MALDI-TOF MS analysis of soluble PEG based multi-step synthetic reaction mixtures with automated detection of reaction failure.
Macromolecules of tunable solubility, used to mimic inert insoluble materials while maintaining solution conditions, allowed the performance of efficient supported organic chemistry and facilitated in situ reaction monitoring. To satisfy the high throughput requirements of automated synthetic processes, organic syntheses carried out on bifunctional polyethylene glycol polymers (PEG(3400)-OH) were monitored step-by-step by matrix assisted laser desorption ionization-time of flight mass spectrometry (MALDI-TOF MS). A protocol was designed to control the ionization mechanism of such polymers exhibiting high affinity for alkali metal cations. Automated, rapid, and reliable data interpretation was performed by an in-house developed visual basic application relying on the sodiated ion accurate monoisotopic mass measurement. The methodology was illustrated through the monitoring of a six-step synthetic scheme.
Enjalbal
Christine
C
Laboratoire des Aminoacides Peptides et Protéines, Universités Montpellier I & II, Montpellier, France. enjalbal@univ-montp2.fr
Ribière
Patrice
P
Lamaty
Frédéric
F
Yadav-Bhatnagar
Neerja
N
Martinez
Jean
J
Aubagnac
Jean-Louis
JL
D000465:Algorithms; D045424:Complex Mixtures / Q000032:analysis* / Q000737:chemistry*; D016208:Databases, Factual; D016247:Information Storage and Retrieval / Q000379:methods*; D011092:Polyethylene Glycols / Q000032:analysis* / Q000737:chemistry*; D012371:Robotics / Q000379:methods; D012995:Solubility; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization / Q000379:methods*
D045424:Complex Mixtures; D011092:Polyethylene Glycols