N-Succinimidyl 3-maleimidopropionate

Base Information

• Chemical Name: N-Succinimidyl 3-maleimidopropionate
• CAS No.: 55750-62-4
• Molecular Formula: C11H10 N2 O6
• Molecular Weight: 266.21
• Hs Code.: 29280000
• European Community (EC) Number: 627-755-4
• DSSTox Substance ID: DTXSID30404976
• Nikkaji Number: J308.878B
• Wikidata: Q72509066
• Mol file: 55750-62-4.mol

Synonyms:55750-62-4;N-Succinimidyl 3-maleimidopropionate;BMPS;2,5-Dioxopyrrolidin-1-yl 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoate;3-(Maleimido)propionic acid N-hydroxysuccinimide ester;(2,5-dioxopyrrolidin-1-yl) 3-(2,5-dioxopyrrol-1-yl)propanoate;3-Maleimidopropionic Acid N-Succinimidyl Ester;3-Maleimidopropionic acid N-hydroxysuccinimide ester;BMPS Crosslinker;3-Maleimido-propionic NHS ester;MFCD00043141;N-(3-Maleimidopropionyloxy)succinimide;Maleimide-(CH2)2-COONHS;succinimido 3-maleimidopropanoate;Mal NHS ester;Boc-L-Lys-OMe*AcOH;N-SUCCINIMIDYL3-MALEIMIDOPROPIONATE;1H-Pyrrole-2,5-dione, 1-[3-[(2,5-dioxo-1-pyrrolidinyl)oxy]-3-oxopropyl]-;SCHEMBL157545;3-maleimidopropionic acid n-hydroxy succinimide-ester;DTXSID30404976;JKHVDAUOODACDU-UHFFFAOYSA-N;Succinimidyl 3-maleimidopropionate;GLXC-25194;BCP07533;CS-M3679;n-succinimidyl 3-maleimidopropanoate;n-succinimidyl-3-maleimidopropionate;AM9911;1-{3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}-1h-pyrrole-2,5-dione;AKOS005068164;(BMPS);3-Maleimidopropionic acid NHS;GS-5826;AC-32520;BP-20509;HY-42146;PD117884;SY031032;A8049;FT-0604089;S0427;J-510890;3-Maleimidopropionic acid N-hydroxysuccinimide ester, 99%;3-(Maleimido)propionic acid N-hydroxysuccinimide ester, >=98.5% (HPLC);3-(2,5-Dioxo-2,5-dihydropyrrol-1-yl)propionic acid 2,5-dioxopyrrolidin-1-yl ester

Chemical Property of N-Succinimidyl 3-maleimidopropionate

Chemical Property:

• Vapor Pressure: 3E-08mmHg at 25°C
• Melting Point: 168-170 ºC
• Boiling Point: 448.8°Cat760mmHg
• PKA: -2.39±0.20(Predicted)
• Flash Point: 225.2°C
• Density: 1.55g/cm³
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 266.05388604
• Heavy Atom Count: 19
• Complexity: 475

Purity/Quality:

99% ^*data from raw suppliers

3-MaleimidopropionicAcidN-SuccinimidylEster ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 37
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)CCN2C(=O)C=CC2=O
• Description: 3-Maleimido-propionic NHS ester contains a maleimide group and an NHS ester. The NHS ester can be used to label the primary amines (-NH2) of proteins, amine-modified oligonucleotides, and other amine-containing molecules. The maleimide group will react with a thiol group to form a covalent bond, enabling the connection of biomolecule with a thiol.
• Uses: 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 later conjugation to a hapten. A short, sulfhydryl and amino reactive heterobifunctional crosslinking reagent, N-Succinimidyl 3-maleimidopropionate can also been used in immunodiagnostics.

Technology Process of N-Succinimidyl 3-maleimidopropionate

There total 1 articles about N-Succinimidyl 3-maleimidopropionate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

3-maleimidepropionic acid (7423-55-4) + dicyclohexyl-carbodiimide (538-75-0) → 3-maleimidopropionic acid N-hydroxysuccinimide ester (55750-62-4) + urea (57-13-6)

Guidance literature:

With 1-hydroxy-pyrrolidine-2,5-dione; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1039/b904060a

Reference yield: 100.0%

3-maleimidopropionic acid N-hydroxysuccinimide ester (55750-62-4) + C52H78N14O12S → C59H83N15O15S

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

Reference yield: 99.0%

3-maleimidopropionic acid N-hydroxysuccinimide ester (55750-62-4) + Tert-Butyl (S)-4-((S)-2-((R)-2-amino-4-methylpentanamido)propanamido)-5-((4-(hydroxymethyl)phenyl)amino)-5-oxopentanoate → tert-butyl (S)-4-((S)-2-((R)-2-(3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanamido)-4-methylpentanamido)propanamido)-5-((4-(hydroxymethyl)phenyl)amino)-5-oxopentanoate

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 25 ℃;

upstream raw materials:

3-maleimidepropionic acid

dicyclohexyl-carbodiimide

Downstream raw materials:

C₁₇H₁₈N₂O₅

1,4,7-triaza-2-(N-maleimido ethylene p-amino)benzyl-1,7-bis(carboxymethyl)-4-carboxymethyl 6-methyl heptane

N-(2-(7-acetyl-3-oxo-9-phenyl-1H-pyrrolo[3,4-β]indolizin-2(3H)-yl)propyl)-3-(2,5-dioxo-2H-pyrrol-1(5H)-yl)propanamide

3-(2,5-dioxo-2H-pyrrol-1(5H)-yl)-N-(2-(3-oxo-9-phenyl-1H-pyrrolo[3,4-β]indolizin-2(3H)-yl)propyl)propanamide