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43720 Sigma-Aldrich

N,N′-Disuccinimidyl carbonate

purum, ≥95.0% (NMR)

Synonym: N-Succinimidyl carbonate, DSC, Di(N-succinimidyl) carbonate

  • CAS Number 74124-79-1

  • Empirical Formula (Hill Notation) C9H8N2O7

  • Molecular Weight 256.17

  •  Beilstein Registry Number 1499137

  •  EC Number 277-730-3

  •  MDL number MFCD00009767

  •  PubChem Substance ID 329756382

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Properties

Related Categories Active Esters/Additives, Chemical Biology, Chemical Synthesis, Coupling, Peptide Chemistry,
InChI Key   PFYXSUNOLOJMDX-UHFFFAOYSA-N
grade   purum
assay   ≥95.0% (NMR)
impurities   ~3% N-hydroxysuccinimide (NMR)
mp   190 °C (dec.)(lit.)
storage temp.   −20°C

Description

Other Notes

Convenient reagent for preparing N-succinimidyl esters of N-protected amino acids and other acids; activated carbonate, e.g. synthesis of ureas and carbamates; coupling of ligands to proteins (via lysines).

Price and Availability


Laboratory Gloves

Cross-Coupling Guide
Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis

Protocols & Articles

Articles

Coupling Reagents

In principle, the seemingly simple formation of a peptide bond can be accomplished using all the procedures available in organic chemistry for the synthesis of carboxylic acid amides. However, due to...
Matthias Junkers
Aldrich ChemFiles 2007, 7.2, 3.
Keywords: Acylations, Catalysis, Condensations, Dehydration reaction, Peptide synthesis, Racemizations, Solid phase peptide synthesis

Peer-Reviewed Papers
15

References

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