29208
(N-Succinimidyloxycarbonylmethyl)tris(2,4,6-trimethoxyphenyl)phosphonium bromide
for protein sequence analysis (by MALDI-MS), 98%
Synonym(s):
N-Succinimidyl [tris(2,4,6-trimethoxyphenyl)phosphonio]acetate bromide, TMPP-Ac-OSu
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About This Item
Empirical Formula (Hill Notation):
C33H39BrNO13P
CAS Number:
Molecular Weight:
768.54
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
41116105
MDL number:
Assay:
≥97.5% (HPLC), 98%
Quality Level
assay
≥97.5% (HPLC), 98%
technique(s)
MALDI-MS: suitable
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
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. 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.
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.
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
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Z H Huang et al.
Analytical biochemistry, 268(2), 305-317 (1999-03-17)
We have recently reported a simple procedure by which low picomole quantities of peptides can be modified to the corresponding N-Tris(2, 4,6-trimethoxyphenyl)phosphonium-acetyl (TMPP-Ac) derivatives (Z. H Huang, J. Wu, D. A. Gage, and J. T. Watson, Anal. Chem. 69, 137-144
Ortho-proteogenomics: multiple proteomes investigation through orthology and a new MS-based protocol.
Gallien S
Genome Research, 19 (1), 128-135 (2009)
Conversion of arginine to ornithine for improving the fragmentation pattern of peptides labeled with the N-terminal tris (2, 4, 6-trimethoxyphenyl) phosphonium group in tandem mass spectrometry.
Kuyama H
Analytical Methods : Advancing Methods and Applications, 2 (11), 1792-1797 (2010)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 29208-50MG | 04061826594391 |