228120-24-9

Basic information

• Product Name: 3-<(S)-2-amino-2-carboxy-1,1-dimethylethylthio>-5-<(S)-2-amino-2-carboxyethyl>-1,2-dihydroxybenzene
• CAS NO: 228120-24-9
• Molecular Weight: 344.389
• Mol File: 228120-24-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-<(S)-2-amino-2-carboxy-1,1-dimethylethylthio>-5-<(S)-2-amino-2-carboxyethyl>-1,2-dihydroxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 3-<(S)-2-amino-2-carboxy-1,1-dimethylethylthio>-5-<(S)-2-amino-2-carboxyethyl>-1,2-dihydroxybenzene(228120-24-9)
• EPA Substance Registry System: 3-<(S)-2-amino-2-carboxy-1,1-dimethylethylthio>-5-<(S)-2-amino-2-carboxyethyl>-1,2-dihydroxybenzene(228120-24-9)

Safety Data

• Hazardous Substances Data: 228120-24-9(Hazardous Substances Data)

Upstream product

• 52-67-5 3,3-dimethyl-D-cysteine 
• 59-92-7 levodopa 

Relevant articles and documents

A New Insight in the Biosynthesis of Pheomelanins: Characterization of a Labile 1,4-Benzothiazine Intermediate

It has long been known that pheomelanins, the distinctive pigments of red hair and Celtic skin, arise by the oxidative cyclization of cysteinyldopas, mainly the 5-S-isomer 1, via 1,4-benzothiazines. However, the nature and reactivity of these intermediates have remained poorly defined. In an reexamination of the oxidation of 1, in aqueous buffers at physiological pHs, a hitherto unknown labile intermediate was identified and formulated as the 3-hydroxy-3,4-dihydro-1,4-benzothiazine 5 based on direct NMR analysis of the reaction mixture and conversion to the stable benzothiazines 3 and 4 under different conditions. Structure 5 was further supported by oxidation of the model compound 6 leading to the analogous more stable 2,2-dimethyldihydro-1,4-benzothiazine 9.