N,O-Didansyl-L-tyrosine cyclohexylammonium salt

Names

[ Name ]:
N,O-Didansyl-L-tyrosine cyclohexylammonium salt

[Synonym ]:
cyclohexanamine,(2S)-2-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]-3-[4-[5-(dimethylamino)naphthalen-1-yl]sulfonyloxyphenyl]propanoic acid

Biological Activity

[Description]:

N,O-Didansyl-L-tyrosine cyclohexylammonium is a potent selective thymidylate synthase (TS) inhibitor，acts on TS of Escherichia coli, Lactobacillus casei and human with the IC50 values of 5.0, 3.4 and 119 μM, respectively[1].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Thymidylate Synthase

Research Areas >> Cancer

[Target]

IC50: 3.4 μM (LcTS)，5.0 μM (EcTS), 119 μM (hTS)[1].

[References]

[1]. T A Fritz, et al. Predicting and harnessing protein flexibility in the design of species-specific inhibitors of thymidylate synthase. Chem Biol. 2001 Oct;8(10):981-95.

Chemical & Physical Properties

[ Molecular Formula ]:
C₃₉H₄₆N₄O₇S₂

[ Molecular Weight ]:
746.93500

[ Exact Mass ]:
746.28100

[ PSA ]:
176.10000

[ LogP ]:
9.39750

MSDS

Click to get detail MSDS

Safety Information

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Articles

Predicting and harnessing protein flexibility in the design of species-specific inhibitors of thymidylate synthase.

Chem. Biol. 8 , 981-995, (2001)

Protein plasticity in response to ligand binding abrogates the notion of a rigid receptor site. Thus, computational docking alone misses important prospective drug design leads. Bacterial-specific inh...

Improving specificity vs bacterial thymidylate synthases through N-dansyl modulation of didansyltyrosine.

J. Med. Chem. 48 , 913-916, (2005)

N,O-Didansyl-L-tyrosine (DDT) represented the starting lead for further development of novel non-substrate-like inhibitors of bacterial thymidylate synthase. The N-dansyl structure modulation led to a...

Constrained dansyl derivatives reveal bacterial specificity of highly conserved thymidylate synthases.

ChemBioChem. 9 , 779-790, (2008)

The elucidation of the structural/functional specificities of highly conserved enzymes remains a challenging area of investigation, and enzymes involved in cellular replication are important targets f...