| Identification | More | [Name]
S-Trityl-L-cysteine | [CAS]
2799-07-7 | [Synonyms]
CYSTEINE(TRT)-OH
EG5 INHIBITOR II
H-CYS(TRT)-OH
NSC 83265
S-(TRIPHENYLMETHYL)-L-CYSTEINE
(+)-S-TRITYL-L-CYSTEINE
S-TRITYL-L-CYSTEINE
TRITYL-L-CYSTEINE
3-(tritylthio)-l-alanin
3-tritylthio-l-alanine
s-(triphenylmethyl)-l-cystein
S-TRITYL-L-CYSTEINE CRYSTALLINE
(+)-S-TRITYL-L-CYSTEINE 97%
L-Cysteine,-3,3-D2-S-Trityl
Dimethyl 5-bromopyridine-2,3-dicarboxylate
H-L-Cys(Trt)-OH
S-TRITYL-L-CYSTEINE extrapure
(R)-2-Amino-3-(tritylthio)propionic acid
(R)-S-Tritylcysteine
S-Trityl-(R)-cycteine | [EINECS(EC#)]
218-195-8 | [Molecular Formula]
C22H21NO2S | [MDL Number]
MFCD00002611 | [Molecular Weight]
363.47 | [MOL File]
2799-07-7.mol |
| Chemical Properties | Back Directory | [Appearance]
almost white to light yellow granular powder | [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. ]
-20°C | [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 Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
AY7710000
| [HS Code ]
29309090 | [Toxicity]
dog,LDLo,intravenous,150mg/kg (150mg/kg),GASTROINTESTINAL: NAUSEA OR VOMITINGGASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY),National Technical Information Service. Vol. PB81-109993, |
| Hazard Information | Back Directory | [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 | [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. | [Uses]
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. | [Uses]
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. | [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 |
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