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024500

024500-1g



N,N'-Disuccinimidyl Carbonate (DSC)


CAS Number: 74124-79-1
   
Molecular Formula: C9H8N2O7
   
Molecular Weight: 256.17
   
MDL Number: MFCD00009767


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024500-1g
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024500-5g
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024500-10g
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024500-25g
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024500-100g
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024500-500g
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Purity:95%
Mp:190°
 
Pictograms:
Signal Word:Warning
Hazard Statements:H302, H315, H319, H335
Precautionary Statements:P261, P305 + P351 + P338
SDS: See MSDS
 

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Convenient reagent for preparing N-succinimidyl esters of N-protected amino acids and other acids;1 activated carbonate, e.g. synthesis of ureas and carbamates;2,3 and coupling of ligands to proteins (via lysines).4  A coupling reagent to prepare a heterobifunctional, cleavable linker-SVEC-(succinimide vinaylsufonylethyl carbonate)- for thiol modified DNA.Also applied as a coupling reagent in the synthesis of thiophospholipids for anchoring biomembranes to gold surfaces6 and as an activating reagent  for synthesis of self-assembling block copolymers containing adhensive moieties7 and for post-functionalization of polymer brushes8.

1. J. Am. Chem. Soc. 1987, 109, 606.
2. Anal. Chem. 1986, 58, 2372.
3. Tetrahedron Lett. 1992, 33, 2781.
4. J. Biochem. Biophys. Methods 1999, 38, 17.
5. J. Org. Chem. 2006, 71, 9556.
6. Tetrahedron 1998, 54, 11537.
7. Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.) 2001, 42, 14.
8. Polymer 2008, 49, 3770.

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