(2S)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid

• ChemBase ID: 151591
• Molecular Formular: C31H38N4O6S
• Molecular Mass: 594.72162
• Monoisotopic Mass: 594.25120596
• SMILES: c1ccc2c(c1)c1ccccc1C2COC(=O)N[C@@H](CCCCNC(=O)CCCC[C@H]1[C@@H]2[C@H](CS1)NC(=O)N2)C(=O)O
• Canonical SMILES: O=C(NCCCC[C@@H](C(=O)O)NC(=O)OCC1c2ccccc2c2c1cccc2)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2
• InChI: InChI=1S/C31H38N4O6S/c36-27(15-6-5-14-26-28-25(18-42-26)33-30(39)35-28)32-16-8-7-13-24(29(37)38)34-31(40)41-17-23-21-11-3-1-9-19(21)20-10-2-4-12-22(20)23/h1-4,9-12,23-26,28H,5-8,13-18H2,(H,32,36)(H,34,40)(H,37,38)(H2,33,35,39)/t24-,25-,26-,28-/m0/s1
• InChIKey: OFIBQNGDYNGUEZ-OBXRUURASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid
• IUPAC Traditional name: (2S)-6-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}hexanoic acid
• Synonyms: Fmoc-Lys(biotinyl)-OH; Nα-Biotinyl-Nε-Fmoc-L-lysine; Nα-Fmoc-Nε-biotinyl-L-lysine; ε-Biotinoyl-α-(9-fluorenylmethoxycarbonyl)-L-lysine; Fmoc Biocytin; Nα-生物素基-Nε-Fmoc-L-赖氨酸; Nα-Fmoc-Nε-生物素-L-赖氨酸

Database IDs

• CAS Number: 146987-10-2
• MDL Number: MFCD00270741
• PubChem SID: 162245743; 24886602; 24895000
• PubChem CID: 11039242

CALCULATED PROPERTIES

• Acid pKa: 3.7717614
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): 1.5454832
• LogD (pH = 7.4): -1.2550269E-4
• Log P: 3.2750323
• Molar Refractivity: 158.7403 cm^3
• Polarizability: 63.114754 Å^3
• Polar Surface Area: 145.86 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: acetonitrile: soluble; DMF: soluble

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥95.0% (HPLC)
• Shipped in: wet ice
• Mol. Weight: mol wt 594.72
• Empirical Formula (Hill Notation): C31H38N4O6S

DETAILS

Sigma Aldrich - 73749

Other Notes
Synthesis of site-specific biotinylated probes1
Packaging
500 mg in poly bottle

Sigma Aldrich - F9676

Application
Useful in automated synthesis of biotinylated peptides.