Skip to Content
Merck
All Photos(1)

Documents

164739

Sigma-Aldrich

(+)-S-Trityl-L-cysteine

97%, for peptide synthesis

Synonym(s):

S-Trityl-L-cysteine

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
(C6H5)3CSCH2CH(NH2)CO2H
CAS Number:
2799-07-7
Molecular Weight:
363.47
Beilstein:
2339626
MDL number:
MFCD00002611
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24850097
NACRES:
NA.22

product name

(+)-S-Trityl-L-cysteine, 97%

Assay

97%

optical activity

[α]25/D +115°, c = 0.8 in 0.04 M ethanolic HCl

reaction suitability

reaction type: solution phase peptide synthesis

mp

182-183 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

N[C@@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

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

(+)-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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
Total synthesis of didmolamides A and B
You Shu-Li and Kelly JW
Tetrahedron Letters, 46(15), 2567-2570 (2005)
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.
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service