GMBS
- Product Name
- GMBS
- CAS No.
- 80307-12-6
- Chemical Name
- GMBS
- Synonyms
- 4-Maleimidobutyric acid N-hydroxysuccinimide ester;2,5-Dioxopyrrolidin-1-yl 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoate;GMBS;GMBS Crosslinker;CIVENTICHEM CV-2656;4-Maleimidobutyric acid NHS;4-Maleimidobutyric acid-NHS ester;(GMBS):4-Maleimidobutyric acid NHS;N-(4-Maleimibutyryloxy)succinimide;N-SUCCINIMIDYL 4-MALEIMIDOBUTYRATE
- CBNumber
- CB5267080
- Molecular Formula
- C12H12N2O6
- Formula Weight
- 280.23
- MOL File
- 80307-12-6.mol
GMBS Property
- Melting point:
- 123-129 °C
- Boiling point:
- 461.3±47.0 °C(Predicted)
- Density
- 1.49±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- chloroform: 100 mg/mL
- form
- powder
- pka
- -2.27±0.20(Predicted)
- color
- White to Pale Yellow
- BRN
- 6427689
- Stability:
- Hygroscopic, Moisture Sensitive
- InChI
- InChI=1S/C12H12N2O6/c15-8-3-4-9(16)13(8)7-1-2-12(19)20-14-10(17)5-6-11(14)18/h3-4H,1-2,5-7H2
- InChIKey
- PVGATNRYUYNBHO-UHFFFAOYSA-N
- SMILES
- N1(CCCC(ON2C(=O)CCC2=O)=O)C(=O)C=CC1=O
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 63175
- Product name
- 4-Maleimidobutyric acid N-hydroxysuccinimide ester
- Purity
- ≥98.0% (HPLC)
- Packaging
- 25mg
- Price
- $102
- Updated
- 2025/07/31
- Product number
- 63175
- Product name
- 4-Maleimidobutyric acid N-hydroxysuccinimide ester
- Purity
- ≥98.0% (HPLC)
- Packaging
- 100mg
- Price
- $370
- Updated
- 2025/07/31
- Product number
- 442630-M
- Product name
- 4-Maleimidobutyric acid N-hydroxysuccinimide ester
- Packaging
- 100mg
- Price
- $316
- Updated
- 2025/07/31
- Product number
- S0399
- Product name
- N-Succinimidyl 4-Maleimidobutyrate [Cross-linking Reagent]
- Purity
- >98.0%(HPLC)(N)
- Packaging
- 100mg
- Price
- $36
- Updated
- 2025/07/31
- Product number
- S0399
- Product name
- N-Succinimidyl 4-Maleimidobutyrate [Cross-linking Reagent]
- Purity
- >98.0%(HPLC)(N)
- Packaging
- 1g
- Price
- $196
- Updated
- 2025/07/31
GMBS Chemical Properties,Usage,Production
Chemical Properties
White Solid
Uses
A short, sulfhydryl and amino reactive heterobifunctional crosslinking reagent. Introduces maleimide groups into IgM
Uses
A heterobifunctional cross-linking reagent with amine and sulfhydryl reactivity. Useful in enzyme immunoassays
reaction suitability
reagent type: linker
Synthesis
6066-82-6
116965-29-8
80307-12-6
General procedure for the synthesis of 4-maleimidobutanoic acid-N-hydroxysuccinimide ester from N-hydroxysuccinimide and 4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butyryl chloride: N-maleimidobutanoic acid (99 g, 0.54 mol) and acetonitrile (300 ml) were placed in a 500 ml three-necked flask and thionyl chloride was slowly added ( 93.6 g, 0.82 mol). The reaction mixture was heated to reflux during which a large amount of gas release was observed. After the reaction was refluxed for 4 h, the mixture became clarified and acetonitrile and excess thionyl chloride were subsequently removed by concentration. 200 ml of acetonitrile was added to remove the residual acid to give the crude product N-maleimidobutyryl chloride. The crude product was dissolved in 200 ml of acetonitrile and added dropwise to 300 ml of acetonitrile solution containing N-hydroxysuccinimide (69 g, 0.6 mol) and tri-n-butylamine (148 g, 0.8 mol), during which the temperature was controlled to be no more than 20 °C using an ice water bath. The titration process lasted for 2 hours and after completion the reaction was continued at room temperature. Upon completion of the reaction, the acetonitrile was removed by concentration and the residue was dissolved in 400 ml of dichloromethane and washed sequentially with 200 ml of dichloromethane, 100 ml of 1N hydrochloric acid and 200 ml of saturated brine solution to remove the tri-n-butylamine hydrochloride and an excess of tri-n-butylamine. After drying, 139 g of white solid was obtained, which was recrystallized by mixed solvent of ethyl acetate and petroleum ether to give a final white solid of 104.2 g. The HPLC purity was 98.9% and the yield was 69.1%.
References
[1] Patent: CN105037237, 2017, B. Location in patent: Paragraph 0075-0078
GMBS Preparation Products And Raw materials
Raw materials
Preparation Products
GMBS Suppliers
- Tel
- --
- Fax
- --
- sales@chemos-group.com
- Country
- Germany
- ProdList
- 6350
- Advantage
- 71
- Tel
- --
- Fax
- --
- info@abcr.de
- Country
- Germany
- ProdList
- 6831
- Advantage
- 75
View Lastest Price from GMBS manufacturers
- Product
- GMBS 80307-12-6
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-09-26
- Product
- GMBS 80307-12-6
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- GMBS 80307-12-6
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-08