532304

2-Chlorotrityl chloride, polymer-bound

100-200 mesh, extent of labeling: 1.0-1.5 mmol/g

• Synonym(s): 2,α-Dichlorobenzhydryl-polystyrene crosslinked with divinylbenzene
• CAS Number: 42074-68-0
• Beilstein/REAXYS Number: 1983914
• MDL number: MFCD00040399
• UNSPSC Code: 12352107
• PubChem Substance ID: 24877877
• NACRES: NA.22

Properties

• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• extent of labeling: 1.0-1.5 mmol/g
• particle size: 100-200 mesh
• application(s): peptide synthesis
• SMILES string: Clc1ccccc1C(Cl)(c2ccccc2)c3ccccc3
• InChI: 1S/C19H14Cl2/c20-18-14-8-7-13-17(18)19(21,15-9-3-1-4-10-15)16-11-5-2-6-12-16/h1-14H
• InChI key: JFLSOKIMYBSASW-UHFFFAOYSA-N

Description

Application

• Acid labile resin used in Fmoc-based solid phase peptide synthesis.
• Mild acidic cleavage conditions lead to the release of the peptide acid where fully protected peptides can be released if desired.
• 2-Chlorotrityl chloride resins prevent racemization of the first amino acid and are thus very useful when racemic mixtures are forming (common with residues such as His or Cys).
• This resin also prevents diketopiperazide formation, which can be an issue with proline C-terminal peptide sequences.

Use:

• Attachment of the first amino acid residue is effected by stirring the resin, the protected amino acid, and excess diisopropylethylamine (DIEA) in dichloromethane.
• Cleavage of the final protected peptide fragment is achieved under very mild conditions using either acetic acid/trifluoroethanol (TFE)/dichloromethane (1:1:8; v/v/v), hexafluoroisopropanol (HFIP)/dichloromethane (1:4; v/v) or simply 0.5% trifluoroacetic acid/dichloromethane (v/v).
• Higher concentrations of TFA can be used if retention of peptide side chaing protecting groups is unimportant. Note that trityl chloride is moisture-sensitive, and, therefore, should be stored and handled appropriately.
• If the resin becomes deactivated, treatment with acetyl chloride or SOCl₂ in toluene before use is recommended to restore its activity.

Safety Information

• pictograms: GHS05,GHS07
• signalword: Warning
• hcodes: H290,H315,H319,H335
• pcodes: P234 - P261 - P264 - P271 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Met. Corr. 1 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves