226409-58-1

Basic information

• Product Name: (N-SUCCINIMIDYLOXYCARBONYLME.)TRIS(TRIME
• Synonyms: (N-SUCCINIMIDYLOXYCARBONYLME.)TRIS(TRIME;TMPP-Ac-OSu,N-Succinimidyl[tris(2,4,6-trimethoxyphenyl)phosphonio]acetateBromide;n-succinimidyl [tris(2,4,6-trimethoxyphenyl)phosphonio]acetate bromide;PhosphoniuM, [2-[(2,5-dioxo-1-pyrrolidinyl)oxy]-2-oxoethyl]tris(2,4,6-triMethoxyphenyl)-, broMide;TMPP-Ac-OSu;(N-Succinimidyloxycarbonylmethyl)tris(2,4,6-trimethoxyphenyl)phosphonium bromide, 96%, for protein sequence analysis (by MALDI-MS)
• CAS NO: 226409-58-1
• Molecular Formula: Br1C33H39N1O13P1
• Molecular Weight: 768.54
• Product Categories: Nitric Oxide Reagents;Cross Linking Reagents;MTS & Sulfhydryl Active Reagents
• Mol File: 226409-58-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 201-205 °C (dec.)
• Appearance: /
• Storage Temp.: −20°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: (N-SUCCINIMIDYLOXYCARBONYLME.)TRIS(TRIME(CAS DataBase Reference)
• NIST Chemistry Reference: (N-SUCCINIMIDYLOXYCARBONYLME.)TRIS(TRIME(226409-58-1)
• EPA Substance Registry System: (N-SUCCINIMIDYLOXYCARBONYLME.)TRIS(TRIME(226409-58-1)

Safety Data

• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 226409-58-1(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

Different sources of media describe the Uses of 226409-58-1 differently. You can refer to the following data:
1. A reagent for modifying N-terminal of peptides for fast atom bombardment, FAB or matrix assisted laser desorption/ionization MS, MALDI MS. Used in protein sequencing (by MALDIMS).
2. As a reagent for modifying N-terminal of peptides for fast atom bombardment, FAB or matrix assisted laser desorption/ionization MS, MALDI MS, (N-Succinimidyloxycarbonylmethyl)tris(2,4,6-trimethoxyphenyl)phosphonium bromide can be used in protein sequencing (by MALDIMS)

Upstream product

• 91608-15-0 tris(2,4,6-trimethoxyphenyl)phosphine 
• 42014-51-7 bromoacetic acid N-hydroxusuccinimidyl ester 

Relevant articles and documents

Coumarin tags for analysis of peptides by MALDI-TOF MS and MS/MS. 2. Alexa fluor 350 tag for increased peptide and protein identification by LC-MALDI-TOF/TOF MS

The goal of this study was the development of N-terminal tags to improve peptide identification using high-throughput MALDI-TOF/TOF MS. Part 1 of the study was focused on the influence of derivatization on the intensities of MALDI-TOF MS signals of peptides. In part 2, various derivatization approaches for the improvement of peptide fragmentation efficiency in MALDI-TOF/TOF MS are explored. We demonstrate that permanent cation tags, while significantly improving signal intensity in the MS mode, lead to severe suppression of MS/MS fragmentation, making these tags unsuitable for high-throughput MALDI-TOF/TOF MS analysis. In the present work, it was found that labeling with Alexa Fluor 350, a coumarin tag containing a sulfo group, along with guanidation of ε-amino groups of Lys, could enhance unimolecular fragmentation of peptides with the formation of a high-intensity y-ion series, while the peptide intensities in the MS mode were not severely affected. LC-MALDI-TOF/TOF MS analysis of tryptic peptides from the SCX fractions of an E. coli lysate revealed improved peptide scores, a doubling of the total number of peptides, and a 30% increase in the number of proteins identified, as a result of labeling. Furthermore, by combining the data from native and labeled samples, confidence in correct identification was increased, as many proteins were identified by different peptides in the native and labeled data sets. Additionally, derivatization was found not to impair chromatographic behavior of peptides. All these factors suggest that labeling with Alexa Fluor 350 is a promising approach to the high-throughput LC-MALDI-TOF/TOF MS analysis of proteomic samples.

Qualitative and quantitative analysis of small amine molecules by MALDI-TOF mass spectrometry through charge derivatization

A pair of isotopically coded light and heavy reagents, tris-(2,4,6- trimethoxyphenyl)phosphonium acetic acid-N-hydroxysuccinimide esters (1 and 2) were synthesized and used to derivatize low molecular weight (500 Da) molecules containing primary or secon