Gao C X, Chou T Y, Colgan S T, Krull I S, Dorschel C, Bidlingmeyer B
Department of Chemistry, Barnett Institute, Northeastern University, Boston, Massachusetts 02115.
J Chromatogr Sci. 1988 Sep;26(9):449-57. doi: 10.1093/chromsci/26.9.449.
New polymeric reagents are synthesized, based on a polystyrene-bound benzotriazole containing an o-acetylsalicyl or 9-fluorenyl labelling moiety. This is used in an off-line mode, prior to high performance liquid chromatography (HPLC), for derivatizations of trace primary and secondary amines, polyamines, and related compounds in connection with HPLC. Standards are prepared, characterized by physical and spectral properties, and then used as external standards to determine percent derivatizations. The polymeric reagents are characterized by elemental analyses and loading determinations. The feasibility and applicability of this reagent for derivatization of nucleophiles is confirmed with a number of amines under optimized conditions. The activated labelling moiety, bonded to the polymeric support, makes the derivatization reactions extremely rapid and efficient under mild reaction conditions. This alone provides significant advantages over the analogous solution derivatizations for the same amines. A comparison of solution and solid phase derivatization reactions is reported. The limits of detection are 1 to 2 pmol for polyamines, such as cadaverine, putrescine, and 1,7-diaminoheptane, using the benzotriazole fluorenyl reagent followed by fluorescence detection.
基于含有邻乙酰水杨酸或9-芴基标记部分的聚苯乙烯键合苯并三唑合成了新型聚合物试剂。该试剂在高效液相色谱（HPLC）之前以离线模式用于痕量伯胺、仲胺、多胺及相关化合物与HPLC联用的衍生化反应。制备了标准品，通过物理和光谱性质进行表征，然后用作外标以确定衍生化百分比。通过元素分析和负载量测定对聚合物试剂进行了表征。在优化条件下，用多种胺证实了该试剂用于亲核试剂衍生化的可行性和适用性。键合到聚合物载体上的活化标记部分使衍生化反应在温和的反应条件下极其快速且高效。这一点相较于相同胺类的类似溶液衍生化反应具有显著优势。报道了溶液和固相衍生化反应的比较。使用苯并三唑芴基试剂并通过荧光检测时，多胺如尸胺、腐胺和1,7-二氨基庚烷的检测限为1至2 pmol。
