532304
2-Chlorotrityl chloride, polymer-bound
100-200 mesh, extent of labeling: 1.0-1.5 mmol/g
Recommended Products
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis
Quality Level
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
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Related Categories
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Met. Corr. 1 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
Certificates of Analysis (COA)
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