(2S)-3-[(4,5-dimethoxy-2-nitrophenyl)methoxy]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid

• ChemBase编号: 169331
• 分子式: C27H26N2O9
• 平均质量: 522.50334
• 单一同位素质量: 522.16383042
• SMILES: c1c(c(cc(c1[N+](=O)[O-])COC[C@H](NC(=O)OCC1c2c(c3c1cccc3)cccc2)C(=O)O)OC)OC
• Canonical SMILES: COc1cc(COC[C@@H](C(=O)O)NC(=O)OCC2c3ccccc3c3c2cccc3)c(cc1OC)[N+](=O)[O-]
• InChI: InChI=1S/C27H26N2O9/c1-35-24-11-16(23(29(33)34)12-25(24)36-2)13-37-15-22(26(30)31)28-27(32)38-14-21-19-9-5-3-7-17(19)18-8-4-6-10-20(18)21/h3-12,21-22H,13-15H2,1-2H3,(H,28,32)(H,30,31)/t22-/m0/s1
• InChIKey: GEIDGZJCBUYWDB-QFIPXVFZSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-3-[(4,5-dimethoxy-2-nitrophenyl)methoxy]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• IUPAC传统名: (2S)-3-[(4,5-dimethoxy-2-nitrophenyl)methoxy]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid
• 别名: O-[(4,5-Dimethoxy-2-nitrophenyl)methyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-serine; N-Fmoc DMNB-L-serine

登记号

• CAS号: 628280-43-3
• PubChem SID: 162263463
• PubChem CID: 12990752

理论计算性质

• Acid pKa: 2.886637
• 质子受体: 8
• 质子供体: 2
• LogD (pH = 5.5): 1.4259545
• LogD (pH = 7.4): 0.50404817
• Log P: 3.9906485
• 摩尔折射率: 135.7357 cm^3
• 极化性: 53.067905 Å^3
• 极化表面积: 149.14 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - F628850

A photolytically labile serine molecule, able to be incorporated into short peptides to create caged protein kinase sensors, allowing measurement of intracellular enzymatic activity.

参考文献

• Nagai, Y., et al.: Nat. Biotechnol., 18, 313 (2000)
• Kurokawa, K., et al.: J. Biol. Chem., 276, 31305 (2000)