S-Trityl-L-cysteineA cell-permeable selective inhibitor of mitotic kinesin Eg5 and ATPase activities

S-Trityl-L-cysteine (CAS 2799-07-7)

S-Trityl-L-cysteine | CAS 2799-07-7 is rated 5.0 out of 5 by 1.
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Application: A cell-permeable selective inhibitor of mitotic kinesin Eg5 and ATPase activities
CAS Number: 2799-07-7
Purity: >98%
Molecular Weight: 363.5
Molecular Formula: C22H21NO2S
* Refer to Certificate of Analysis for lot specific data (including water content).
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S-Trityl-L-cysteine is a cell-permeable cysteine thioether compound that exhibits antitumor and antimitotic properties by inhibiting mitotic kinesin Eg5. S-Trityl-L-cysteine has been found to potently block that basal and microtubule-activated mitotic spindle kinesin ATPase activities. S-Trityl-L-cysteine has been shown to be 36-fold more potent than Monastrol (sc-202710) for inducing mitotic arrest in HeLa cells.


References

1. Brier, S., et al. 2004. Biochemistry. 43: 13072-13082. PMID: 15476401
2. DeBonis, S., et al. 2004. Mol. Cancer Ther. 3: 1079-1090. PMID: 15367702
3. Shimizu, M., et al. 2010. Bioorg. Med. Chem. Lett. 20: 1578-1580. PMID: 20138511

Physical State :
Solid
Solubility :
Soluble in water (partly), DMSO (5 mg/ml), and methanol.
Storage :
Store at -20° C
Melting Point :
182-183° C (lit.)(dec.)
Boiling Point :
524.75° C at 760 mmHg (Predicted)
Density :
1.23 g/cm3 (Predicted)
Refractive Index :
n20D 1.64 (Predicted)
Optical Activity :
α20/D +84°, c = 1 in acetic acid; α25/D +115°, c = 0.8 in 0.04 M ethanolic HCl; α20/D +74.8°, c = 1 in methanol; α20/D +110°±5°, c = C=0.8 in 0.04 M HCl(EtOH)
IC50 :
Block microtubule-activated ATPase activities of Eg5: IC50 = 140 nM (human); Induce mitotic arrest : IC50 = 700 nM (Hela Cells); Eg5: EC5050 = 1720 nM (human); Block basal activated ATPase activities of Eg5 : IC50 = 1 µM ( )
Ki Data :
Eg5: Ki= 26 nM (human)
pK Values :
pKa: 2.22 (Predicted), pKb: 9.4 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
AY7710000
PubChem CID :
76044
MDL Number :
MFCD00002611
Beilstein Registry :
2339626
SMILES :
C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)SC[C@@H](C(=O)O)N

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Certificate of Analysis

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Rated 5 out of 5 by from DeBonis et al DeBonis et al. (PubMed ID 15367702) found that S-Trityl-L-cysteine was an effective Eg5 and ATPase inhibitor that also induced mitotic arrest in HeLa cells. -SCBT Publication Review
Date published: 2015-05-03
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