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63179

Sigma-Aldrich

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
Beilstein/REAXYS Number:
1492578
MDL number:
MFCD00043141
UNSPSC Code:
12352106
PubChem Substance ID:
329759806
NACRES:
NA.25

Quality Level

200

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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)
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