S-Trityl-L-cysteine
Synonym(s):S-Trityl-L -cysteine
- CAS NO.:2799-07-7
- Empirical Formula: C22H21NO2S
- Molecular Weight: 363.47
- MDL number: MFCD00002611
- EINECS: 218-195-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-06-30 15:45:59
What is S-Trityl-L-cysteine?
Description
S-Trityl-cysteine (2799-07-7) is a cell permeable inhibitor of mitotic kinesin Eg5 (IC50 for inhibition of basal ATPase activity = 1 μM; IC50 for inhibition of microtubule-activated ATPase activity = 140 nM). Mean growth concentration (GI50) of 1.31 μM for a panel of 60 different tumor cell lines.
Chemical properties
almost white to light yellow granular powder
The Uses of S-Trityl-L-cysteine
A protected cysteine for peptide synthesis. S-Trityl-L-cysteine (STLC) is a tight-binding inhibitor of Eg5 that prevents mitotic progression. It has proven antitumor activity as shown in the NCI 60 tumor cell line screen.
The Uses of S-Trityl-L-cysteine
(+)-S-Trityl-L-cysteine, a non-natural, sulfur-containing amino acid is commonly used as a reagent in solution phase peptide synthesis (SPPS). It is also used as a metal-binding agent to synthesize substituted ferrocenoyl peptide conjugates using HBTU peptide coupling reagent for the cation-sensing applications solution via peptide-metal interactions.
What are the applications of Application
S-Trityl-L-cysteine is a cell-permeable selective inhibitor of mitotic kinesin Eg5 and ATPase activities
Definition
ChEBI: (2R)-2-amino-3-[(triphenylmethyl)thio]propanoic acid is a benzenoid aromatic compound.
Biological Activity
Potent, cell-permeable, selective inhibitor of mitotic kinesin Eg5, a protein required for establishing and maintaining a bipolar spindle. Inhibits basal ATPase activity (IC 50 = 1 mM) and microtubule-activated ATPase activity of Eg5 (IC 50 = 140 nM). Induces mitotic arrest in HeLa cells with an IC 50 of 700 nM. Displays antitumor activity.
storage
Store at +4°C
References
1) DeBonis et al. (2004) In vitro screening for inhibitors of the human mitotic kinesin Eg5 with antimitotic and antitumour activities; Mol. Cancer Ther. 3 1079 2) Brier et al. (2004) Identification of the protein binding region of S-trityl-L-cysteine, a new potent inhibitor of mitotic kinesin Eg5; Biochemistry 43 13072 3) Skoufias et al. (2006) S-trityl-l-cysteine is a reversible, tight-binding inhibitor of the human kinesin eg5 that specifically blocks mitotic progression; J. Biol. Chem., 281 17559
Properties of S-Trityl-L-cysteine
Melting point: | 182-183 °C (dec.)(lit.) |
Boiling point: | 524.7±50.0 °C(Predicted) |
Density | 1.1342 (rough estimate) |
refractive index | 111 ° (C=0.8, 0.04mol Ethanolic HCl) |
storage temp. | Sealed in dry,Room Temperature |
solubility | Soluble in DMSO (up to 20 mg/ml). |
form | White to off-white solid. |
pka | 2.22±0.10(Predicted) |
color | White or off-white |
optical activity | [α]25/D +115°, c = 0.8 in 0.04 M ethanolic HCl |
BRN | 2339626 |
Stability: | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 week. |
CAS DataBase Reference | 2799-07-7(CAS DataBase Reference) |
Safety information for S-Trityl-L-cysteine
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P330:Rinse mouth. P501:Dispose of contents/container to..… |
Computed Descriptors for S-Trityl-L-cysteine
Abamectin manufacturer
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