Table III

List of Compounds That Can Potentially Form Covalent Modification of Proteins

Agents or MechanismsCompounds
Michael acceptors(2E,9Z)-Ethyl 12-oxoctadeca-2,9-dienoate
1-((2-Ethylheptyl)oxy)-1-oxopropan-2-yl (1-((2-ethylhexyl)oxy)-1-oxopropan-2-yl) maleate
1-((3-Butyl-4-methylcyclohexa-1,5-dien-1-yl)methoxy)-1-oxopropan-2-yl (1-((4-ethyl-3-methylbenzyl)oxy)-1-oxopropan-2-yl) maleate*
1,6-Hexanedioldiacrylate
13-oxooctadeca-9,11-dienoic acid
1-Hydroxy-2-propyl methacrylate
1-oxo-1-(((2E,5E)-2-((Z)-prop-1-en-1-yl)octa-2,5-dien-1-yl)oxy)propan-2-yl (1-oxo-1-(((E)-2-((Z)-prop-1-en-1-yl)hept-2-en-1-yl)oxy)propan-2-yl) maleate*
2,6 Di(tert-butyl)-4-hydroxy-4-methyl-2,5-cyclohexandien-1-one (BHT-OH)*
2,6-di-tert-butyl-4-methylene-2,5-cyclohexandienone (BHT-quinone-methide)*
2,6-Di-tert-butyl-p-benzoquinone (BHT-quinone)*
2-Hydroxypropyl methacrylate
3-tert-Butyl-4-hydroxyanisole
4-ethyl 1-methyl 2-hexanoylsuccinate
7,9-bis(tert-butyl)-1-oxaspiro[4,5]deca-6,9-diene-2,8-dione (BODDD)*
Acrylic Acid
Bis(1-((2-ethylhexyl)oxy)-1-oxopropan-2-yl) maleate Isomers
Dibutylmaleate
Dihexyl maleate (Methyl maleate)
Isobornyl methacrylate
Methacrylic acid (MAA)
Tetraethylene glycol dimethacrylate
Tetrahydrofurfuryl methacrylate
Schiff base formers2,6 Di(tert-butyl)-4-hydroxy-4-methyl-2,5-cyclohexandien-1-one (BHT-OH)*
2,6-di-tert-butyl-4-methylene-2,5-cyclohexandienone (BHT-quinone-methide)*
2,6-Di-tert-butyl-p-benzoquinone (BHT-quinone)*
3,4-Dimethylbenzaldehdye
3,5 Di-tert-butyl-4-hydroxybenzaldehyde (BHT-aldehyde)
3,5,5-Trimethyl-2-cyclohexenone
4-(((1,3-dihydroxypropoxy)(((4Z,6E)-7-hydroxy-4-(hydroxymethyl)-6-methylhepta-4,6-dien-1-yl)oxy)phosphoryl)oxy)-4-hydroxybutanoic acid
Benzaldehyde
Dodecanamide,N-[3-(dimethyloxidoamino)propyl]Hexanal
N,N-bis(2-hydroxyethyl) alkylamine (Atmer 163)
N-myristoylethylenediamine/N-stearoylethylenediamine
Acylating agents1-((3-Butyl-4-methylcyclohexa-1,5-dien-1-yl)methoxy)-1-oxopropan-2-yl (1-((4-ethyl-3-methylbenzyl)oxy)-1-oxopropan-2-yl) maleate*
1,3,5-tris[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-1,3,5-triazinane-2,4,6-trione
1-oxo-1-(((2E,5E)-2-((Z)-prop-1-en-1-yl)octa-2,5-dien-1-yl)oxy)propan-2-yl (1-oxo-1-(((E)-2-((Z)-prop-1-en-1-yl)hept-2-en-1-yl)oxy)propan-2-yl) maleate*
7,9-bis(tert-butyl)-1-oxaspiro[4,5]deca-6,9-diene-2,8-dione (BODDD)*
Decyl (2,6-dimethoxyphenyl) glutarate
N-(2-ethyl-1-oxooctyl) alanine
Phthalic anhydride
Aliphatic nucleophilic substitutions(2Z, 6E)-1-bromo-6-ethylidene-2-methyldec-2-ene
1-((3-Butyl-4-methylcyclohexa-1,5-dien-1-yl)methoxy)-1-oxopropan-2-yl (1-((4-ethyl-3-methylbenzyl)oxy)-1-oxopropan-2-yl) maleate*
1-oxo-1-(((2E,5E)-2-((Z)-prop-1-en-1-yl)octa-2,5-dien-1-yl)oxy)propan-2-yl (1-oxo-1-(((E)-2-((Z)-prop-1-en-1-yl)hept-2-en-1-yl)oxy)propan-2-yl)* maleate
Epoxidized soybean oil
Tris (2-chloroethyl) phosphate
Aromatic nuceophilic substitutionsAtrazine
Transition metalsChromium
Copper
Iron
Iron oxide
Manganese
Nickel
Tungsten
Zinc
  • * Compounds with multiple mechanisms of interaction.