1,3,5-triazine-based mass spectral tagging of one-bead one-compound libraries.
A triazine-based mass encoding strategy that accommodates cleavable linker, isotopic labeling, and diversity receptor moieties is reported. The resulting triazine-based tags, which are coupled to bifunctionalized TentaGel resin in a one-pot transformation, enable the construction of a 1-oxa-2,8-diazaspiro[4.5]dec-2-ene-7-carboxamide library and facilitate decoding by equalizing the ionization potential of the liberated tags in single bead MALDI-TOF experiments as well as balancing the reactivity of the starting tags in the resin coupling step. [reaction: see text].
Robins
Lori I
LI
Department of Chemistry, One Shields Avenue, University of California, Davis, California 95616, USA.
Kurth
Mark J
MJ
D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D015394:Molecular Structure; D011137:Polystyrenes / Q000737:chemistry; D012680:Sensitivity and Specificity; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization / Q000379:methods*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D014227:Triazines / Q000737:chemistry*
C518006:1-oxa-2,8-diazaspiro(4.5)dec-2-ene-7-carboxamide; D001372:Aza Compounds; D011137:Polystyrenes; D013141:Spiro Compounds; D014227:Triazines; C101297:Tentagel resin