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Citraconic Anhydride


Reversibly blocks primary amines.

Pierce Citraconic Anhydride

Thermo Scientific Pierce Citraconic Anhydride reacts with primary amines to to form an amide bond with a terminal carboxyl group. This modification can be reversed using acidic conditions (pH 3-4) or with hydroxylamine.

Citraconic Anhydride (2-methylmaleic anhydride) is used to block primary amine groups at alkaline pH values (pH 7-9). At acidic pH (3-4), the amide linkage is hydrolyzed and citraconic acid is released, revealing the original amine.

Highlights:

  • Temporarily block amines to derivatize other parts of the molecule
  • Unblock amines using acidic conditions or hydroxylamine

Product Details:

Citraconic Anhydride

Structure and properties of citraconic anhydride:

  • Functional groups: maleic anhydride (amine-reactive)
  • Chemical name: 2-methylmaleic anhydride
  • CAS number: 616-02-4
  • Chemical formula: C5H4O3
  • Molecular weight: 112.08
  • Form: colorless to slightly yelllow, clear liquid

References:

  1. Klapper, M.H. and Klotz, I.M. (1972). Acylation with dicarboxylic acid anhydrides. Methods in Enzymology 25:531-52.

Related Resources:

Overview of crosslinking and protein modification

Related Products:

Sulfo-NHS-Acetate – permanently block primary amines
TFCS – block and extend primary amines
MS(PEG)n – block and pegylated primary amines


Ordering Information
 
Product # Description Pkg. Size Instructions MSDS CofA Price
20907 Citraconic Anhydride
Formulation: 2-methylmaleic anhydride; clear liquid
Sufficient For: 89286mL of typical 1X (10mM) reaction solution, or approx. 50000 uses at 2mg reagent per use
100g Product Instructions for product #20907 Citraconic Anhydride MSDS for product #20907 Citraconic Anhydride Certificate of Analysis for product #20907 Citraconic Anhydride $126.00

Now available on lifetechnologies.com
20907B Citraconic Anhydride
Formulation: 2-methylmaleic anhydride; clear liquid
Custom MSDS for product #20907B Citraconic Anhydride Certificate of Analysis for product #20907B Citraconic Anhydride Bulk Quote Request

Instructions | MSDS | CofA
Product Instructions | MSDS | CofA  

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