{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}tris(2,4,6-trimethoxyphenyl)phosphanium bromide

• ChemBase ID: 157950
• Molecular Formular: C33H39BrNO13P
• Molecular Mass: 768.539421
• Monoisotopic Mass: 767.13423894
• SMILES: COc1cc(c(c(c1)OC)[P+](CC(=O)ON1C(=O)CCC1=O)(c1c(cc(cc1OC)OC)OC)c1c(cc(cc1OC)OC)OC)OC.[Br-]
• Canonical SMILES: COc1cc(OC)cc(c1[P+](c1c(OC)cc(cc1OC)OC)(c1c(OC)cc(cc1OC)OC)CC(=O)ON1C(=O)CCC1=O)OC.[Br-]
• InChI: 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
• InChIKey: YKMSQZIYVKTUHI-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: {2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}tris(2,4,6-trimethoxyphenyl)phosphanium bromide
• IUPAC Traditional name: {2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}tris(2,4,6-trimethoxyphenyl)phosphanium bromide
• Synonyms: TMPP-Ac-OSu; N-Succinimidyl [tris(2,4,6-trimethoxyphenyl)phosphonio]acetate bromide; (N-Succinimidyloxycarbonylmethyl)tris(2,4,6-trimethoxyphenyl)phosphonium bromide; TMPP-Ac-OSu, N-Succinimidyl [tris(2,4,6-trimethoxyphenyl)phosphonio]acetate Bromide; (N-Succinimidyloxycarbonyl-methyl)tris(2,4,6-trimethoxyphenyl)phosphonium Bromide; N-琥珀酰亚胺基[三(2,4,6-三甲氧苯基)磷基]溴乙酸酯; (N-琥珀酰亚胺基氧代羰基甲基)三(2,4,6-三甲氧苯基)溴化膦

Database IDs

• CAS Number: 226409-58-1
• MDL Number: MFCD03095505
• PubChem SID: 24857556; 162252086
• PubChem CID: 16211859

CALCULATED PROPERTIES

• Acid pKa: 13.967139
• H Acceptors: 12
• H Donor: 0
• LogD (pH = 5.5): 2.0820956
• LogD (pH = 7.4): 2.0820956
• Log P: 1.8487623
• Molar Refractivity: 172.1268 cm^3
• Polarizability: 67.698524 Å^3
• Polar Surface Area: 146.75 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White Solid
• Melting Point: 123-126°C; 199-205 °C (dec.)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.5%; ≥98.5% (HPLC)
• Grade: for protein sequence analysis (by MALDI-MS)
• Empirical Formula (Hill Notation): C33H39BrNO13P

DETAILS

Sigma Aldrich - 29208

Other Notes
Reagent for modifying N-termial of peptides for fast atom bombardment, FAB or matrix assisted laser desorption/ionization MS, MALDI MS1,2

Toronto Research Chemicals - S691275

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).

REFERENCES

• Huang, Z., et al.: Anal. Biochem., 69, 137 (1997)