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Key Documents

29208

Supelco

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

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

Sinonimo/i:

N-Succinimidyl [tris(2,4,6-trimethoxyphenyl)phosphonio]acetate bromide, TMPP-Ac-OSu

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About This Item

Formula empirica (notazione di Hill):
C33H39BrNO13P
Numero CAS:
Peso molecolare:
768.54
Numero MDL:
Codice UNSPSC:
41116105
ID PubChem:
NACRES:
NA.21

Grado

for protein sequence analysis (by MALDI-MS)

Livello qualitativo

Saggio

≥98.5% (HPLC)
≥98.5%

tecniche

MALDI-MS: suitable

Punto di fusione

199-205 °C (dec.)

Temperatura di conservazione

−20°C

Stringa SMILE

[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
YKMSQZIYVKTUHI-UHFFFAOYSA-M

Descrizione generale

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.

Applicazioni

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.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Altre note

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

Prodotti correlati

N° Catalogo
Descrizione
Determinazione del prezzo

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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Z. Huang et al.
Analytical Biochemistry, 69, 137-137 (1997)
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)
M Lisa Manier et al.
Journal of mass spectrometry : JMS, 49(8), 665-673 (2014-07-22)
Imaging mass spectrometry (IMS) studies increasingly focus on endogenous small molecular weight metabolites and consequently bring special analytical challenges. Since analytical tissue blanks do not exist for endogenous metabolites, careful consideration must be given to confirm molecular identity. Here, we

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