2008
DOI: 10.1021/ja076849y
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Synthesis, Characterization, and Application of Iodoacetamide Derivatives Utilized for the ALiPHAT Strategy

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Cited by 45 publications
(56 citation statements)
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“…2-Iodo-N-octylacetamide was firstly synthesized and further used for the derivatization of cysteine-containing peptides and the ESI response of laminin nonapeptide and B-type natriuretic peptides-32 were respectively increased by 3 and 2-fold [26] . Subsequently, 2-iodo-N-(4-phenylbutyl)-acetamide was synthesized and the ESI ionization efficiency of peptides Ac-ALCDDPRVDRWY CQFVEG-NH 2 and CYFQNCPRG-NH 2 were respectively improved over 400 and 2000-fold via derivatization, outperforming carboxyamidomethyl-modified counterparts [27] .…”
Section: Derivatization Of Thiol Groupmentioning
confidence: 99%
“…2-Iodo-N-octylacetamide was firstly synthesized and further used for the derivatization of cysteine-containing peptides and the ESI response of laminin nonapeptide and B-type natriuretic peptides-32 were respectively increased by 3 and 2-fold [26] . Subsequently, 2-iodo-N-(4-phenylbutyl)-acetamide was synthesized and the ESI ionization efficiency of peptides Ac-ALCDDPRVDRWY CQFVEG-NH 2 and CYFQNCPRG-NH 2 were respectively improved over 400 and 2000-fold via derivatization, outperforming carboxyamidomethyl-modified counterparts [27] .…”
Section: Derivatization Of Thiol Groupmentioning
confidence: 99%
“…2-Iodo-N-octylacetamide was firstly synthesized and further used for the derivatization of cysteine-containing peptides and the ESI response of laminin nonapeptide and B-type natriuretic peptides-32 were respectively increased by 3 and 2-fold [26] . Subsequently, 2-iodo-N-(4-phenylbutyl)-acetamide was synthesized and the ESI ionization efficiency of peptides Ac-ALCDDPRVDRWY CQFVEG-NH 2 and CYFQNCPRG-NH 2 were respectively improved over 400 and 2000-fold via derivatization, outperforming carboxyamidomethyl-modified counterparts [27] . By further analysis of B-type natriuretic peptide, the limit of detection was decreased about 3.5-fold [28] .…”
Section: Derivatization Of Thiol Groupmentioning
confidence: 99%
“…In addition, it was observed that an increase in the aliphatic chain length increased mass spectral signal intensity, although this enhancement was peptide sequence dependent (data not shown). This was likely due to the increased hydrophobicity of modified peptides [31][32][33][34]. Enhanced signals should also be beneficial to mass spectrometry of phosphopeptides, which are often substoichiometric and of low abundance.…”
Section: Effects Of Esterification On the Specificity Of Phosphoryl Fmentioning
confidence: 99%