TY - JOUR
T1 - Ninhydrin thiohemiketals
T2 - Basic research towards improved fingermark detection techniques employing nano-technology
AU - Almog, Joseph
AU - Glasner, Hagai
PY - 2010/1
Y1 - 2010/1
N2 - 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.
AB - 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.
KW - Fingermarks
KW - Forensic science
KW - Hemiketals
KW - Indanedione
KW - Isononyl ninhydrin
KW - Ninhydrin
KW - Thiohemiketals
UR - http://www.scopus.com/inward/record.url?scp=74249100830&partnerID=8YFLogxK
U2 - 10.1111/j.1556-4029.2009.01231.x
DO - 10.1111/j.1556-4029.2009.01231.x
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C2 - 20002273
AN - SCOPUS:74249100830
SN - 0022-1198
VL - 55
SP - 215
EP - 220
JO - Journal of Forensic Sciences
JF - Journal of Forensic Sciences
IS - 1
ER -