An amine- and sulfhydryl-reactive crosslinking reagent
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Product Type

Biochemicals

Maleimidoacetic Acid N-hydroxysuccinimide ester

Item No. 17160

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,5-dihydro-2,5-dioxo-1H-pyrrole-1-acetic acid, 2,5-dioxo-1-pyrrolidinyl ester
CAS Number
55750-61-3
Synonyms
  • AMAS
Molecular Formula
C10H8N2O6
Formula Weight
252.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/ml
λmax
217, 223 nm
SMILES
O=C(C=C1)N(CC(ON2C(CCC2=O)=O)=O)C1=O
InChi Code
InChI=1S/C10H8N2O6/c13-6-1-2-7(14)11(6)5-10(17)18-12-8(15)3-4-9(12)16/h1-2H,3-5H2
InChi Key
TYKASZBHFXBROF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $49

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    10 mg

    $86

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    50 mg

    $167

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    100 mg

    $283

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    Product Description

    Maleimidoacetic acid N-hydroxysuccinimide ester is a crosslinking reagent that contains NHS ester- and maleimide-reactive groups at the opposite ends of a 4.4 Å spacer arm. This configuration allows for sequential, two-stage conjugation with amine and sulfhydryl functional groups in the preparation of protein-hapten or protein-protein conjugates.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. May, J.M. Selective labeling of the erythrocyte hexose carrier with a maleimide derivative of glucosamine: Relationship of an exofacial sulfhydryl to carrier conformation and structure. Biochemistry 28(4), 1718-1725 (1989).

    2. Sayre, L.M., Larson, D.L., Takemori, A.E., et al. Design and synthesis of naltrexone-derived affinity labels with nonequilibrium opioid agonist and antagonist activities. Evidence for the existence of different μ receptor subtypes in different tissues. J. Med. Chem. 27(10), 1325-1335 (1984).