S-Trityl-L-cysteine

S-Trityl-L-cysteine
  • CAS No.:2799-07-7
Other grades of this product :
S-Trityl-L-cysteine Basic information
Product Name:S-Trityl-L-cysteine
Synonyms:3-(tritylthio)-l-alanin;3-tritylthio-l-alanine;s-(triphenylmethyl)-l-cystein;H-Cys(Trt)-OH (Cys of Animal Origin);H-Cys(Trt)-OH (Cys of Non Animal Origin);L-Cys(Trt)-OH;S-Trityl-L-cysteine≥ 98% (HPLC);H-CYS(TRT)-OH
CAS:2799-07-7
MF:C22H21NO2S
MW:363.47
EINECS:218-195-8
Product Categories:Cell Cycle Regulation;Amino Acid Derivatives;Amino Acids & Derivatives;Aromatics;Chiral Reagents;Enzyme substrates;Amino Acids Derivatives;Cysteine [Cys, C];Amino Acids and Derivatives;Amino Acids 13C, 2H, 15N
Mol File:2799-07-7.mol
S-Trityl-L-cysteine Chemical Properties
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).
pka2.22±0.10(Predicted)
form White to off-white solid.
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 Reference2799-07-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22
Safety Statements 22-24/25
WGK Germany 3
RTECS AY7710000
HS Code 29309090
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
S-Trityl-L-cysteine Usage And Synthesis
DescriptionS-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 Propertiesalmost white to light yellow granular powder
UsesA 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.
UsesA 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.
Uses(+)-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.
Biological ActivityPotent, 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.
References1) 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
S-Trityl-L-cysteine Preparation Products And Raw materials

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