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8.51005

Sigma-Aldrich

DSC

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

Synonym(s):

DSC, N,N′-Disuccinimidyl carbonate, Di-(N-Succinimidyl)carbonate

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About This Item

Empirical Formula (Hill Notation):
C9H8N2O7
CAS Number:
Molecular Weight:
256.17
MDL number:
UNSPSC Code:
12352108
EC Index Number:
277-730-3
NACRES:
NA.22

product name

DSC, N,N′-Disuccinimidyl carbonate Novabiochem®

Quality Level

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

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

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).

Linkage

Replaces: 01-62-0006

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

Legal Information

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

Pictograms

Exclamation markHealth hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - STOT RE 2 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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