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  4. N-(2-Aminoethyl)maleimide hydrochloride

N-(2-Aminoethyl)maleimide hydrochloride  (Synonyms: 2-Maleimidoethylamine hydrochloride)

Cat. No.: HY-W068119A Purity: 99.97%
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N-(2-Aminoethyl)maleimide (2-Maleimidoethylamine) hydrochloride is a selective covalent binding agent for thiol groups (RSGs), covalently binding to thiols via an irreversible thioether bond to prepare MMP-2-sensitive nanosystems. Under near-neutral conditions, the maleimide group in N-(2-Aminoethyl)maleimide hydrochloride binds to thiol groups via a nucleophilic addition reaction, and can be used to modify polymers or biological interfaces, enhancing mucosal adhesion and regulating the surface charge of biological interfaces. N-(2-Aminoethyl)maleimide hydrochloride can optimize the adhesion performance of drug delivery carriers and cell interactions with biological interfaces, and is applied in transmucosal drug delivery systems (such as drug carriers for oral and bladder sites) and biomaterial surface engineering research, providing support for tissue implantation, regeneration, and related drug delivery.

For research use only. We do not sell to patients.

N-(2-Aminoethyl)maleimide hydrochloride

N-(2-Aminoethyl)maleimide hydrochloride Chemical Structure

CAS No. : 134272-64-3

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Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO
ready for reconstitution
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10 mM * 1 mL in DMSO In-stock
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N-(2-Aminoethyl)maleimide hydrochloride Related Antibodies

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Description

N-(2-Aminoethyl)maleimide (2-Maleimidoethylamine) hydrochloride is a selective covalent binding agent for thiol groups (RSGs), covalently binding to thiols via an irreversible thioether bond to prepare MMP-2-sensitive nanosystems. Under near-neutral conditions, the maleimide group in N-(2-Aminoethyl)maleimide hydrochloride binds to thiol groups via a nucleophilic addition reaction, and can be used to modify polymers or biological interfaces, enhancing mucosal adhesion and regulating the surface charge of biological interfaces. N-(2-Aminoethyl)maleimide hydrochloride can optimize the adhesion performance of drug delivery carriers and cell interactions with biological interfaces, and is applied in transmucosal drug delivery systems (such as drug carriers for oral and bladder sites) and biomaterial surface engineering research, providing support for tissue implantation, regeneration, and related drug delivery[1][2].

In Vitro

N-(2-Aminoethyl)maleimide hydrochloride (AEM·HCl) functionalized CMC material (CMC-MAL) exhibits improved biocompatibility and mucoadhesive properties[1].
Low cytotoxicity: In a human gingival fibroblast (HGF-1) model, after 24 hours of treatment with CMC-MAL at concentrations of 0.1-5000 μg/mL, the relative cell viability exceeded 80%, with no significant differences in toxicity and no apparent trend of cell damage. Basis for biosafety: CMC is a commonly used excipient in the pharmaceutical industry and has been proven to be biocompatible. AEM·HCl modification did not introduce toxicity, and its cytocompatibility was not significantly different from unmodified CMC. N-(2-Aminoethyl)maleimide hydrochloride (AEM·HCl) functionalized CMC material (CMC-MAL) exhibits improved mucoadhesive properties[2].
1. Strong and persistent adhesion: Flow-through analysis showed that over 40% of the polymer remained on the mucosal surface after 1 hour of washing, while less than 30% of unmodified CMC remained. 2. Strong adhesive force: The viscosity of a mixture of 5% CMC-MAL and 5% mucin was 1.4 times that of 5% CMC + mucin. The maximum peel force and total adhesion work of CMC-MAL were significantly higher than those of unmodified CMC and chitosan (a first-generation mucoadhesive polymer). 3. Clear mechanism of action: Irreversible adhesion is achieved through the formation of covalent thioether bonds between the maleimide group and the thiol groups in the cysteine-rich domains of mucin; after pretreatment of the mucosa with cysteine, the adhesion force of CMC-MAL decreased significantly.

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

N-(2-Aminoethyl)maleimide hydrochloride Related Antibodies
In Vivo

N-(2-Aminoethyl)maleimide hydrochloride (AEM·HCl)-modified CMC-Mal membranes exhibit improved retention capacity at oral mucosal injury sites and enhanced delivery of the anti-inflammatory agent Benzydamine (HY-30235A)[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Molecular Weight

176.60

Formula

C6H9ClN2O2
CAS No.
Appearance

Solid

Color

White to off-white

SMILES

O=C(C=C1)N(CCN)C1=O.[H]Cl
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

4°C, sealed storage, away from moisture and light

*In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)

Solvent & Solubility
In Vitro: 

DMSO : 50 mg/mL (283.13 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 5.6625 mL 28.3126 mL 56.6251 mL
5 mM 1.1325 mL 5.6625 mL 11.3250 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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This equation is commonly abbreviated as: C1V1 = C2V2

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In Vivo Dissolution Calculator
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Working solution concentration: mg/mL
Purity & Documentation

Purity: 99.97%

SDS (394 KB)

COA (253 KB) HNMR (164 KB) RP-HPLC (266 KB) LCMS (107 KB)

Handling Instructions (2659 KB)
References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 5.6625 mL 28.3126 mL 56.6251 mL 141.5628 mL
5 mM 1.1325 mL 5.6625 mL 11.3250 mL 28.3126 mL
10 mM 0.5663 mL 2.8313 mL 5.6625 mL 14.1563 mL
15 mM 0.3775 mL 1.8875 mL 3.7750 mL 9.4375 mL
20 mM 0.2831 mL 1.4156 mL 2.8313 mL 7.0781 mL
25 mM 0.2265 mL 1.1325 mL 2.2650 mL 5.6625 mL
30 mM 0.1888 mL 0.9438 mL 1.8875 mL 4.7188 mL
40 mM 0.1416 mL 0.7078 mL 1.4156 mL 3.5391 mL
50 mM 0.1133 mL 0.5663 mL 1.1325 mL 2.8313 mL
60 mM 0.0944 mL 0.4719 mL 0.9438 mL 2.3594 mL
80 mM 0.0708 mL 0.3539 mL 0.7078 mL 1.7695 mL
100 mM 0.0566 mL 0.2831 mL 0.5663 mL 1.4156 mL
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N-(2-Aminoethyl)maleimide hydrochloride Related Classifications

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  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

N-(2-Aminoethyl)maleimide134272-64-32-MaleimidoethylamineBiochemical Assay ReagentsCancercross-linkerMMP-2 sensitivenanosystemInhibitorinhibitorinhibit

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