反应 #1687657

ord-713b7ecd5022478990d00ae834fa2706

反应方程式

O=C1OC2(OC=C(c3ccccc3)C2=O)c2ccccc21
fluorescamine
O=C(ON1C(=O)CC(S(=O)(=O)[O-])C1=O)C1CCC(CN2C(=O)C=CC2=O)CC1.[Na+]
Sulfo-SMCC
Cl.Cl.NCCN
ethylenediamine dihydrochloride
NCCN
ethylenediamine
O=C(ON1C(=O)CC(S(=O)(=O)[O-])C1=O)C1CCC(CN2C(=O)C=CC2=O)CC1.[Na+]
sulfo-SMCC

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他When reaction
  2. 2
    洗涤eluted with a gradient of acetonitrile in triethanolamine/water, pH 7

实验过程

Sulfo-SMCC (1 eq.)(Pierce Chemical Co., Rockford, Ill.) is dissolved in sodium acetate buffer (pH 7) and ethylenediamine dihydrochloride (5 eq.) is added. The reaction is monitored by TLC visualized with fluorescamine. When reaction is complete the reaction mixture is applied directly to a C18 reverse-phase HPLC column and eluted with a gradient of acetonitrile in triethanolamine/water, pH 7. The excess ethylene diamine elutes at the solvent front, followed by the desired product. A small amount of double coupled material formed by the condensation of one molecule of ethylenediamine with two molecules of sulfo-SMCC elutes last. The desired material is characterized by 1H NMR and IR spectroscopy, mass spectrometry, and elemental analysis.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05976492uspto-grants-1999_11