Almog Joseph, Glasner Hagai
Casali Institute of Applied Chemistry, The Hebrew University of Jerusalem, Jerusalem 91904, Israel.
J Forensic Sci. 2010 Jan;55(1):215-20. doi: 10.1111/j.1556-4029.2009.01231.x. Epub 2009 Dec 2.
In the first part of a comprehensive research project towards more efficient application of nano-technology to fingerprint visualization, we investigated the possibility of more selective binding of gold nanoparticles (NP) to fingerprint material. We synthesized derivatives of ninhydrin and 1,2-indanedione containing loosely bound thiol groups. In particular: thiohemiketals (THK) of ninhydrin, and thioketals of 1,2-indanedione were prepared and tested as potential fingerprint reagents. By reacting ninhydrin with various thiols we were able to produce a series of novel THK, bearing the SR group always at C2. Ninhydrin THK reacted with amino acids to produce the expected Ruhemann's purple, and they also developed latent fingermarks on paper in a similar manner to ninhydrin. Ketals and thioketals derived from 1,2-indanedione reacted neither with amino acids nor with latent fingermarks. In the second part of the research, the thiols which are formed on the ridges as byproducts of the reaction with amino acids will be tested for their potential as stabilizers for gold NP that will become covalently bound to the fingerprint ridges.
在一项旨在更高效地将纳米技术应用于指纹可视化的综合研究项目的第一部分中，我们研究了金纳米颗粒（NP）与指纹物质进行更具选择性结合的可能性。我们合成了含有松散结合硫醇基团的茚三酮和1,2 - 茚满二酮的衍生物。具体而言：制备了茚三酮的硫代半缩酮（THK）和1,2 - 茚满二酮的硫代缩酮，并作为潜在的指纹试剂进行了测试。通过使茚三酮与各种硫醇反应，我们能够制备出一系列新型的THK，其SR基团总是位于C2位。茚三酮THK与氨基酸反应生成预期的鲁赫曼紫，并且它们还以与茚三酮类似的方式在纸上显现出潜在的指纹。源自1,2 - 茚满二酮的缩酮和硫代缩酮既不与氨基酸反应，也不与潜在指纹反应。在研究的第二部分中，将测试在与氨基酸反应的副产物过程中在指纹纹线上形成的硫醇作为金NP稳定剂的潜力，金NP将与指纹纹线共价结合。
