N,N'-Bis(acryloyl)cystamine - ≥98% , CAS No.60984-57-8

CAS: 60984-57-8 Cat. No.: N304128 Molecular Weight: 260.38 EC Number: 262-546-8

GRADE & PURITY ≥98%

Synonyms

N,N'-[Disulfanediylbis(ethane-2,1-diyl)]diacrylamide | N,N'-(Dithiodi-2,1-ethanediyl)diacrylamide | N,N'-Cystaminebisacrylamide | Bis(2-acrylamidoethyl) Disulfide

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

BAC is used as a reversible cross-linker for polyacrylamide gels, to simplify isolation of macromolecules separated on the gels. The disulfide linkage can be broken with a suitable reducing agent. A 1-g slice of a 4% (12:1) gel will dissolve in 5 mL of 100 mM DTT in TBE (pH 8.3) in less than 30 min.

BAC is used as a reversible cross-linker for polyacrylamide gels. The disulfide linkage can be broken with a suitable reducing agent. A 12:1 ratio of acrylamide:BAC is recommended for DNA purification. A one gram slice of a 4% gel will dissolve in 5 mL of 100 mM DTT, TBE solution (pH 8.3) in less than 30 min. The pH of 8.3 is optimum for rapid dissolution of the gel.

N,N'-Bis(acryloyl)cystamine is used as a reversible cross-linker for polyacrylamide gels. It is also used for DNA purification. Further, it finds application in Suzuki reaction and fabrication of hydrogel modified plasmonic crystal.

Specifications

Synonyms

N, N'-[Disulfanediylbis(ethane-2, 1-diyl)]diacrylamide | N, N'-(Dithiodi-2, 1-ethanediyl)diacrylamide | N, N'-Cystaminebisacrylamide | Bis(2-acrylamidoethyl) Disulfide

Specifications & Purity

≥98%

Storage

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%

Names and Identifiers

• Canonical Smiles: C=CC(=O)NCCSSCCNC(=O)C=C
• IUPAC Name: N-[2-[2-(prop-2-enoylamino)ethyldisulfanyl]ethyl]prop-2-enamide
• InChIKey: DJVKJGIZQFBFGS-UHFFFAOYSA-N
• INCHI: 1S/C10H16N2O2S2/c1-3-9(13)11-5-7-15-16-8-6-12-10(14)4-2/h3-4H,1-2,5-8H2,(H,11,13)(H,12,14)
• Isomeric SMILES: C=CC(=O)NCCSSCCNC(=O)C=C
• Molecular Weight: 260.38
• Reaxy-Rn: 11340894
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11340894&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Acrylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Acrylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Acrylic acids and derivatives
• Alternative Parents: Secondary carboxylic acid amides Dialkyldisulfides Sulfenyl compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Acrylic acid or derivatives - Carboxamide group - Organic disulfide - Secondary carboxylic acid amide - Dialkyldisulfide - Sulfenyl compound - Organic oxide - Organopnictogen compound - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as acrylic acids and derivatives. These are organic compounds containing acrylic acid CH2=CHCO2H or a derivative thereof.
• 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: soluble in acetic acid. Slightly soluble in water.
• Sensitivity: heat & air & light sensitive
• Melt Point(°C): 123 °C
• Molecular Weight: 260.399 g/mol
• XLogP3: 0.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 260.065 Da
• Monoisotopic Mass: 260.065 Da
• Topological Polar Surface Area: 109.000 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 231.000
• 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

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