GMBS

Base Information

• Chemical Name: GMBS
• CAS No.: 80307-12-6
• Molecular Formula: C12H12N2O6
• Molecular Weight: 280.237
• Hs Code.: 29280000
• Mol file: 80307-12-6.mol

Synonyms:1H-Pyrrole-2,5-dione,1-[4-[(2,5-dioxo-1-pyrrolidinyl)oxy]-4-oxobutyl]- (9CI);4-Maleimidobutyricacid N-hydroxysuccimide ester;GMBS;N-(4-Maleimidebutyryloxy)succinimide;N-(g-Maleimidobutyryloxy)succinimide;Succinimidyl 4-(maleimido)butanoate;g-Maleimidobutyric acid N-hydroxysuccinimide ester;

Chemical Property of GMBS

Chemical Property:

• Appearance/Colour: White Solid
• Vapor Pressure: 1.08E-08mmHg at 25°C
• Melting Point: 123-129 oC
• Refractive Index: 1.594
• Boiling Point: 461.3°Cat760mmHg
• PKA: -2.27±0.20(Predicted)
• Flash Point: 232.8°C
• PSA: 101.06000
• Density: 1.49g/cm³
• LogP: -0.82540
• Storage Temp.: 2-8°C
• Solubility.: chloroform: 100 mg/mL

Purity/Quality:

97% ^*data from raw suppliers

4-Maleimidobutyric acid N-succinimidyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A short, sulfhydryl and amino reactive heterobifunctional crosslinking reagent. Introduces maleimide groups into IgM A heterobifunctional cross-linking reagent with amine and sulfhydryl reactivity. Useful in enzyme immunoassays

Technology Process of GMBS

There total 5 articles about GMBS 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: 72.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoic acid (57078-98-5) → 4-maleimidobutyric acid N-hydroxysuccinimide ester (80307-12-6)

Guidance literature:

With diisopropyl-carbodiimide; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.nucmedbio.2021.01.001

Reference yield: 28.0%

maleic anhydride (108-31-6) + 1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 4-amino-n-butyric acid (56-12-2) → 4-maleimidobutyric acid N-hydroxysuccinimide ester (80307-12-6)

Guidance literature:

maleic anhydride; 4-amino-n-butyric acid; In N,N-dimethyl-formamide; for 2h;

1-hydroxy-pyrrolidine-2,5-dione; With dicyclohexyl-carbodiimide; Cooling with ice;

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoic acid (57078-98-5) → urea (57-13-6) + 4-maleimidobutyric acid N-hydroxysuccinimide ester (80307-12-6)

Guidance literature:

With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1039/b904060a

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoic acid

4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoyl chloride

C₈H₁₁NO₅

Downstream raw materials:

4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanehydrazide trifluoroacetate