• USA Home
  • 26568 - 2-Chlorotrityl chloride, polymer-bound

EMAIL THIS PAGE TO A FRIEND
26568 Aldrich

2-Chlorotrityl chloride, polymer-bound

100-300 mesh, extent of labeling: ~1.6 mmol/g Cl loading

Synonym: 2,α-Dichlorobenzhydryl-polystyrene crosslinked with divinylbenzene

Purchase

Properties

Related Categories Chemical Biology, Chemical Synthesis, Peptide Chemistry, Polymer Supports for SPPS, Resins for Fmoc-/tBu-SPPS,
InChI Key   JFLSOKIMYBSASW-UHFFFAOYSA-N
extent of labeling   ~1.6 mmol/g Cl loading
matrix   polystyrene, crosslinked with 1% DVB
particle size   100-300 mesh
storage temp.   2-8°C

Description

Other Notes

Carrier used for solid phase peptide synthesis with FMOC-amino acids.

Packaging

5 g in glass bottle

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.

Price and Availability

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis

Protocols & Articles

Articles

4-Carboxytrityl Resins

4-Carboxytrityl resin, prepared by acylation of aminomethylpolystyrene with 4-carboxytrityl handle, has been described to offer high acid lability similar to 2-chlorotrityl resin.[1-3] This trityl al...
ChemFiles Volume 3 Article 4
Keywords: Acylations, Applications

Highly Acid-Labile Resins for the Fmoc-/tBu-Synthesis of Protected Peptide Acids

The mild cleavage conditions for the highly acid-labile 2-chlorotrityl resin provides fully protected peptide fragments for convergent synthesis and selective side-chain derivitizations.(1-5) The lar...
Chemfiles Volume 3 Article 4
Keywords: Racemizations

Peer-Reviewed Papers
15

References

Related Products

Technical Service:

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

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?