Description

N-(carboxymethyl)-N-[2-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)ethyl]glycine 4-methylbenzenesulfonate (CAS No. 207612-93-9) is a high-purity organic compound with the molecular formula C₁₇H₂₀N₂O₉S. This specialized chemical features a unique pyrrole-dione moiety coupled with a carboxymethylaminoacetic acid structure, forming a stable salt with p-toluenesulfonic acid. Its IUPAC name is 2-[carboxymethyl-[2-(2,5-dioxopyrrol-1-yl)ethyl]amino]acetic acid;4-methylbenzenesulfonic acid. The compound is supplied as a crystalline solid with >95% purity (HPLC), ideal for research applications requiring precise molecular interactions. Proper storage at 2-8°C in airtight containers is recommended to maintain stability. This product is particularly valuable in peptide modification studies and polymer chemistry due to its reactive dihydrodioxopyrrole group and dual carboxylic acid functionality.

Properties

• CAS Number: 207612-93-9
• Complexity: 589
• IUPAC Name: 2-[carboxymethyl-[2-(2,5-dioxopyrrol-1-yl)ethyl]amino]acetic acid;4-methylbenzenesulfonic acid
• InChI: InChI=1S/C10H12N2O6.C7H8O3S/c13-7-1-2-8(14)12(7)4-3-11(5-9(15)16)6-10(17)18;1-6-2-4-7(5-3-6)11(8,9)10/h1-2H,3-6H2,(H,15,16)(H,17,18);2-5H,1H3,(H,8,9,10)
• InChI Key: HDLHNIUDZCKIRL-UHFFFAOYSA-N
• Exact Mass: 428.08895139
• Molecular Formula: C17H20N2O9S
• Molecular Weight: 428.4
• SMILES: CC1=CC=C(C=C1)S(=O)(=O)O.C1=CC(=O)N(C1=O)CCN(CC(=O)O)CC(=O)O
• Topological: 178
• Monoisotopic Mass: 428.08895139
• Synonyms: 207612-93-9, N-(carboxymethyl)-N-[2-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl), 2-[carboxymethyl-[2-(2,5-dioxopyrrol-1-yl)ethyl]amino]acetic acid;4-methylbenzenesulfonic acid, MFCD16876287, 2,2′-((2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl)azanediyl)diacetic acid compound with 4-methylbenzenesulfonic acid, Glycine, N-(carboxymethyl)-N-[2-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)ethyl]-, 4-methylbenzenesulfonate (1:1), 2-[(carboxymethyl)[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl]amino]acetic acid; 4-methylbenzene-1-sulfonic acid, 2,2′-((2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl)azanediyl)diacetic acid compound with 4-methylbenzenesulfonic acid (1:1), SY370239, 2,2′-((2-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl)aZanediyl)diacetic acid tosylate, 2,2 inverted exclamation mark -[[2-(2,5-Dioxo-2,5-dihydro-1-pyrrolyl)ethyl]azanediyl]diacetic Acid Tosylate, 2,2′-((2-(2,5-DIOXO-2,5-DIHYDRO-1H-PYRROL-1-YL)ETHYL)AZANEDIYL)DIACETIC ACID COMPOUND 4-METHYLBENZENESULFONIC ACID SALT

Application

This compound serves as a versatile building block in organic synthesis, particularly for introducing maleimide-like reactivity via its dihydrodioxopyrrole group. Researchers utilize it for bioconjugation applications, where its carboxylic acid groups enable coupling with amines while the pyrrole-dione moiety reacts with thiols. In materials science, it finds use as a crosslinking agent for polymers containing nucleophilic functional groups. The p-toluenesulfonate counterion enhances solubility in polar organic solvents for reaction optimization studies.

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