Peptide mass ladders generated using carbon disulfide

Details Peptide mass ladders generated using carbon disulfide Peptide mass ladders generated using carbon disulfide

1997-06-11

1998-10-20

Tsang, Cecilia J.

Chemistry: analytical and immunological testing

Peptide, protein or amino acid

Amino acid or sequencing procedure

436 86, 436173, 530345, G01N 3300

Patent

active

058245561

ABSTRACT:
A method for chemically generating a set of N-terminally truncated peptides (ladder), suitable for analysis by mass spectrometry (MS), from a peptide or protein using carbon disulfide (CS.sub.2). The method consists of: 1) a coupling step employing CS.sub.2, a tert-amine catalyst, and a solvent under conditions that maximize the yield of dithiocarbamyl-peptide, and 2) a cleavage step employing an acid, which catalyzes two alternate pathways, removal of the N-terminal residue and regeneration of the starting peptide, with no other modification. The simultaneous operation of both pathways generates a ladder without further intervention. This pair of steps may be repeated a controlled but unlimited number of times with drying between each step in order to generate a ladder of any desired length. Finally, the processed peptide is analyzed by MS, wherein the sequence of the peptide is deduced from the mass ladder. The ratio of cleavage to regeneration permits the distinction of isoleucine and leucine.

REFERENCES:
patent: 4065412 (1977-12-01), Dreyer
patent: 5246865 (1993-09-01), Stolowitz
patent: 5250664 (1993-10-01), Fromont
patent: 5470753 (1995-11-01), Sepetov
patent: 5521097 (1996-05-01), Uchida
patent: 5538897 (1996-07-01), Yates

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