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Key Documents

63179

Sigma-Aldrich

3-(Maleimido)propionic acid N-hydroxysuccinimide ester

≥98.5% (HPLC)

Sinonimo/i:

3-(Maleimido)propionic acid N-succinimidyl ester, BMPS, N-(3-Maleimidopropionyloxy)succinimide, N-Maleoyl-β-alanine N′-hydroxysuccinimide ester, N-Succinimidyl 3-maleimidopropionate

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About This Item

Formula empirica (notazione di Hill):
C11H10N2O6
Numero CAS:
Peso molecolare:
266.21
Beilstein:
1492578
Numero MDL:
Codice UNSPSC:
12352106
ID PubChem:
NACRES:
NA.25

Livello qualitativo

Saggio

≥98.5% (HPLC)

Forma fisica

solid

Impiego in reazioni chimiche

reagent type: linker

Punto di fusione

167-171 °C

Gruppo funzionale

NHS ester

Temperatura di conservazione

2-8°C

Stringa SMILE

O=C1CCC(N1OC(CCN2C(C=CC2=O)=O)=O)=O

InChI

1S/C11H10N2O6/c14-7-1-2-8(15)12(7)6-5-11(18)19-13-9(16)3-4-10(13)17/h1-2H,3-6H2
JKHVDAUOODACDU-UHFFFAOYSA-N

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Applicazioni

Succinimidyl 3-maleimidopropionate (SMP, BMPS) is used as an aliphatic heterobifunctional crosslinker reagent. It is used for techniques such as the cross-linking of haptens to enzymes prior to enzyme immunoassays or fluorogenic substrates to peptidic antigens for use in fluorescence immunoassays.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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S J Xiao et al.
Journal of materials science. Materials in medicine, 8(12), 867-872 (2004-09-07)
Surface modification of acid-pretreated titanium with 3-aminopropyltriethoxylsilane (APTES) in dry toluene resulted in covalently bonded siloxane films with surface coverage that was relatively controllable by regulating the reaction conditions. A hetero-bifunctional cross-linker, N-succinimidyl-3-maleimidopropionate (SMP), reacted with the terminal amino groups
T. Kitagawa
Enzyme Immunoassay, 81-81 (1981)
S Heyse et al.
Protein science : a publication of the Protein Society, 4(12), 2532-2544 (1995-12-01)
A new method is presented for measuring sensitively the interactions between ligands and their membrane-bound receptors in situ using integrated optics, thus avoiding the need for additional labels. Phospholipid bilayers were attached covalently to waveguides by a novel protocol, which
M C Durrieu et al.
Journal of materials science. Materials in medicine, 15(7), 779-786 (2004-09-28)
Ceramics possess osteoconductive properties but exhibit no intrinsic osteoinductive capacity. Consequently, they are unable to induce new bone formation in extra osseous sites. In order to develop bone substitutes with osteogenic properties, one promising approach consists of creating hybrid materials
Mengjie Rui et al.
International journal of nanomedicine, 12, 217-237 (2017-01-25)
The development of drug resistance in cancer cells is one of the major obstacles to achieving effective chemotherapy. We hypothesized that the combination of a doxorubicin (Dox) prodrug and microRNA (miR)21 inhibitor might show synergistic antitumor effects on drug-resistant breast

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