29208

(N-Succinimidyloxycarbonylmethyl)tris(2,4,6-trimethoxyphenyl)phosphonium bromide

for protein sequence analysis (by MALDI-MS), ≥98.5%

• Synonym(s): N-Succinimidyl [tris(2,4,6-trimethoxyphenyl)phosphonio]acetate bromide, TMPP-Ac-OSu
• Empirical Formula (Hill Notation): C₃₃H₃₉BrNO₁₃P
• CAS Number: 226409-58-1
• Molecular Weight: 768.54
• MDL number: MFCD03095505
• UNSPSC Code: 41116105
• PubChem Substance ID: 329753320
• NACRES: NA.21

Properties

• grade: for protein sequence analysis (by MALDI-MS)
• Quality Level: 100
• assay: ≥98.5% (HPLC); ≥98.5%
• technique(s): MALDI-MS: suitable
• mp: 199-205 °C (dec.)
• Storage temp.: −20°C
• SMILES string: [Br-].COc1cc(OC)c(c(OC)c1)[P+](CC(=O)ON2C(=O)CCC2=O)(c3c(OC)cc(OC)cc3OC)c4c(OC)cc(OC)cc4OC
• InChI: 1S/C33H39NO13P.BrH/c1-38-19-12-22(41-4)31(23(13-19)42-5)48(18-30(37)47-34-28(35)10-11-29(34)36,32-24(43-6)14-20(39-2)15-25(32)44-7)33-26(45-8)16-21(40-3)17-27(33)46-9;/h12-17H,10-11,18H2,1-9H3;1H/q+1;/p-1
• Inchi Key: YKMSQZIYVKTUHI-UHFFFAOYSA-M

Description

General description

N-Succinimidyloxycarbonylmethyl tris(2,4,6-trimethoxyphenyl)phosphonium bromide (TMPP-Ac-OSu) is an acylating reagent, and is generally used for the selective derivatization of N-terminal a-amino group of peptide. The TMPP-acetylated peptides undergo fragmentation thereby creating a-type ions, thus obtaining sequence information becomes easier, even without the usage of automated computational approach.[1] It can be used as a labelling reagent in liquid chromatography-coupled mass spectrometry (LC-MS/MS) of N-terminal peptides, so as to improve ionization efficiency, simplify fragmentation, and retention times, thereby leading to better separation of peptides.[2]

Application

TMPP-Ac-OSu was used for labelling peptides, in tandem mass spectrometry, done for converting arginine to ornithine, in order to improve the fragmentation pattern of peptides.[1]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Reagent for modifying N-termial of peptides for fast atom bombardment, FAB or matrix assisted laser desorption/ionization MS, MALDI MS[3][4]

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)