63179
3-(Maleimido)propionic acid N-hydroxysuccinimide ester
≥98.5% (HPLC)
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Synonym(s):
3-(Maleimido)propionic acid N-succinimidyl ester, BMPS, N-(3-Maleimidopropionyloxy)succinimide, N-Maleoyl-β-alanine N′-hydroxysuccinimide ester, N-Succinimidyl 3-maleimidopropionate
Empirical Formula (Hill Notation):
C11H10N2O6
CAS Number:
Molecular Weight:
266.21
Beilstein:
1492578
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.25
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Quality Level
Assay
≥98.5% (HPLC)
form
solid
reaction suitability
reagent type: linker
mp
167-171 °C
functional group
NHS ester
storage temp.
2-8°C
SMILES string
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
InChI key
JKHVDAUOODACDU-UHFFFAOYSA-N
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Application
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.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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
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)
Wuensch, E.
Hoppe-Seyler'S Zeitschrift fur Physiologische Chemie, 366, 53-53 (1985)
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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