DMABA NHS ester

Base Information

• Chemical Name: DMABA NHS ester
• CAS No.: 58068-85-2
• Molecular Formula: C13H14N2O4
• Molecular Weight: 262.265
• Mol file: 58068-85-2.mol

Synonyms:(2,5-dioxopyrrolidin-1-yl) 4-(dimethylamino)benzoate;

Chemical Property of DMABA NHS ester

Chemical Property:

• Melting Point: >150°C (dec.)
• PSA: 66.92000
• LogP: 0.91130
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Dichloromethane (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

98%Min ^*data from raw suppliers

DMABANHSEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: DMABA NHS ester is a reagent that reacts with the primary amine group of PE lipids. DMABA NHS ester has been used in combination with DMABA NHS ester-d4, -d6, and -d10 to study relative changes in PE lipid abundance before and after radical oxidation.

Technology Process of DMABA NHS ester

There total 2 articles about DMABA NHS ester 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: 86.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + p-N,N-dimethylaminobenzoic acid (619-84-1) → 4-(dimethylamino)benzoic acid N-hydroxysuccinimide ester (58068-85-2)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; for 2.5h; Inert atmosphere;

DOI:10.1016/j.bmc.2011.07.047

Reference yield:

ethyl p-dimethyaminolbenzoate (10287-53-3) → 4-(dimethylamino)benzoic acid N-hydroxysuccinimide ester (58068-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / ethanol / 6 h / 85 °C

2: dicyclohexyl-carbodiimide / dichloromethane / 2.5 h

With dicyclohexyl-carbodiimide; sodium hydroxide; In ethanol; dichloromethane;

Reference yield: 80.0%

4-(dimethylamino)benzoic acid N-hydroxysuccinimide ester (58068-85-2) + 6-amino-1-hexanol (4048-33-3) → 4-(N,N-dimethylamino)-N'-(6-hydroxyhexyl)benzamide (792936-62-0)

Guidance literature:

With triethylamine; In water; acetonitrile; for 0.5h; Inert atmosphere;

DOI:10.1016/j.bmc.2011.07.047

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

p-N,N-dimethylaminobenzoic acid

ethyl p-dimethyaminolbenzoate

Downstream raw materials:

C₅₀H₈₇N₂O₉P

4-(N,N-dimethylamino)-N'-(6-hydroxyhexyl)benzamide

Refernces

• 1、 -. "Preparation method of amboryl ester type sugar marker with permanent charges and application". Paragraph 0020. . Retrieved 2017/12/27.
• 2、 Wang, Jie,Cheng, Bo,Li, Jie,Zhang, Zhaoyue,Hong, Weiyao,Chen, Xing,Chen, Peng R.. "Chemical remodeling of cell-surface sialic acids through a palladium-triggered bioorthogonal elimination reaction". supporting information. p. 5364 - 5368. Retrieved 2015/04/27.