27429
Citraconic anhydride
≥99.0% (T)
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About This Item
Empirical Formula (Hill Notation):
C5H4O3
CAS Number:
Molecular Weight:
112.08
Beilstein:
1835
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
vapor density
4 (vs air)
Assay
≥99.0% (T)
refractive index
n20/D 1.471 (lit.)
n20/D 1.472
bp
213-214 °C (lit.)
mp
6-10 °C (lit.)
density
1.247 g/mL at 25 °C (lit.)
SMILES string
CC1=CC(=O)OC1=O
InChI
1S/C5H4O3/c1-3-2-4(6)8-5(3)7/h2H,1H3
InChI key
AYKYXWQEBUNJCN-UHFFFAOYSA-N
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Other Notes
For the reversible blocking of amino groups (e.g. lysine-side chain); Can be used to dissociate nucleoprotein complexes
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
231.8 °F - closed cup
Flash Point(C)
111 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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[49] Reaction of proteins with citraconic anhydride.
M Z Atassi et al.
Methods in enzymology, 25, 546-553 (1972-01-01)
P P Batra
The International journal of biochemistry, 23(12), 1375-1384 (1991-01-01)
The lysine residues were modified to varying degrees (50-91%) with citraconic anhydride to determine the extent of conformational change in ovalbumin. Major findings included: 1. Sixteen of the 20 lysine residues are located on the protein surface, while the remaining
Jian-Zhong Liu et al.
Protein engineering, design & selection : PEDS, 19(4), 169-173 (2006-02-03)
Horseradish peroxidase (HRP) was modified by maleic anhydride and citraconic anhydride. The thermal and organic solvent tolerances of native and modified enzyme were compared. These chemical modifications of HRP increased their thermostability both in aqueous buffer and some organic solvents
Anthony S-Y Leong et al.
Pathology, 42(1), 77-81 (2009-12-23)
The introduction of heat-induced antigen retrieval has been a major milestone in diagnostic immunohistochemistry, enabling the application of many antibodies to fixed paraffin-embedded tissue sections. A number of important variables affect the preservation of tissue antigens, among which are analytical
J K Shetty et al.
The Biochemical journal, 191(1), 269-272 (1980-10-01)
Modification of proteins with citraconic anhydride altered the electrostatic relationship between cationic epsilon-NH3+ groups of lysine residues of proteins and anionic phosphate groups of nucleic acids, thereby destabilizing the nucleoprotein complex. This procedure facilitated the separation of proteins from nucleic
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