SML4178
Maleimide-PEG2-biotin
≥98% (HPLC), powder, biotinylation reagent
Synonym(s):
(3aS,4S,6aR)-N-[2-[2-[2-[[3-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxopropyl]amino]ethoxy]ethoxy]ethyl]hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide, Biotin-PEG2-Mal, Biotin-PEO-maleimide
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About This Item
Empirical Formula (Hill Notation):
C23H35N5O7S
CAS Number:
Molecular Weight:
525.62
MDL number:
NACRES:
NA.21
Quality Level
Assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
-10 to -25°C
SMILES string
O=C(N1CCC(NCCOCCOCCNC(CCCC[C@H]2[C@@]3([C@]([H])(CS2)NC(N3)=O)[H])=O)=O)C=CC1=O
General description
Maleimide-PEG2-biotin, a maleimide-conjugated biotin molecule with a medium-length spacer arm (PEG)2, is membrane-impermeable and exhibits high affinity for free thiol groups on cysteines.
Application
Maleimide-PEG2-biotin is suitable for use in labeling and purifying biomolecules with high specificity. It may be used in mass spectrometry to detect free sulfhydryl residues in intact proteins.
Biochem/physiol Actions
Biotin-PEG2-Mal, a biotin maleimide linker, forms stable thioether bonds by covalently labeling cysteine sulfhydryl groups on antibodies or proteins and can be detected via streptavidin-HRP in Western blot assays following pull-down. Maleimide labels react with sulfhydryl (–SH) groups at acidic pH, minimizing the risk of disulfide bond scrambling during labeling that can happen at higher pH levels.
Regulatory Information
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Aki Nakayama et al.
Rinsho byori. The Japanese journal of clinical pathology, 59(11), 1013-1018 (2012-02-23)
We examined the relationship between oxidative damage and molecular instability of urinary albumin in the urine of patients with IgA nephropathy (IgAN). As measure of oxidation, we detected the free thiol group at Cys34 in albumin (albumin-Cys34) using maleimide-PEG2-biotin reagent;
Mitchell R O'Connell et al.
Nature, 516(7530), 263-266 (2014-10-03)
The CRISPR-associated protein Cas9 is an RNA-guided DNA endonuclease that uses RNA-DNA complementarity to identify target sites for sequence-specific double-stranded DNA (dsDNA) cleavage. In its native context, Cas9 acts on DNA substrates exclusively because both binding and catalysis require recognition
Brendan Farrell et al.
Nature, 625(7995), 578-584 (2023-12-21)
The symptoms of malaria occur during the blood stage of infection, when parasites invade and replicate within human erythrocytes. The PfPCRCR complex1, containing PfRH5 (refs. 2,3), PfCyRPA, PfRIPR, PfCSS and PfPTRAMP, is essential for erythrocyte invasion by the deadliest human
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