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2-Chlorotrityl chloride, polymer-bound_Molecular_structure_CAS_)
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2-Chlorotrityl chloride, polymer-bound

Catalog No. 26568 Name Sigma Aldrich
CAS Number Website http://www.sigmaaldrich.com
M. F. C19H14Cl2 Telephone 1-800-521-8956
M. W. 313.22046 Fax
Purity Email
Storage Chembase ID: 147969

SYNONYMS

Title
聚合物键合型 2-氯代三苯甲基氯
IUPAC name
1-chloro-2-(chlorodiphenylmethyl)benzene
IUPAC Traditional name
1-chloro-2-(chlorodiphenylmethyl)benzene
Synonyms
2,α-Dichlorobenzhydryl-polystyrene crosslinked with divinylbenzene

DATABASE IDS

MDL Number MFCD00040399
PubChem SID 24856098
Beilstein Number 1983914

PROPERTIES

Extent of Labeling ~1.6 mmol/g Cl loading
Matrix polystyrene, crosslinked with 1% DVB
Particle Size 100-300 mesh
GHS Pictograms GHS07
GHS Signal Word Warning
GHS Hazard statements H315-H319-H335
European Hazard Symbols Irritant Irritant (Xi)
MSDS Link Download
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
GHS Precautionary statements P261-P305 + P351 + P338
Risk Statements 36/37/38
Safety Statements 26
Storage Temperature 2-8°C
German water hazard class 3

DETAILS

Description (English)
Other Notes
Carrier used for solid phase peptide synthesis with FMOC-amino acids.1,2,3
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.
Description (简体中文)
Other Notes
用于肽的 FMOC-氨基酸固相合成的载体。1,2,3
包装
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.

REFERENCES