-15H2,1-2H3,(H,24,28)(H,26,27);1H/t21-;/m0./s1
• InChIKey: SJFAFKDBWNFBCC-BOXHHOBZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-(dimethylamino)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid hydrochloride
• IUPAC Traditional name: (2S)-6-(dimethylamino)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid hydrochloride
• Synonyms: N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N6,N6-dimethyl-L-Lysine Hydrochloride; (S)-N-Fmoc-N’,N”-dimethyl-L-lysine Hydrochloride; (S)-N-Fmoc-N6,N6-dimethyl-L-lysine Hydrochloride; Fmoc-Lys(Me)2-OH hydrochloride

Database IDs

• CAS Number: 252049-10-8
• MDL Number: MFCD05662353
• PubChem SID: 161002037
• PubChem CID: 46737314

CALCULATED PROPERTIES

• Acid pKa: 3.7081501
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.9925884
• LogD (pH = 7.4): 0.99682015
• Log P: 0.9976015
• Molar Refractivity: 111.9586 cm^3
• Polarizability: 44.73377 Å^3
• Polar Surface Area: 78.87 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

DETAILS

Toronto Research Chemicals - F648400

Di-Me L-lysine derivative. The methylation of lysine in histone tails is a common posttranslational modification that functions in histone-regulated chromatin condensation, with binding of methylated lysine occurring in aromatic pockets on chromodomain pr

REFERENCES

• Schreiber, G., et al.: J. Mol. Biol., 248, 478 (1995)
• Jacobs, S., et al.: Science, 295, 2080 (1995)
• Tatko, C., et al.: Protein Sci., 12, 2443 (1995)