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

CAS: 60984-57-8 Cat. No.: N304128 Peso molecular: 260.38 Número EC: 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

Descripción general

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

Sinónimos

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

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Store at -20°C, Argon charged

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: 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)
• Isómeros SMILES: C=CC(=O)NCCSSCCNC(=O)C=C
• Peso molecular: 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
    • Clase Carboxylic acids and derivatives
      • Subclass Acrylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: 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
• Descripción: 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

Propiedades químicas y físicas

• Solubilidad: soluble in acetic acid. Slightly soluble in water.
• Sensibilidad: heat & air & light sensitive
• Punto de fusión (°C): 123 °C
• Peso molecular: 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

Referencias

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2. Yuzhuo Song, Shuang Han, Shiwei Liu, Ruonan Sun, Le Zhao, Chen Yan.  (2023)  Biodegradable Imprinted Polymer Based on ZIF-8/DOX-HA for Synergistically Targeting Prostate Cancer Cells and Controlled Drug Release with Multiple Responses.  ACS Applied Materials & Interfaces,      [PMID:37212295] [10.1021/acsami.3c02647]

3. Lin Chen, Dan Fang, Junyue Zhang, Xiangyu Xiao, Nan Li, Yue Li, Mimi Wan, Chun Mao.  (2023)  Nanomotors-loaded microneedle patches for the treatment of bacterial biofilm-related infections of wound.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:37247478] [10.1016/j.jcis.2023.05.080]

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6. Tingwu Liu, Wen Sun, Changjun Mu, Xu Zhang, Donghua Xu, Qiuyan Yan, Shifang Luan.  (2024)  Bionic double-crosslinked hydrogel of poly (γ-glutamic acid)/poly (N-(2-hydroxyethyl) acrylamide) with ultrafast gelling process and ultrahigh burst pressure for emergency rescue.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:38810432] [10.1016/j.ijbiomac.2024.132360]

7. Lihui Zhao, Banxin Luo, Shishuai Gao, Yupeng Liu, Chenhuan Lai, Daihui Zhang, Wenxian Guan, Chunpeng Wang, Fuxiang Chu.  (2024)  Stretchable, self-adhesive, and conductive hemicellulose-based hydrogels as wearable strain sensors.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39515690] [10.1016/j.ijbiomac.2024.137313]

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9. Xiangyu Teng, Shengkun Xu, Xuehao Feng, Zhizheng Gao, Zhixing Ge, Bentao Zou, Wenguang Yang.  (2025)  A dual-paddle soft robot integrated with a bionic elephant nose gripper constructed on the foundation of PNIPAM/MoS₂ composite hydrogel.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2025.136825]

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