N-Succinimidyl maleimidoacetate
- Product Name
- N-Succinimidyl maleimidoacetate
- CAS No.
- 55750-61-3
- Chemical Name
- N-Succinimidyl maleimidoacetate
- Synonyms
- 2,5-Dioxopyrrolidin-1-yl 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetate;Azido-PEG1-Val-Cit-PABC-PNP;MaleiMidoacetic;N-SMP;AMAS, 10 mM in DMSO;a-Maleimidoacetic acid-NHS;N-(α-MaleiMidoacetoxy)succiMide;N-SUCCINIMIDYL MALEIMIDOACETATE;a-MaleiMidoacetic acid-NHS(AMAS);N-(α-Maleimidoacetoxy)succinimide
- CBNumber
- CB1201178
- Molecular Formula
- C10H8N2O6
- Formula Weight
- 252.18
- MOL File
- 55750-61-3.mol
N-Succinimidyl maleimidoacetate Property
- Melting point:
- 174-175°C
- Boiling point:
- 430.1±47.0 °C(Predicted)
- Density
- 1.63±0.1 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- solubility
- Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly, Heated)
- pka
- -2.69±0.20(Predicted)
- form
- Solid
- color
- White to Off-White
- InChI
- InChI=1S/C10H8N2O6/c13-6-1-2-7(14)11(6)5-10(17)18-12-8(15)3-4-9(12)16/h1-2H,3-5H2
- InChIKey
- TYKASZBHFXBROF-UHFFFAOYSA-N
- SMILES
- N1(CC(ON2C(=O)CCC2=O)=O)C(=O)C=CC1=O
- CAS DataBase Reference
- 55750-61-3
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.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- M3884
- Product name
- Maleimidoacetic acid N-hydroxysuccinimide ester
- Purity
- ≥95%
- Packaging
- 10mg
- Price
- $118
- Updated
- 2025/07/31
- Product number
- S0968
- Product name
- N-Succinimidyl Maleimidoacetate
- Packaging
- 20mg
- Price
- $110
- Updated
- 2024/03/01
- Product number
- S0968
- Product name
- N-Succinimidyl Maleimidoacetate
- Packaging
- 100mg
- Price
- $314
- Updated
- 2025/07/31
- Product number
- 17160
- Product name
- Maleimidoacetic Acid N-hydroxysuccinimide ester
- Purity
- ≥95%
- Packaging
- 5mg
- Price
- $44
- Updated
- 2024/03/01
- Product number
- 17160
- Product name
- Maleimidoacetic Acid N-hydroxysuccinimide ester
- Purity
- ≥95%
- Packaging
- 10mg
- Price
- $78
- Updated
- 2024/03/01
N-Succinimidyl maleimidoacetate Chemical Properties,Usage,Production
Chemical Properties
White Crystalline Solid
Uses
Maleimidoacetic acid N-hydroxysuccinimide ester is a crosslinking reagent that contains NHS ester- and maleimide-reactive groups at the opposite ends of a 4.4 ? spacer arm. This configuration allows for sequential, two-stage conjugation with amine and sulfhydryl functional groups in the preparation of protein-hapten or protein-protein conjugates.
Uses
A hetero-bifunctional cross-linking reagent for the preparation of protein-protein or protein-hapten conjugates.
reaction suitability
reagent type: linker
Synthesis
6066-82-6
17686-36-1
55750-61-3
GENERAL STEPS: To a 500 mL three-necked flask was added N-maleimidoacetic acid (94 g, 0.6 mol) and 300 mL of methylene chloride, followed by oxalyl chloride (90 g, 0.72 mol). The reaction mixture was heated to reflux and a large amount of gas was observed to be released. After 2 hours of reaction, the solution became clarified. Subsequently, dichloromethane and excess oxalyl chloride were removed by concentration. 200 mL of dichloromethane was added to wash and remove the residual acid to give the crude product N-maleimidoacetyl chloride. The crude product was dissolved in 200 mL of dichloromethane. In another vessel, N-hydroxysuccinimide (69 g, 0.6 mol) and triethylamine (80.8 g, 0.8 mol) were dissolved in 300 mL of dichloromethane and the reaction temperature was controlled to be no more than 20° C. under the cooling of an ice water bath. A dichloromethane solution of the above N-maleimidoacetyl chloride was slowly added dropwise to this mixture and the dropwise process lasted for 2 hours. Upon completion of the reaction, the reaction solution was washed with 200 mL of water to remove the triethylamine hydrochloride, followed by 100 mL of 1N hydrochloric acid to remove excess triethylamine, and finally with 200 mL of saturated brine. The organic phase was dried and concentrated to dryness to give 137 g of white solid. Purification by recrystallization in a mixed solvent of ethyl acetate and petroleum ether resulted in 116 g of white solid with 98.7% HPLC purity and 76.7% yield.
IC 50
Non-cleavable Linker
References
[1] Patent: CN105037237, 2017, B. Location in patent: Paragraph 0071-0074
N-Succinimidyl maleimidoacetate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from N-Succinimidyl maleimidoacetate manufacturers
- Product
- N-Succinimidyl maleimidoacetate 55750-61-3
- Price
- US $0.00-0.00/g
- Min. Order
- 5g
- Purity
- 98.13%
- Supply Ability
- 10kg
- Release date
- 2025-07-10
- Product
- N-Succinimidyl maleimidoacetate 55750-61-3
- 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
- N-Succinimidyl maleimidoacetate 55750-61-3
- 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