8.51005

DSC

≥99.0% (HPLC), for peptide synthesis, Novabiochem^®

• Synonym(s): DSC, N,N′-Disuccinimidyl carbonate, Di-(N-Succinimidyl)carbonate
• Empirical Formula (Hill Notation): C₉H₈N₂O₇
• CAS Number: 74124-79-1
• Molecular Weight: 256.17
• UNSPSC Code: 12352108
• EC Index Number: 277-730-3
• NACRES: NA.22
• MDL number: MFCD00009767

Properties

• Product Name: DSC, N,N′-Disuccinimidyl carbonate Novabiochem^®
• Quality Segment: 200
• product line: Novabiochem^®
• assay: ≥99.0% (HPLC)
• form: powder
• reaction suitability: reaction type: Coupling Reactions
• manufacturer/tradename: Novabiochem^®
• mp: 188-191 °C
• application(s): peptide synthesis
• storage temp.: 2-8°C
• SMILES string: N2(C(=O)CCC2=O)OC(=O)ON1C(=O)CCC1=O
• InChI: 1S/C9H8N2O7/c12-5-1-2-6(13)10(5)17-9(16)18-11-7(14)3-4-8(11)15/h1-4H2
• InChI key: PFYXSUNOLOJMDX-UHFFFAOYSA-N

Description

General description

A convenient reagent for the synthesis of N-succinimidyl esters of N-protected amino acids ^[1,2,3,4].

Associated Protocols and Technical Articles
Guide to Selection of Coupling Reagents

Literature references

^[1] H. Ogura, et al. (1979) Tetrahedron Lett., 20, 4745.
^[2] H. Ogura, et al. (1981) Tetrahedron Lett., 22, 4817.
^[3] K. Takeda, et al. (1982) Synth. Commun., 12, 213.
^[4] K. Takeda, et al. (1983) TetrahedronLett., 24, 4569.

Application

• Utilization in solid-phase peptide synthesis: Discusses the role of N,N′-disuccinimidyl carbonate in solid-phase peptide synthesis, providing insights into its effectiveness in enhancing coupling reactions (Meschaninova et al., 2019).
• Surface functionalization of polymeric materials: This article explores the application of N,N′-disuccinimidyl carbonate in the surface functionalization of polymers to improve their biocompatibility and interaction with biological molecules (Yakufu et al., 2020).
• Development of affinity chromatography technologies: Details the use of N,N′-disuccinimidyl carbonate in the development of novel affinity chromatography approaches for protein purification (Hinamoto et al., 2023).
• Enhancement of polymer properties: Investigates how N,N′-disuccinimidyl carbonate can be used to modify polymer surfaces to enhance their properties, such as increased hydrophilicity and reactivity (Swar et al., 2020).

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Assay (HPLC, area%): ≥ 99.0 % (a/a)
Water (K. F.): ≤ 0.50 %
Identity (IR): passes test

Other Notes

Replaces: 01-62-0006

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• signalword: Warning
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• pictograms: GHS07
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral