“…Of course, procedures where endogenous methyl-IAA may remain in the sample need to be dealt with using either a stable isotope-labeled derivatization reagent or using diazoethane as an alternative to diazomethane. The third category, which is often combined with the second (Bittner and Even-Chen 1975;Epstein and Cohen 1981), consists of reagents that halogenate auxin at the indole nitrogen (trifluoroacetyl, heptafluorobutanoyl, pentafluoropropionyl derivatives; Table 2), which improves the sensitivity of the system to indole compounds (summarized in Rivier 1986). The improvement in sensitivity is due to the fact that alkyl halides are one of the few classes of compounds that readily form negative ions; therefore, if the MS is operated in negative ion mode, the halogenated indole compounds produced through derivatization may be some of the few compounds in the mixture to ionize, which will thus decrease noise in the spectrum and enhance sensitivity to auxin and related compounds.…”