Negative‐ion electrospray tandem mass spectrometry of peptides derivatized with 4-aminonaphthalenesulphonic acid

Applications and mechanisms of charge-remote fragmentation

“…Zaia and Biemann (1995) and Zaia (1996) developed a two-step method in which the peptide is condensed with iodoacetic anhydride and reacted with trimethylamine or other higher amines to form either an N-trimethylammonium acetyl derivative or higher homologs. Other peptide modi®cations include reacting the N-terminus with (triphenylphosphonium) ethyl bromide (Sadagopan & Watson, 2000), 4-aminonaphthalenesulfonic acid (Lindh et al, 1994(Lindh et al, , 1998(Lindh et al, , 2000, or 2-hexenal (Baker, Wiesler & Novotny, 1999). Huang et al (1997), Liao and Allison (1995), and Liao, Huang and Allison (1997) introduced a simple and ef®cient method for peptide N-terminal modi®cation.…”

Electrospray tandem mass spectrometric study of alkyl 1‐methylpyridinium ether derivatives of alcohols

“…In general, analytes that are not ionized by the time they exit the ES emitter will not be detected by this technique. Chemical derivatization is an established method for the transformation of such analytes into compounds that are amenable to ES‐MS analysis 3–31. The spectra produced by these and other molecules in ES‐MS are usually very simple.…”

Novel phosphoryl derivatization method for peptide sequencing by electrospray ionization mass spectrometry

“…Derivatization of peptides has been employed to simplify the mass spectral analysis by directing the fragmentation, including different methods of positive derivatization which introduce a positively charged group such as trimethylammoniumacetyl or tris[(2,4,6‐trimethoxypheny)phosphonium]acetyl to the N‐terminus of peptide 9,. 10 Similarly, negative derivatization, which introduces a negative group such as sulfonyl group to the N‐terminus or 4‐aminonaphthalenesulfonic acid to the C‐terminus of peptides,11,, 12 has been reported. Other techniques have included 18 O labeling,13,, 14 etc.…”