Molecular structure of Citraconic anhydride, CAS Number: 616-02-4
Citraconic anhydride (CAS 616-02-4)
Alternate Names:
2-Methylmaleic anhydride; 3-Methyl-2,5-pentanedione; Methylmaleic Anhydride
Application:
Citraconic anhydride is a versatile reagent
CAS Number:
616-02-4
Molecular Weight:
112.08
Molecular Formula:
C5H4O3
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
QUICK LINKS
Ordering Information
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
Citraconic anhydride is a chemical compound that functions as a dienophile in Diels-Alder reactions, participating in cycloaddition reactions with dienes to form cyclohexene derivatives. It acts as an electrophile, reacting with electron-rich dienes to form a six-membered ring structure. Citraconic Anhydride′s mechanism of action involves the activation of the double bond in the diene, allowing for the formation of a new carbon-carbon bond with the citraconic anhydride. This reaction is Citraconic anhydride′s role in these reactions is to facilitate the formation of new carbon-carbon bonds, leading to the production of diverse chemical compounds.
Citraconic anhydride (CAS 616-02-4) References
- Reversing the effects of formalin fixation with citraconic anhydride and heat: a universal antigen retrieval method. | Namimatsu, S., et al. 2005. J Histochem Cytochem. 53: 3-11. PMID: 15637333
- Stepwise modification of lysine residues of glucose oxidase with citraconic anhydride. | Mossavarali, S., et al. 2006. Int J Biol Macromol. 39: 192-6. PMID: 16682074
- Citraconic anhydride: a new antigen retrieval solution. | Leong, AS. and Haffajee, Z. 2010. Pathology. 42: 77-81. PMID: 20025485
- Modification of lysyl side chains using citraconic anhydride. | Simpson, RJ. 2006. CSH Protoc. 2006: PMID: 22485947
- Energy filtering transmission electron microscopy immunocytochemistry and antigen retrieval of surface layer proteins from Tannerella forsythensis using microwave or autoclave heating with citraconic anhydride. | Moriguchi, K., et al. 2012. Biotech Histochem. 87: 485-93. PMID: 22984898
- Combination antitumor immunotherapy with VEGF and PIGF siRNA via systemic delivery of multi-functionalized nanoparticles to tumor-associated macrophages and breast cancer cells. | Song, Y., et al. 2018. Biomaterials. 185: 117-132. PMID: 30241030
- Aliphatic Polyesters with White-Light Clusteroluminescence. | Chu, B., et al. 2022. J Am Chem Soc. 144: 15286-15294. PMID: 35796412
- Traceless pH-Sensitive Antibody Conjugation Inspired by Citraconic Anhydride. | Melodia, D., et al. 2022. Biomacromolecules. 23: 5322-5329. PMID: 36395470
- The reaction of citraconic anhydride with bovine alpha-crystallin lysine residues. Surface probing and dissociation-reassociation studies. | Bindels, JG., et al. 1985. Biochim Biophys Acta. 828: 255-60. PMID: 3921054
- Reversible blocking of amino groups with citraconic anhydride. | Dixon, HB. and Perham, RN. 1968. Biochem J. 109: 312-4. PMID: 5679376
- The binding of acetic anhydride- and citraconic anhydride-modified human low-density lipoprotein to mouse peritoneal macrophages. The evidence for separate binding sites. | Valente, AJ. and Walton, KW. 1984. Biochim Biophys Acta. 792: 16-24. PMID: 6229285
- Reversible modification of lysine in beta-lactoglobulin using citraconic anhydride. Effects on the sulfhydryl groups. | Brinegar, AC. and Kinsella, JE. 1981. Int J Pept Protein Res. 18: 18-25. PMID: 6796534
- Contact urticaria and dermatitis to citraconic anhydride in guinea pigs. | Hunziker, N. and Brun, R. 1978. Contact Dermatitis. 4: 236-8. PMID: 710104
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Citraconic anhydride, 25 g | sc-326680 | 25 g | $44.00 | |||
Citraconic anhydride, 100 g | sc-326680A | 100 g | $108.00 | |||
Citraconic anhydride, 250 g | sc-326680B | 250 g | $224.00 | |||
Citraconic anhydride, 1 kg | sc-326680C | 1 kg | $561.00 |