164739

Sigma-Aldrich

(+)-S-Trityl-L-cysteine

97%

Synonym(s):
S-Trityl-L-cysteine
Linear Formula:
(C6H5)3CSCH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
363.47
Beilstein/REAXYS Number:
2339626
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

97%

optical activity

α25/D +115°, c = 0.8 in 0.04 M ethanolic HCl

application(s)

peptide synthesis: suitable

mp

182-183 °C (dec.) (lit.)

SMILES string

NC@@H(CSC(c1ccccc1)(c2ccccc2)c3ccccc3)C(O)=O

InChI

1S/C22H21NO2S/c23-20(21(24)25)16-26-22(17-10-4-1-5-11-17,18-12-6-2-7-13-18)19-14-8-3-9-15-19/h1-15,20H,16,23H2,(H,24,25)/t20-/m0/s1

InChI key

DLMYFMLKORXJPO-FQEVSTJZSA-N

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Packaging

5 g in glass bottle

Application

Protected cysteine for peptide synthesis.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xn

Risk Statement

22

Safety Statement

22-24/25

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Jenna L Riffell et al.
Cell cycle (Georgetown, Tex.), 8(18), 3025-3038 (2009-08-29)
Microtubule-targeting cancer therapies interfere with mitotic spindle dynamics and block cells in mitosis by activating the mitotic checkpoint. Cells arrested in mitosis may remain arrested for extended periods of time or undergo mitotic slippage and enter interphase without having separated...
Daniel B Nichols et al.
European journal of medicinal chemistry, 49, 191-199 (2012-01-28)
Structure-based studies led to the identification of a constrained derivative of S-trityl-l-cysteine (STLC) scaffold as a candidate inhibitor of hepatitis C virus (HCV) NS5B polymerase. A panel of STLC derivatives were synthesized and investigated for their activity against HCV NS5B....
Sébastien Brier et al.
Journal of molecular biology, 360(2), 360-376 (2006-06-20)
The mitotic kinesin Eg5 plays an essential role in establishing the bipolar spindle. Recently, several antimitotic inhibitors have been shown to share a common binding region on Eg5. Considering the importance of Eg5 as a potential drug target for cancer...
James A D Good et al.
Journal of medicinal chemistry, 56(5), 1878-1893 (2013-02-12)
The mitotic kinesin Eg5 is critical for the assembly of the mitotic spindle and is a promising chemotherapy target. Previously, we identified S-trityl-L-cysteine as a selective inhibitor of Eg5 and developed triphenylbutanamine analogues with improved potency, favorable drug-like properties, but...
Frank Kozielski et al.
Proteomics, 8(2), 289-300 (2008-01-11)
Mitotic kinesins represent potential drug targets for anticancer chemotherapy. Inhibitors of different chemical classes have been identified that target human Eg5, a kinesin responsible for the establishment of the bipolar spindle. One potent Eg5 inhibitor is S-trityl-L-cysteine (STLC), which arrests...

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