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2-Chlorotrityl chloride, polymer-bound

ALDRICH/532282 - 200-400 mesh, extent of labeling: 0.3-0.8 mmol/g Cl loading, 2 % cross-linked

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

CAS Number: 42074-68-0
MDL Number: MFCD00040399
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-532282-5G 5 g
$450.00
1/EA
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application(s) peptide synthesis
crosslinking 2 % cross-linked
extent of labeling 0.3-0.8 mmol/g Cl loading
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
particle size 200-400 mesh
reaction suitability reaction type: Fmoc solid-phase peptide synthesis
SMILES string Clc1ccccc1C(Cl)(c2ccccc2)c3ccccc3
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.
Packaging: 5 g in glass bottle
UNSPSC 12352107

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