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Merck
CN

63179

3-(Maleimido)propionic acid N-hydroxysuccinimide ester

≥98.5% (HPLC)

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

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About This Item

Empirical Formula (Hill Notation):
C11H10N2O6
CAS Number:
55750-62-4
Molecular Weight:
266.21
UNSPSC Code:
12352106
NACRES:
NA.25
PubChem Substance ID:
329759806
MDL number:
MFCD00043141
Beilstein/REAXYS Number:
1492578
Assay:
≥98.5% (HPLC)
Form:
solid

Key Documents

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Product Name

3-(Maleimido)propionic acid N-hydroxysuccinimide ester, ≥98.5% (HPLC)

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

SMILES string

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

InChI key

JKHVDAUOODACDU-UHFFFAOYSA-N

assay

≥98.5% (HPLC)

form

solid

reaction suitability

reagent type: linker

mp

167-171 °C

functional group

NHS ester

storage temp.

2-8°C

Quality Level

200

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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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBW7244
SLCK8387
BCBL4586V
BCBR5288V
SLBH7227

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T. Kitagawa
Enzyme Immunoassay, 81-81 (1981)
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
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
Wuensch, E.
Hoppe-Seyler'S Zeitschrift fur Physiologische Chemie, 366, 53-53 (1985)
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