S-Trityl-L-cysteine

Bezeichnung:S-Trityl-L-cysteine

CAS-Nr2799-07-7

Englisch Name:S-Trityl-L-cysteine

CBNumberCB7164332

SummenformelC22H21NO2S

Molgewicht363.47

MOL-Datei2799-07-7.mol

S-Trityl-L-cysteine physikalisch-chemischer Eigenschaften

Schmelzpunkt	182-183 °C (dec.)(lit.)
Siedepunkt	524.7±50.0 °C(Predicted)
Dichte	1.1342 (rough estimate)
Brechungsindex	111 ° (C=0.8, 0.04mol Ethanolic HCl)
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	Soluble in DMSO (up to 20 mg/ml).
Aggregatzustand	White to off-white solid.
pka	2.22±0.10(Predicted)
Farbe	White or off-white
Optische Aktivität	[α]25/D +115°, c = 0.8 in 0.04 M ethanolic HCl
BRN	2339626
Stabilität	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 Datenbank	2799-07-7(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22
S-Sätze:	22-24/25
WGK Germany	3
RTECS-Nr.	AY7710000
HS Code	29309090
Toxizität	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,

Gefahreninformationscode (GHS)

S-Trityl-L-cysteine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Beschreibung
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.
Chemische Eigenschaften
almost white to light yellow granular powder
Verwenden
(+)-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.
Verwenden
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.
Biologische Aktivität
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.
Lager
Store at +4°C
Einzelnachweise
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

S-Trityl-L-cysteine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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