Drug intelligence / Profile preview

N,O-didansyl-L-tyrosine

Development stage
Unknown
Modality
Peptide-Drug Conjugates → Peptide Conjugates → Peptides, Small Molecules
01

Overview

N,O-didansyl-L-tyrosine is a synthetic derivative of the amino acid L-tyrosine in which both the amino group and the phenolic hydroxyl group are derivatized with dansyl (5-dimethylaminonaphthalene sulfonamide) groups. It is a fluorescent compound characterized by its naphthalene rings and sulfonamide linkages attached to the tyrosine backbone. This molecule has been used primarily as a biochemical probe or reagent due to its strong fluorescence properties. Notably, it acts as a potent and selective inhibitor of thymidylate synthase (TS), an enzyme critical for DNA synthesis; this inhibition has been demonstrated in bacterial species such as Escherichia coli and Lactobacillus casei. There are no approved therapeutic indications for this compound; it is considered experimental and mainly used in research settings for studying enzyme mechanisms or as a fluorescent label[3][9][1].

Other names
(2S)-3-(4-(((5-(dimethylamino)naphthalen-1-yl)sulfonyl)oxy)phenyl)-2-(5-(dimethylamino)naphthalene-1-sulfonamido)propanoic acid(2S)-3-[4-({[5-(dimethylamino)naphthalen-1-yl]sulfonyl}oxy)phenyl]-2-[5-(dimethylamino)naphthalene-1-sulfonamido]propanoic acidDan-Tyr(Dan)(Dan)-OHN,O-Bis{[5-(dimethylamino)-1-naphthyl]sulfonyl}-L-tyrosine
02

Targets

TS (Thymidylate synthase)

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