389070-77-3

Basic information

• Product Name: (2-BENZENESULFONYLAMINO-ACETYLAMINO)-ACETIC ACID
• Synonyms: (2-BENZENESULFONYLAMINO-ACETYLAMINO)-ACETIC ACID;TIMTEC-BB SBB012164;Glycine,N-(phenylsulfonyl)glycyl-;(phenylsulfonyl)glycylglycine
• CAS NO: 389070-77-3
• Molecular Formula: C₁₀H₁₂N₂O₅S
• Molecular Weight: 272.28
• Mol File: 389070-77-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: (2-BENZENESULFONYLAMINO-ACETYLAMINO)-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2-BENZENESULFONYLAMINO-ACETYLAMINO)-ACETIC ACID(389070-77-3)
• EPA Substance Registry System: (2-BENZENESULFONYLAMINO-ACETYLAMINO)-ACETIC ACID(389070-77-3)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 389070-77-3(Hazardous Substances Data)

Usage

Uses

{N}-(phenylsulfonyl)glycylglycine is commonly used as a ligand in Copper complexes.

InChI:InChI=1/C10H12N2O5S/c13-9(11-7-10(14)15)6-12-18(16,17)8-4-2-1-3-5-8/h1-5,12H,6-7H2,(H,11,13)(H,14,15)/p-1

Upstream product

• 74427-60-4 1-(phenylsulphonylamino)acetyl chloride 
• 6000-44-8 sodium glycinate 
• 56-40-6 glycine 

Relevant articles and documents

Metal complexes of some peptide derivatives. Part-XIV. Complex formation of copper(II) with N-benzenesulfonamides of some dipeptides

Combined potentiometric and spectrophotometric investigation on the complex formation equilibria of CuII with N-benzenesulfonyl derivatives of some dipeptides, viz. glycylglycine, glycyl-dl-α-alanine, glycyl-dl-methionine, glycyl-β-alanine, β-alanylglycine (AH 2) in aqueous solution provides evidence of complexes of the types: Cu(AH)+, Cu(H-1AH), Cu(H-1A)-, Cu(H-1 A)(OH)2-, Cu(AH)2, Cu(H -1AH)(AH)-, Cu(H-1AH)2 2-, Cu(H-1A)(H-1AH)3- and Cu(H -1A)24-. Deprotonation constants (pK COOHH and pKSO2NHH) of the ligands and formation constants of the complexes at 25 ± 1° in aqueous solution, I = 0.2 M (NaNO3), are correlated with the modes of coordination of the amide and sulfonamide groups, size of the chelate rings, and metal-ligand and ligand-ligand π-interactions. Deprotonation constants of coordinated H2O molecules in the square-planar, or distorted octahedral Cu(H-1A)(H2O)- complexes indicate their equatorial disposition. The tendency of the ternary hydroxo complexes, Cu(H-1A)(OH)2- to transform into to Cu(H -1A)24- with precipitation of Cu(OH) 2 at pH >9 is found to be in the inverse order of stability constants of these complexes.

Metal Complexes of Some Peptide Derivatives: Part IV - Complex Formation of Copper(II) with N-benzenesulphonylglycylglycine

Potentiometric and spectrophotometric studies of the complexation reaction of copper(II) with N-benzenesulphonylglycylglycine (NBSGG or LH2) in aqueous solution provide evidence for the formation of a variety of complexes: Cu(LH)(H2O)2(+); Cu(H-1LH)(H2O); Cu(H-1L)(H2O)(-); Cu(H-1L)(OH)(2-); Cu(LH)2(H2O)2; Cu(H-1LH)(LH)(H2O)(-); Cu(H-1LH)2(2-); Cu(H-1L)(H-1LH)(3-); and Cu(H-1L)2(4-).Formation constants of all these complexes have been determined at 25 deg C, 35 deg C and 45 deg C and μ = 0.2 mol dm-3 (NaNO3) and the accompanying changes in free energy, enthalpy and entropy have been correlated with the modes of bonding of the ligand.At pH -1LH)2(2-) in 1:5 and 1:10 systems and the terdentate (N,N,O) complex Cu(H-1L)*(H2O)(-) in 1:1 system.Metal-promoted amide deprotonation always precedes deprotonation of coordinated sulphonamido group.The (SO2NH)CuH-pK(CONH)CuH> values are found to be 0.60+/-0.05 for Cu(LH)(H2O)2(+) and 3.6+/-0.1 for Cu(LH)2(H2O)2.The (SO2NH)H-pK(SO2NH)CuH> values are 0.90+/-0.05 between LH(-) and Cu(H-1LH)2(2-) and as high as 3.8+/-0.1 between LH(-) and Cu(H-1LH)(H2O).Deprotonation constant of coordinated water in the complex Cu(H-1L)(H2O)(-) is fairly close to the values for the equatorially coordinated water in square planar complexes of Cu(II).