532290
2-Chlorotrityl chloride, polymer-bound
200-400 mesh, extent of labeling: 1.0-1.5 mmol/g Cl loading, 1 % cross-linked
Synonym(s):
2,α-Dichlorobenzhydryl-polystyrene crosslinked with divinylbenzene
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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
SMILES string
Clc1ccccc1C(Cl)(c2ccccc2)c3ccccc3
InChI key
JFLSOKIMYBSASW-UHFFFAOYSA-N
crosslinking
1 % cross-linked
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis
extent of labeling
1.0-1.5 mmol/g Cl loading
particle size
200-400 mesh
application(s)
peptide synthesis
Quality Level
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1 of 4
This Item | 532282 | 532304 | 533491 |
|---|---|---|---|
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level 100 |
| crosslinking 1 % cross-linked | crosslinking 2 % cross-linked | crosslinking - | crosslinking 1 % cross-linked |
| reaction suitability reaction type: Fmoc solid-phase peptide synthesis | reaction suitability reaction type: Fmoc solid-phase peptide synthesis | reaction suitability reaction type: Fmoc solid-phase peptide synthesis | reaction suitability reaction type: solution phase peptide synthesis, reactivity: thiol reactive |
| extent of labeling 1.0-1.5 mmol/g Cl loading | extent of labeling 0.3-0.8 mmol/g Cl loading | extent of labeling 1.0-1.5 mmol/g | extent of labeling 1.0-1.8 mmol/g loading |
| particle size 200-400 mesh | particle size 200-400 mesh | particle size 100-200 mesh | particle size 200-400 mesh |
| application(s) peptide synthesis | application(s) peptide synthesis | application(s) peptide synthesis | application(s) - |
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.
signalword
Warning
hcodes
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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