All Photos(1)

Documents

164739

(+)-S-Trityl-L-cysteine

Name: (+)-<I>S</I>-Trityl-<SC>L</SC>-cysteine
Brand: ALDRICH

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%

Quality Level

100

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

Amino Acids, Resins & Reagents for Peptide Synthesis

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

GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

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

Design, synthesis, and evaluation of a novel prodrug, a S-trityl-l-cysteine derivative targeting kinesin spindle protein

Fukai R, et al.

European Journal of Medicinal Chemistry, 215, 113288-113288 (2021)

Proteome analysis of apoptosis signaling by S-trityl-L-cysteine, a potent reversible inhibitor of human mitotic kinesin Eg5.

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

Optimized S-trityl-L-cysteine-based inhibitors of kinesin spindle protein with potent in vivo antitumor activity in lung cancer xenograft models.

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

Total synthesis of didmolamides A and B

You Shu-Li and Kelly JW

Tetrahedron Letters, 46(15), 2567-2570 (2005)

Mutations in the human kinesin Eg5 that confer resistance to monastrol and S-trityl-L-cysteine in tumor derived cell lines.

Sergey Tcherniuk et al.

Biochemical pharmacology, 79(6), 864-872 (2009-11-10)

The kinesin Eg5 plays an essential role in bipolar spindle formation. A variety of structurally diverse inhibitors of the human kinesin Eg5, including monastrol and STLC, share the same binding pocket on Eg5, composed by helix alpha2/loop L5, and helix

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