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Functional Dihydro‐1 H ‐Imidazole Derivatives for MALDI Signal Enhancement of a Lysine‐Specific Chemical Modification
Author(s) -
Ho MingYi,
Shieh YuTse,
Liao ChungLin,
Chen YauHung,
Cheng ChienChung
Publication year - 2009
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.200900144
Subject(s) - chemistry , adduct , lysine , peptide , mass spectrometry , imidazole , proteomics , small molecule , combinatorial chemistry , molecule , chromatography , stereochemistry , biochemistry , amino acid , organic chemistry , gene
The enhancement of signal sensitivity and quantification of low‐abundance proteins is of great importance in proteomic analysis. The preparation of 2‐methoxy‐4,5‐dihydro‐1 H ‐imidazole (MeO‐DHIM) derivatives was accomplished by one‐step synthesis of O ‐methyl‐isourea. The signal enhancement induced by these attached moieties increases in an order of compound 1 ≈ 4 < 2 < 5 ≈ 6 < 3 in MALDI mass spectrometry. Peptide‐compound 3 adduct was approximately 20 times signal enhancement of the unmodified peptide and of 9 times of the peptide‐compound 1 adduct. This result demonstrates that the rational designed organic molecules are capable of providing a sensitive tool in the detection of low‐abundance proteins in proteomics.