U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C5H4O3
Molecular Weight 112.0835
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CITRACONIC ANHYDRIDE

SMILES

CC1=CC(=O)OC1=O

InChI

InChIKey=AYKYXWQEBUNJCN-UHFFFAOYSA-N
InChI=1S/C5H4O3/c1-3-2-4(6)8-5(3)7/h2H,1H3

HIDE SMILES / InChI

Molecular Formula C5H4O3
Molecular Weight 112.0835
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Acylation of Bowman-Birk soybean proteinase inhibitor by unsaturated fatty acid derivatives.
2001 Apr
Identification of a critical lysine residue in apolipoprotein B-100 that mediates noncovalent interaction with apolipoprotein(a).
2001 Sep 28
Characterization of different reactive lysines in bovine heart mitochondrial porin.
2002 Dec
The native oligomeric organization of alpha-crystallin, is it necessary for its chaperone function?
2004 Dec
A new antigen retrieval method using citraconic anhydride for immunoelectron microscopy: localization of surfactant pro-protein C (proSP-C) in the type II alveolar epithelial cells.
2004 Jul-Oct
Chemical modification of lysine residues in Bacillus licheniformis alpha-amylase: conversion of an endo- to an exo-type enzyme.
2004 Nov 30
On the Diels-Alder reactions of pentadienyl maleates and citraconates.
2005 Apr 7
Reversing the effects of formalin fixation with citraconic anhydride and heat: a universal antigen retrieval method.
2005 Jan
Increased thermal and organic solvent tolerance of modified horseradish peroxidase.
2006 Apr
Stepwise modification of lysine residues of glucose oxidase with citraconic anhydride.
2006 Nov 15
Modification of lysyl side chains using citraconic anhydride.
2006 Oct 1
Histochemistry for placenta research: theory and application.
2007 Aug
Development of an optimal antigen retrieval protocol for immunohistochemistry of retinoblastoma protein (pRB) in formalin fixed, paraffin sections based on comparison of different methods.
2007 Dec
Improvement of activity and stability of chloroperoxidase by chemical modification.
2007 May 18
A protein nanocarrier from charge-conversion polymer in response to endosomal pH.
2007 May 2
A new antigen retrieval technique for human brain tissue.
2008
Enhanced intracellular delivery of quantum dot and adenovirus nanoparticles triggered by acidic pH via surface charge reversal.
2008 Apr
Gene expression reveals two distinct groups of anal carcinomas with clinical implications.
2008 Apr 8
Immunohistochemical observation of co-expression of E- and N-cadherins in rat organogenesis.
2008 Oct 29
Equivalence of protein inventories obtained from formalin-fixed paraffin-embedded and frozen tissue in multidimensional liquid chromatography-tandem mass spectrometry shotgun proteomic analysis.
2009 Aug
Protein reactivity of 3,4-dihydroxyphenylacetaldehyde, a toxic dopamine metabolite, is dependent on both the aldehyde and the catechol.
2009 Jul
Effects of citraconylation on enzymatic modification of human proinsulin using trypsin and carboxypeptidase B.
2009 Jul-Aug
Chemical modification of lysine residues in lysozyme may dramatically influence its amyloid fibrillation.
2010 Apr
pH-Sensitive siRNA nanovector for targeted gene silencing and cytotoxic effect in cancer cells.
2010 Dec 6
Citraconic anhydride: a new antigen retrieval solution.
2010 Jan
A mesoporous silica nanoparticle with charge-convertible pore walls for efficient intracellular protein delivery.
2010 Jun 4
Comparative study for the detection of C4d in paraffin-embedded renal allograft biopsies by immunohistochemical techniques.
2010 Mar
Loss of heterozygosity and SOSTDC1 in adult and pediatric renal tumors.
2010 Nov 16
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 20:00:28 GMT 2023
Edited
by admin
on Sat Dec 16 20:00:28 GMT 2023
Record UNII
105NP7PMXX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CITRACONIC ANHYDRIDE
INCI  
Official Name English
METHYLMALEIC ANHYDRIDE
HSDB  
Common Name English
3-METHYL-2,5-FURANDIONE,
Systematic Name English
2,5-FURANDIONE, 3-METHYL-
Systematic Name English
METHYLMALEIC ANHYDRIDE [HSDB]
Common Name English
NSC-6182
Code English
Code System Code Type Description
ECHA (EC/EINECS)
210-459-0
Created by admin on Sat Dec 16 20:00:28 GMT 2023 , Edited by admin on Sat Dec 16 20:00:28 GMT 2023
PRIMARY
EPA CompTox
DTXSID8060660
Created by admin on Sat Dec 16 20:00:28 GMT 2023 , Edited by admin on Sat Dec 16 20:00:28 GMT 2023
PRIMARY
CAS
616-02-4
Created by admin on Sat Dec 16 20:00:28 GMT 2023 , Edited by admin on Sat Dec 16 20:00:28 GMT 2023
PRIMARY
PUBCHEM
12012
Created by admin on Sat Dec 16 20:00:28 GMT 2023 , Edited by admin on Sat Dec 16 20:00:28 GMT 2023
PRIMARY
FDA UNII
105NP7PMXX
Created by admin on Sat Dec 16 20:00:28 GMT 2023 , Edited by admin on Sat Dec 16 20:00:28 GMT 2023
PRIMARY
MESH
C035824
Created by admin on Sat Dec 16 20:00:28 GMT 2023 , Edited by admin on Sat Dec 16 20:00:28 GMT 2023
PRIMARY
NSC
6182
Created by admin on Sat Dec 16 20:00:28 GMT 2023 , Edited by admin on Sat Dec 16 20:00:28 GMT 2023
PRIMARY
HSDB
5716
Created by admin on Sat Dec 16 20:00:28 GMT 2023 , Edited by admin on Sat Dec 16 20:00:28 GMT 2023
PRIMARY