N-Succinimidyl 3-Maleimidobenzoate [Cross-linking Reagent] - ≥98%(HPLC) , CAS No.58626-38-3

CAS: 58626-38-3 Cat. No.: N159715 Molecular Weight: 314.25 EC Number: 261-368-8

GRADE & PURITY ≥98%(HPLC)

Synonyms

C16035 | 3-Hepten-1-ol, acetate, (3E)- | 3-Maleimidobenzoyl N-hydroxysuccinimide | 3-Maleimidobenzoyl-N-hydroxysuccinimide ester | 1-(3-(((2,5-Dioxopyrrolidinyl)oxy)carbonyl)phenyl)-1H-pyrrole-2,5-dione | 2,5-dioxopyrrolidin-1-yl3-(2,5-dioxo-2,5-dihydro-1

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Product Application
3-Maleimidobenzoic acid N-hydroxysuccinimide ester (MBS) has been used as a protein cross-linker. It has been used for the stabilization of actin filaments in plant tissue samples. 3-Maleimidobenzoic acid N-hydroxysuccinimide ester has been used: in the fixation of pollen in Arabidopis as a component of Murashige and Skoog (MS) medium to stabilize F-actin in Eucalyptus root hairs in the fixation of F-actin labelled pollen tubes of Lilium davidii
Heterobifunctional crosslinking reagent reactive toward primary amine and sulfhydryl. Typically, coupled initially to molecules containing primary amines by amide bonds buffered at pH 7.0, followed by coupling to compounds containing sulfhydryl by thioether at same pH. Useful for preparation of enzyme immunoconjugates and hapten carrier molecule conjugates.

Specifications

Synonyms

C16035 | 3-Hepten-1-ol, acetate, (3E)- | 3-Maleimidobenzoyl N-hydroxysuccinimide | 3-Maleimidobenzoyl-N-hydroxysuccinimide ester | 1-(3-(((2, 5-Dioxopyrrolidinyl)oxy)carbonyl)phenyl)-1H-pyrrole-2, 5-dione | 2, 5-dioxopyrrolidin-1-yl3-(2, 5-dioxo-2, 5-dihydro-1

Specifications & Purity

≥98%(HPLC)

Biochemical and Physiological Mechanisms

3-Maleimidobenzoic acid N-hydroxysuccinimide is used as a fixative for the preservation of pollen tube F-actin distribution. It imposes less damage when used on pollen tubes.

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Purity

≥98%(HPLC)

Names and Identifiers

• Canonical Smiles: C1CC(=O)N(C1=O)OC(=O)C2=CC(=CC=C2)N3C(=O)C=CC3=O
• IUPAC Name: (2,5-dioxopyrrolidin-1-yl) 3-(2,5-dioxopyrrol-1-yl)benzoate
• InChIKey: LLXVXPPXELIDGQ-UHFFFAOYSA-N
• INCHI: 1S/C15H10N2O6/c18-11-4-5-12(19)16(11)10-3-1-2-9(8-10)15(22)23-17-13(20)6-7-14(17)21/h1-5,8H,6-7H2
• Isomeric SMILES: C1CC(=O)N(C1=O)OC(=O)C2=CC(=CC=C2)N3C(=O)C=CC3=O
• Molecular Weight: 314.25
• Reaxy-Rn: 1505254
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1505254&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzoic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Acylaminobenzoic acid and derivatives
• Alternative Parents: Phenylpyrrolines Benzoyl derivatives Maleimides Pyrrolidine-2-ones N-substituted carboxylic acid imides Pyrroles Dicarboximides Carboxylic acid salts Lactams Azacyclic compounds Monocarboxylic acids and derivatives Hydrocarbon derivatives Organic salts Organonitrogen compounds Carbonyl compounds Organic oxides Organopnictogen compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Acylaminobenzoic acid or derivatives - 1-phenylpyrroline - Benzoyl - Maleimide - Carboxylic acid imide, n-substituted - Pyrrolidone - 2-pyrrolidone - Carboxylic acid imide - Dicarboximide - Pyrrole - Pyrrolidine - Pyrroline - Carboxylic acid salt - Lactam - Azacycle - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organoheterocyclic compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic oxide - Organic nitrogen compound - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Organic salt - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.
• 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

• Solubility: DMSO: ≤20 mg/mL (may require addition of solvent to coupling buffer to at least 5% to maintain solubility)
• Sensitivity: Sensitive to light ；Sensitive to humidity
• Melt Point(°C): 181 °C
• Molecular Weight: 314.250 g/mol
• XLogP3: 0.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 314.054 Da
• Monoisotopic Mass: 314.054 Da
• Topological Polar Surface Area: 101.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 591.000
• 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

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