S-Trityl-L-cysteine
- CAS No.
- 2799-07-7
- Chemical Name:
- S-Trityl-L-cysteine
- Synonyms
- H-CYS(TRT)-OH;Dimethyl 5-bromopyridine-2,3-dicarboxylate;L-Cys(Trt)-OH;H-L-Cys(Trt)-OH;S-Tritylcysteine;H-Cys(Trt)-OH (Cys of Animal Origin);NSC 83265;EG5 INHIBITOR II;CYSTEINE(TRT)-OH;TRITYL-L-CYSTEINE
- CBNumber:
- CB7164332
- Molecular Formula:
- C22H21NO2S
- Molecular Weight:
- 363.47
- MDL Number:
- MFCD00002611
- MOL File:
- 2799-07-7.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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. | Sealed in dry,Room Temperature |
| 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. |
| Major Application | peptide synthesis |
| InChI | 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 |
| InChIKey | DLMYFMLKORXJPO-FQEVSTJZSA-N |
| SMILES | C(O)(=O)[C@H](CSC(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1)N |
| CAS DataBase Reference | 2799-07-7(CAS DataBase Reference) |
| UNSPSC Code | 12352209 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302 | |||||||||
| Precautionary statements | P264-P270-P301+P312+P330-P501-P301+P312a-P330-P501a | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 22 | |||||||||
| Safety Statements | 22-24/25 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | AY7710000 | |||||||||
| HS Code | 29309090 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Acute Tox. 4 Oral | |||||||||
| 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, | |||||||||
| NFPA 704 |
|
S-Trityl-L-cysteine price More Price(93)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 164739 | (+)-S-Trityl-L-cysteine 97% | 2799-07-7 | 5g | $216 | 2026-04-30 | Buy |
| TCI Chemical | T2522 | S-Trityl-L-cysteine >95.0%(T) | 2799-07-7 | 5g | $53 | 2026-04-30 | Buy |
| Cayman Chemical | 23236 | S-trityl-L-Cysteine ≥98% | 2799-07-7 | 1g | $28 | 2026-04-30 | Buy |
| Cayman Chemical | 23236 | S-trityl-L-Cysteine ≥98% | 2799-07-7 | 5g | $85 | 2026-04-30 | Buy |
| Cayman Chemical | 23236 | S-trityl-L-Cysteine ≥98% | 2799-07-7 | 10g | $154 | 2026-04-30 | Buy |
S-Trityl-L-cysteine Chemical Properties, Uses, Production
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
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
(+)-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.
Definition
ChEBI: (2R)-2-amino-3-[(triphenylmethyl)thio]propanoic acid is a benzenoid aromatic compound.
reaction suitability
reaction type: solution phase peptide synthesis
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.
Synthesis
76-84-6
52-89-1
2799-07-7
Triphenylmethanol (3.3 g, 12.7 mmol) and L-cysteine hydrochloride (2 g, 12.7 mmol) were reacted in 25 mL of trifluoroacetic acid (TFA). The mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the mixture was cooled to 0 °C, followed by the slow addition of 4 N sodium hydroxide solution and ether (40 mL) to adjust the pH to 4-5. Next, 10% aqueous sodium acetate was added to further adjust the pH to 5-6. The precipitate precipitated from the reaction mixture was collected by filtration, washed with fresh ether, and dried to afford S-trityl-L-cysteine (5 g, 98% yield). The structure of the product was confirmed by 1H NMR (DMSO-d6): δ 2.35-2.61 (m, 2H, CH2), 2.85-2.98 (m, 1H, CH), 7.2-7.45 (m, 15H, triphenylmethyl-L-H).MALDI-TOF MS analysis showed m/z 364.7 [M + H]+, which is in agreement with the theoretical C22H21NO2S molecular weight (363.47).
storage
Store at +4°C
References
[1] S. DEBONIS. In vitro screening for inhibitors of the human mitotic kinesin Eg5 with antimitotic and antitumor activities.[J]. Molecular Cancer Therapeutics, 2004, 3 9 1: 1079-1090. DOI:10.1158/1535-7163.1079.3.9
[2] SÉBASTIEN BRIER. Identification of the Protein Binding Region of S-Trityl-l-cysteine, a New Potent Inhibitor of the Mitotic Kinesin Eg5†[J]. Biochemistry Biochemistry, 2004, 43 41: 13072-13082. DOI:10.1021/bi049264e
[3] DIMITRIOS A SKOUFIAS. S-trityl-L-cysteine is a reversible, tight binding inhibitor of the human kinesin Eg5 that specifically blocks mitotic progression.[J]. The Journal of Biological Chemistry, 2006, 281 26: 17559-17569. DOI:10.1074/jbc.m511735200
S-Trityl-L-cysteine Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| GL Biochem (Shanghai) Ltd | 21-61263452 13641803416 | ymbetter@glbiochem.com | China | 9981 | 64 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Shanghai Sinch Parmaceuticals Tech. Co. Ltd. | +86-21-54098501 | sales@sinch.com.cn | China | 11592 | 64 |
| VDM Biochemicals | 0330-2528181 | sales@vdmbio.com | United States | 510 | 64 |
View Latest Price from S-Trityl-L-cysteine manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
![]() |
2026-07-14 | S-trityl-L-Cysteine
2799-07-7
|
$31.00-81.00 | 97.08% | 10g | TargetMol Chemicals Inc. | ||
![]() |
2021-07-02 | (+)-S-Trityl-L-cysteine 97%
2799-07-7
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd | ||
![]() |
2019-07-06 | S-Trityl-L-cysteine
2799-07-7
|
$1.00 | 1KG | 99% | 20kg | Career Henan Chemical Co |
-

- S-trityl-L-Cysteine
2799-07-7
- $31.00-81.00
- 97.08%
- TargetMol Chemicals Inc.
-

- (+)-S-Trityl-L-cysteine 97%
2799-07-7
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
-

- S-Trityl-L-cysteine
2799-07-7
- $1.00
- 99%
- Career Henan Chemical Co





