(N-Succinimidyloxycarbonyl-methyl)tris(2，4，6-trimethoxyphenyl)phosphoniumBromide - ≥98% , CAS No.226409-58-1

CAS: 226409-58-1 Cat. No.: N137531 Molecular Weight: 768.54

GRADE & PURITY ≥98%

Synonyms

SCHEMBL4288808 | AKOS030241837 | (N-Succinimidyloxycarbonyl-methyl)tris(2,4,6-trimethoxyphenyl)phosphonium Bromide | DTXSID00583500 | [2-(2,5-dioxopyrrolidin-1-yl)oxy-2-oxoethyl]-tris(2,4,6-trimethoxyphenyl)phosphanium;bromide | (N-Succinimidyloxycarbonyl

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

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.

Specifications

Synonyms

SCHEMBL4288808 | AKOS030241837 | (N-Succinimidyloxycarbonyl-methyl)tris(2, 4, 6-trimethoxyphenyl)phosphonium Bromide | DTXSID00583500 | [2-(2, 5-dioxopyrrolidin-1-yl)oxy-2-oxoethyl]-tris(2, 4, 6-trimethoxyphenyl)phosphanium;bromide | (N-Succinimidyloxycarbonyl

Specifications & Purity

≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504768146
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504768146
• Canonical Smiles: COC1=CC(=C(C(=C1)OC)[P+](CC(=O)ON2C(=O)CCC2=O)(C3=C(C=C(C=C3OC)OC)OC)C4=C(C=C(C=C4OC)OC)OC)OC.[Br-]
• IUPAC Name: [2-(2,5-dioxopyrrolidin-1-yl)oxy-2-oxoethyl]-tris(2,4,6-trimethoxyphenyl)phosphanium;bromide
• InChIKey: YKMSQZIYVKTUHI-UHFFFAOYSA-M
• 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
• Isomeric SMILES: COC1=CC(=C(C(=C1)OC)[P+](CC(=O)ON2C(=O)CCC2=O)(C3=C(C=C(C=C3OC)OC)OC)C4=C(C=C(C=C4OC)OC)OC)OC.[Br-]
• Molecular Weight: 768.54
• Reaxy-Rn: 10234008
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=10234008&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Phenylphosphines and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Phenylphosphines and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylphosphines and derivatives
• Alternative Parents: Phenoxy compounds Anisoles Methoxybenzenes Alkyl aryl ethers Pyrrolidine-2-ones Dicarboximides Carboxylic acid salts Lactams Azacyclic compounds Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Organic zwitterions Organonitrogen compounds Carbonyl compounds Organopnictogen compounds Organic bromide salts Organophosphorus compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Triphenylphosphine - Phenoxy compound - Anisole - Phenol ether - Methoxybenzene - Alkyl aryl ether - Phenylphosphine - Pyrrolidone - 2-pyrrolidone - Dicarboximide - Pyrrolidine - Carboxylic acid salt - Lactam - Carboxylic acid derivative - Ether - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Organophosphorus compound - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxygen compound - Organic oxide - Organopnictogen compound - Carbonyl group - Organic bromide salt - Organic nitrogen compound - Organic salt - Organic zwitterion - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylphosphines and derivatives. These are compounds containing a phenylphosphine, which consists of phosphine substituent bound to a phenyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Melt Point(°C): 199-205°C
• Molecular Weight: 768.500 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 16
• Exact Mass: 767.134 Da
• Monoisotopic Mass: 767.134 Da
• Topological Polar Surface Area: 147.000 Ų
• Heavy Atom Count: 49
• Formal Charge: 0
• Complexity: 936.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

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