52011-43-5

Basic information

• Product Name: N-bromoacetylethanolamine phosphate
• Synonyms: N-bromoacetylethanolamine phosphate
• CAS NO: 52011-43-5
• Molecular Formula: C4H9 Br N O5 P
• Molecular Weight: 262
• Mol File: 52011-43-5.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Density: 1.882g/cm³
• Refractive Index: 1.539
• CAS DataBase Reference: N-bromoacetylethanolamine phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: N-bromoacetylethanolamine phosphate(52011-43-5)
• EPA Substance Registry System: N-bromoacetylethanolamine phosphate(52011-43-5)

Safety Data

• Hazardous Substances Data: 52011-43-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H9BrNO5P/c5-3-4(7)6-1-2-11-12(8,9)10/h1-3H2,(H,6,7)(H2,8,9,10)

Upstream product

• 1071-23-4 2-aminoethyl dihydrogen phosphate 
• 598-21-0 2-Bromoacetyl bromide 

Relevant articles and documents

Design, synthesis, and evaluation of substrate – analogue inhibitors of Trypanosoma cruzi ribose 5-phosphate isomerase type B

Ribose 5-phosphate isomerase type B (RPI-B) is a key enzyme of the pentose phosphate pathway that catalyzes the isomerization of ribose 5-phosphate (R5P) and ribulose 5-phosphate (Ru5P). Trypanosoma cruzi RPI-B (TcRPI-B) appears to be a suitable drug-target mainly due to: (i) its essentiality (as previously shown in other trypanosomatids), (ii) it does not present a homologue in mammalian genomes sequenced thus far, and (iii) it participates in the production of NADPH and nucleotide/nucleic acid synthesis that are critical for parasite cell survival. In this survey, we report on the competitive inhibition of TcRPI-B by a substrate – analogue inhibitor, Compound B (Ki = 5.5 ± 0.1 μM), by the Dixon method. This compound has an iodoacetamide moiety that is susceptible to nucleophilic attack, particularly by the cysteine thiol group. Compound B was conceived to specifically target Cys-69, an important active site residue. By incubating TcRPI-B with Compound B, a trypsin digestion LC-MS/MS analysis revealed the identification of Compound B covalently bound to Cys-69. This inhibitor also exhibited notable in vitro trypanocidal activity against T. cruzi infective life-stages co-cultured in NIH-3T3 murine host cells (IC50 = 17.40 ± 1.055 μM). The study of Compound B served as a proof-of-concept so that next generation inhibitors can potentially be developed with a focus on using a prodrug group in replacement of the iodoacetamide moiety, thus representing an attractive starting point for the future treatment of Chagas’ disease.