(N-Succinimidyloxycarbonyl-methyl)tris(2,4,6-trimethoxyphenyl)phosphonium bromide (CAS 226409-58-1)

(N-Succinimidyloxycarbonyl-methyl)tris(2,4,6-trimethoxyphenyl)phosphonium bromide (SCTMPS) is a reagent for modifying the N-terminal of peptides for fast atom bombardment (FAB) or matrix assisted laser desorption/ionization (MS, MALDIMS). This compound is used in protein sequencing by MALDIMS. It functions as a coupling agent, facilitating the formation of peptide bonds between amino acids during peptide synthesis. (N-Succinimidyloxycarbonyl-methyl)tris(2,4,6-trimethoxyphenyl)phosphonium bromide is particularly useful for introducing carboxylic acid derivatives, such as amine-reactive groups or fluorescent probes, onto peptide chains. The compound′s structure consists of a phosphonium salt core, which is essential for its reactivity and stability. The three 2,4,6-trimethoxyphenyl groups enhance the solubility of (N-Succinimidyloxycarbonyl-methyl)tris(2,4,6-trimethoxyphenyl)phosphonium bromide in organic solvents and help to stabilize the intermediate peptide bond formation. Researchers employ (N-Succinimidyloxycarbonyl-methyl)tris(2,4,6-trimethoxyphenyl)phosphonium bromide in various applications, including solid-phase peptide synthesis (SPPS), peptide labeling, and peptide conjugation. It allows for efficient and selective peptide coupling reactions, leading to the synthesis of custom peptides with desired modifications or functional groups.