CAS 55750-62-4

Succinimidyl 3-maleimidopropionate

Description:

Succinimidyl 3-maleimidopropionate (SMP) is a chemical compound commonly used in bioconjugation and protein labeling applications. It features a succinimidyl ester group, which is reactive towards amine groups, allowing for the formation of stable amide bonds with proteins or other biomolecules. The maleimide group in SMP is particularly significant as it can selectively react with thiol groups, facilitating the conjugation of proteins or peptides that contain cysteine residues. This dual reactivity makes SMP a versatile crosslinker in biochemical research and therapeutic development. SMP is typically a white to off-white solid and is soluble in organic solvents such as dimethyl sulfoxide (DMSO) and dimethylformamide (DMF), but less soluble in water. It is important to handle SMP with care, as it can be sensitive to moisture and should be stored in a cool, dry place. Overall, SMP is a valuable tool in the field of biochemistry for creating stable conjugates for various applications, including drug delivery and diagnostic assays.

Formula: C₁₁H₁₀N₂O₆

InChI: 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: InChIKey=JKHVDAUOODACDU-UHFFFAOYSA-N

SMILES: O(C(CCN1C(=O)C=CC1=O)=O)N2C(=O)CCC2=O

Synonyms:

• (2,5-Dioxopyrrolidin-1-yl) 3-(2,5-dioxopyrrol-1-yl)propanoate
• 1-{3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}-1H-pyrrole-2,5-dione
• 1H-Pyrrole-1-propanoic acid, 2,5-dihydro-2,5-dioxo-, 2,5-dioxo-1-pyrrolidinyl ester
• 1H-Pyrrole-2,5-dione, 1-[3-[(2,5-dioxo-1-pyrrolidinyl)oxy]-3-oxopropyl]-
• 2,5-Dioxopyrrolidin-1-yl 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoate
• 2,5-Dioxopyrrolidin-1-yl 3-(2,5-dioxo-2,5-dihydro-lH-pyrrol-1-yl)propanoate
• 3-(2,5-Dioxo-2,5-dihydropyrrol-1-yl)propionic acid 2,5-dioxopyrrolidiny-1-yl ester
• 3-Maleimidopropionic acid N-hydroxysuccinimide ester
• 3-Maleimidopropionic acid N-succinimidyl ester
• 3-Maleimidopropionic acid hydroxysuccinimide ester
• BMPS (crosslinking agent)
• N-Succinimidyl 3-(N-maleimido)propionate
• Succinimidyl 3-maleimidopropanoate
• Succinimidyl 3-maleimidopropionate
• β-Maleimidopropionic acid N-hydroxysuccinimide ester

N-Succinimidyl 3-Maleimidopropionate [Cross-linking Reagent]

CAS: 55750-62-4

Formula: C₁₁H₁₀N₂O₆

Purity: >98.0%(HPLC)(N)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 266.21

Ref: 3B-S0427

3-Maleimidopropionic acid N-hydroxysuccinimide ester, 99%

CAS: 55750-62-4

3-Maleimidopropionic acid N-hydroxysuccinimide ester is a reagent that is widely used for generating stable maleimide-activated carrier proteins that can spontaneously react with sulfhydryls. Alternatively these relatively stable maleimide-activated intermediates may be lyophilized and stored for la

Formula: C₁₁H₁₀N₂O₆

Purity: 99%

Color and Shape: White to cream or pale yellow, Powder

Molecular weight: 266.21

Ref: 02-H27329

3-Maleimidopropionic acid N-hydroxysuccinimide ester

CAS: 55750-62-4

Formula: C₁₁H₁₀N₂O₆

Purity: 95%

Color and Shape: Solid

Molecular weight: 266.2069

Ref: IN-DA003TCA

Maleimidopropionic acid N-hydroxysuccinimide ester

CAS: 55750-62-4

Maleimidopropionic acid N-hydroxysuccinimide ester

Formula: C₁₁H₁₀N₂O₆

Purity: 99% (hplc) (Typical Value in Batch COA)

Color and Shape: white to off-white powder

Molecular weight: 266.21g/mol

Ref: 54-BICL228

BMPS

CAS: 55750-62-4

BMPS, a non-cleavable ADC linker, is utilized in the synthesis of antibody-drug conjugates (ADCs).

Formula: C₁₁H₁₀N₂O₆

Color and Shape: Solid

Molecular weight: 266.21

Ref: TM-T14668

3-Maleimidopropionic acid N-succinimidyl ester

CAS: 55750-62-4

3-Maleimidopropionic acid N-succinimidyl ester is a potent inducer of the transcriptional regulator NF-κB. It also inhibits the growth of human osteosarcoma cells and mesenchymal cells, which may be due to its activity on integrin receptors. 3-Maleimidopropionic acid N-succinimidyl ester has been shown to inhibit the growth of infectious diseases such as HIV and malaria, as well as leukemia inhibitory factor. This drug also has a chemical effect on iron homeostasis by inhibiting iron uptake in human serum and mouse liver cells.

Formula: C₁₁H₁₀N₂O₆

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 266.21 g/mol

Ref: 3D-FM24998

3-(Maleimido)propionic acid N-hydroxysuccinimide ester

CAS: 55750-62-4

Formula: C₁₁H₁₀N₂O₆

Purity: 97.0%

Color and Shape: Solid, Crystalline Powder

Molecular weight: 266.209

Ref: 10-F079912

3-Maleimidopropionic Acid N-Succinimidyl Ester

Controlled Product

CAS: 55750-62-4

Applications A short, sulfhydryl and amino reactive heterobifunctional crosslinking reagent. Also used in immunodiagnostics.Spacer Arm: 6.9 Angstroms
References Kitagawa, T., el al.: Enz. Immunoassay, 81, (1981)

Formula: C₁₁H₁₀N₂O₆

Color and Shape: Neat

Molecular weight: 266.21

Ref: TR-M141000