MALEIMIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H3NO2
Molecular Weight	97.0721
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1NC(=O)C=C1

InChI

InChIKey=PEEHTFAAVSWFBL-UHFFFAOYSA-N

InChI=1S/C4H3NO2/c6-3-1-2-4(7)5-3/h1-2H,(H,5,6,7)

HIDE SMILES / InChI

Molecular Formula	C4H3NO2
Molecular Weight	97.0721
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Structural and functional roles of Cys-238 and Cys-295 in Escherichia coli phosphofructokinase-2.	2003-11-15	12927023
Synthesis and biological activity of photoactivatable N-ras peptides and proteins.	2003-10-22	14558822
Cholic acid as template for multivalent peptide assembly.	2003-10-21	14599011
Novel method for the covalent immobilization of oligonucleotides via Diels-Alder bioconjugation.	2003-10-21	14565451
Synthesis and in vitro analysis of atrial natriuretic peptide-albumin conjugates.	2003-10-20	14505673
Tailoring structure-function and pharmacokinetic properties of single-chain Fv proteins by site-specific PEGylation.	2003-10	14600206
Affinity capture-facilitated preparation of aequorin- oligonucleotide conjugates for rapid hybridization assays.	2003-09-18	13129407
Thiol-reactive luminescent lanthanide chelates: part 2.	2003-09-18	13129389
Coupling of importin beta binding peptide on plasmid DNA: transfection efficiency is increased by modification of lipoplex's physico-chemical properties.	2003-09-12	12969505
Molybdenum amido complexes with single Mo-N bonds: synthesis, structure, and reactivity.	2003-09-05	12953198
Electron cryomicroscopy structure of N-ethyl maleimide sensitive factor at 11 A resolution.	2003-09-01	12941689
Comprehensive two-dimensional separation system by coupling capillary reverse-phase liquid chromatography to capillary isoelectric focusing for peptide and protein mapping with laser-induced fluorescence detection.	2003-09	14518059
Fluorescence resonance energy transfer studies on anthrax lethal toxin.	2003-08-28	12935906
Accessibility of cysteine residues in a cytoplasmic loop of CitS of Klebsiella pneumoniae is controlled by the catalytic state of the transporter.	2003-08-19	12911322
The synthesis of acid- and base-labile lipopeptides on solid support.	2003-08-04	12898695
Beta-glycosylamidine as a ligand for affinity chromatography tailored to the glycon substrate specificity of beta-glycosidases.	2003-07-04	12829393
Thiol-reactive dyes for fluorescence labeling of proteomic samples.	2003-07	12874870
Characterization of maleimide-activated Ca2+ entry in neutrophils.	2003-06-15	12787872
Detection of DNA probes using Diels Alder cycloaddition and SERRS.	2003-06	12866890
Monitoring the cellular surface display of recombinant proteins by cysteine labeling and flow cytometry.	2003-05-09	12740811
A peptide trivalent arsenical inhibits tumor angiogenesis by perturbing mitochondrial function in angiogenic endothelial cells.	2003-05	12781367
Enabling ScFvs as multi-drug carriers: a dendritic approach.	2003-04-17	12659762
Quantification of binding of some thiol-reactive clenbuterol analogues to bovine serum albumin by electron paramagnetic resonance spectroscopy.	2003-04-15	12689830
A rapid stereocontrolled entry to the ABCD tetracyclic core of neotuberostemonine.	2003-04-11	12698465
Patch-clamp fluorometry recording of conformational rearrangements of ion channels.	2003-04-01	12671191
Use of a fluorescent maleimide to probe structure-function relationships in stalk segments 4 and 5 of the yeast plasma-membrane H+-ATPase.	2003-04	12763792
MP4, a new nonvasoactive PEG-Hb conjugate.	2003-04	12662285
Site-specific PEGylation of hemoglobin at Cys-93(beta): correlation between the colligative properties of the PEGylated protein and the length of the conjugated PEG chain.	2003-03-20	12643758
Maleimide-oligo(ethylene glycol) derivatives of camptothecin as albumin-binding prodrugs: synthesis and antitumor efficacy.	2003-03-20	12643748
Cavity-directed synthesis within a self-assembled coordination cage: highly selective [2 + 2] cross-photodimerization of olefins.	2003-03-19	12630879
Why asparagine needs carbohydrates to generate acrylamide.	2003-03-12	12617619
Synthesis of 6H-pyrrolo[3',4':2,3][1,4]diazepino[6,7,1-hi]indole-8,10(7H,9H)-diones using 3-bromo-4-(indol-1-yl)maleimide scaffold.	2003-03-07	12929367
Familial amyotrophic lateral sclerosis mutants of copper/zinc superoxide dismutase are susceptible to disulfide reduction.	2003-02-21	12458194
Synthesis of maleimide-activated carbohydrates as chemoselective tags for site-specific glycosylation of peptides and proteins.	2003-01-16	12526713
Carbohydrate-centered maleimide cluster as a new type of templates for multivalent peptide assembling. synthesis of multivalent HIV-1 gp41 peptides.	2003-01-02	12467718
Origins and predictions of stereoselective antibody catalysis: theoretical analysis of Diels-Alder catalysis by 39A11 and its germ-line antibody.	2002-12-13	12467427
Human T cells resistant to complement lysis by bivalent antibody can be efficiently lysed by dimers of monovalent antibody.	2002-12-01	12393711
Synthesis of 1,3,5-cis,cis-triaminocyclohexane N-pyridyl derivatives as potential antitumor agents.	2002-11-15	12423134
Spatial redox regulation of a critical cysteine residue of NF-kappa B in vivo.	2002-11-15	12213807
Effect of nucleotides and their analogues on essential light chains in myosin head.	2002-10-31	12406588
Synthesis of poly(maleimide-co-2-ethylacrylic acid) and its properties of suppressing metastasis and growth of carcinoma.	2002-10-21	12270159
Expression and structure-function analysis of de, a sperm cysteine-rich secretory protein that mediates gamete fusion.	2002-10	12297540
A new approach to oligonucleotide labelling using Diels-Alder cycloadditions and detection by SERRS.	2002-09-21	12357797
A method for bioconjugation of carbohydrates using Diels-Alder cycloaddition.	2002-09-19	12227746
Deprotonation and dimerization of maleimide in the triplet state: a laser flash photolysis study with optical and conductometric detection.	2002-09-16	12298010
2-Ethyl-3-methylmaleimide in Tokyo Bay sediments providing the first evidence for its formation from chlorophylls in the present photic and oxygenic zone.	2002-09	12400681
Synthesis of pegylated immunonanoparticles.	2002-08	12240939
Crystal structure of 1:1 complex crystal between 4-(3-methoxybenzyloxy)-6-methyl-2-pyrone and maleimide.	2002-08	12200853
Optical properties of the synthetic nanocomposites SiO2/CdS/poly(styrene-co-maleic anhydride) and SiO2/CdS/poly(styrene-co-maleimide).	2002-04	12908306
Systemic tumor-targeted gene delivery by anti-transferrin receptor scFv-immunoliposomes.	2002-03	12489850

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:33:50 GMT 2025` Edited by `admin` on `Mon Mar 31 21:33:50 GMT 2025`
Record UNII	2519R1UGP8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MALEIMIDE

Systematic Name

English

NSC-13684

Preferred Name

English

2,5-PYRROLEDIONE

Systematic Name

English

Code System Code Type Description

FDA UNII

2519R1UGP8