3-Maleimido-propionic NHS ester - ≥98% , CAS No.55750-62-4

CAS: 55750-62-4 Cat. No.: M595665 Molecular Weight: 266.21 Beilstein Registry Number: 1492578 EC Number: 627-755-4

GRADE & PURITY ≥98%

Synonyms

N-(3-Maleimidopropionyloxy)succinimide | 3-(Maleimido)propionic acid N-hydroxysuccinimide ester | BMPS | N-Succinimidyl 3-maleimidopropionate | 3-Maleimidopropionic Acid N-Succinimidyl Ester | 3-(Maleimido)propionic acid N-succinimidyl ester | N-Maleoyl-β

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

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.

Specifications

Synonyms

N-(3-Maleimidopropionyloxy)succinimide | 3-(Maleimido)propionic acid N-hydroxysuccinimide ester | BMPS | N-Succinimidyl 3-maleimidopropionate | 3-Maleimidopropionic Acid N-Succinimidyl Ester | 3-(Maleimido)propionic acid N-succinimidyl ester | N-Maleoyl-β

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1CC(=O)N(C1=O)OC(=O)CCN2C(=O)C=CC2=O
• IUPAC Name: (2,5-dioxopyrrolidin-1-yl) 3-(2,5-dioxopyrrol-1-yl)propanoate
• InChIKey: JKHVDAUOODACDU-UHFFFAOYSA-N
• INCHI: 1S/C11H10N2O6/c14-7-1-2-8(15)12(7)6-5-11(18)19-13-9(16)3-4-10(13)17/h1-2H,3-6H2
• Isomeric SMILES: C1CC(=O)N(C1=O)OC(=O)CCN2C(=O)C=CC2=O
• WGK Germany: 3
• Molecular Weight: 266.21
• Beilstein: 1492578
• Reaxy-Rn: 1492578
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1492578&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyrrolidines
      • Subclass Pyrrolidones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyrrolidines
• Subclass: Pyrrolidones
• Intermediate Tree Nodes: Not available
• Direct Parent: Maleimides
• Alternative Parents: Pyrrolidine-2-ones N-substituted carboxylic acid imides Pyrrolines Dicarboximides Lactams Monocarboxylic acids and derivatives Azacyclic compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Maleimide - Carboxylic acid imide, n-substituted - 2-pyrrolidone - Carboxylic acid imide - Dicarboximide - Pyrroline - Lactam - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Azacycle - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as maleimides. These are compounds containing a 2,5-pyrroledione moiety.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Moisture Sensitive； heat sensitive
• Melt Point(°C): 168°C
• Molecular Weight: 266.210 g/mol
• XLogP3: -1.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 266.054 Da
• Monoisotopic Mass: 266.054 Da
• Topological Polar Surface Area: 101.000 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 475.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Qiao Chen, Xinmei Duan, Yao Yu, Rongrong Ni, Guojing Song, Xu Yang, Li Zhu, Yuan Zhong, Kun Zhang, Kai Qu, Xian Qin, Wei Wu.  (2023)  Target Functionalized Carbon Dot Nanozymes with Dual-Model Photoacoustic and Fluorescence Imaging for Visual Therapy in Atherosclerosis.  Advanced Science,      [PMID:38145362] [10.1002/advs.202307441]

2. Qingqing Meng, Aiping Wang, Hongchen Hua, Ying Jiang, Yiyun Wang, Hongjie Mu, Zimei Wu, Kaoxiang Sun.  (2023)  Intranasal delivery of Huperzine A to the brain using lactoferrin-conjugated N-trimethylated chitosan surface-modified PLGA nanoparticles for treatment of Alzheimer’s disease.  International Journal of Nanomedicine,      [PMID:29440896] [10.2147/IJN.S151474]

3. Nianlian Mou, Xinmei Duan, Kai Qu, Qiao Chen, Zhigui He, Yu Cao, Kun Zhang, Xian Qin, Li Zhu, ZhiQiang Han, Chuanwei Li, Yuan Zhong, Wei Wu.  (2024)  Macrophage Membrane Spontaneously Encapsulated Cyclodextrin-Based Nanomedicines for Improving Lipid Metabolism and Inflammation in Atherosclerosis.  ACS Applied Materials & Interfaces,      [PMID:39240784] [10.1021/acsami.4c11370]