N,N'-Disuccinimidyl carbonate

N,N'-Disuccinimidyl carbonate Basic information
Product Name:N,N'-Disuccinimidyl carbonate
Synonyms:2,5-PYRROLIDINEDIONE, 1,1'-[CARBONYLBIS(OXY)]BIS-;di-N,N'-succnimidly carbonat;Carbonic acid bis-(2,5-dioxo-pyrrolidin-1-yl) ester;N,Nzzhlxy-Disuccinimidyl carbonate (DSC);Carbonic acid, bis(2,5-dioxo-1-pyrrolidinyl) ester;N-Succinimidyl Carbonate N,N'-Disuccinimidyl Carbonate DSC;DI-(N,N'-SUCCINIMIDYL) CARBONATE FOR SYN;N,N-DisucciniMdyl carbonate
CAS:74124-79-1
MF:C9H8N2O7
MW:256.17
EINECS:277-730-3
Product Categories:N-Protecting Reagents;Medical Intermediates;Biochemistry;Condensation & Active Esterification;Coupling Reactions (Peptide Synthesis);N-Substituted Maleimides, Succinimides & Phthalimides;Coupling Reagent;N-Substituted Succinimides;Peptide Synthesis;Synthetic Organic Chemistry;Amino ester;Homobifunctional Crosslinker
Mol File:74124-79-1.mol
N,N'-Disuccinimidyl carbonate Structure
N,N'-Disuccinimidyl carbonate Chemical Properties
Melting point 190 °C (dec.)(lit.)
Boiling point 399.41°C (rough estimate)
density 1.5670 (rough estimate)
refractive index 1.5600 (estimate)
storage temp. -20°C
solubility Dichloromethane (Slightly, Heated), DMSO
form Crystalline Powder
color White to slightly yellow
Water Solubility Soluble in dimethyl sulfoxide, hot pyridine, acetonitrile and most organic solvents. Insoluble in water.
BRN 1499137
Stability:Moisture Sensitive
InChIKeyPFYXSUNOLOJMDX-UHFFFAOYSA-N
CAS DataBase Reference74124-79-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36/37/38
Safety Statements 26-37/39-36
WGK Germany 3
10-21
TSCA No
HS Code 29299000
MSDS Information
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N,N'-Disuccinimidyl carbonate English
SigmaAldrich English
ACROS English
N,N'-Disuccinimidyl carbonate Usage And Synthesis
Chemical PropertiesN,N'-Disuccinimidyl carbonate is white to slightly yellow crystalline powder
UsesN,N’Disuccinimidyl Carbonate is a commonly used reagent for the preparation of N-succinimidyl esters of N-protected amino acids, activated carbonate, synthesis of urea, carbamates and coupling of lig ands to proteins. The coupling reagent property of N,N’Disuucinimidyl Carbonate speeds up coupling process, while reduces the loss of chiral integrity.
UsesN,N'-Disuccinimidyl carbonate is a convenient reagent for the synthesis of N-succinimidyl esters of N-protected amino acids.
UsesN,N'-Disuccinimidyl carbonate is used to prepare cleavable linker succinimide vinylsufonylethyl carbonate for thiol modified-DNA. It serves as a reagent for the synthesis of carbamates. Further, it is used as a coupling reagent as well as in the preparation of N-succinimidyl esters of N-protected amino acids, activated carbonate and coupling of ligand to proteins.
Synthesis Reference(s)Tetrahedron Letters, 20, p. 4745, 1979 DOI: 10.1016/S0040-4039(01)86699-5
General DescriptionN,N′-Disuccinimidyl carbonate is used for the HPLC determination of amino compounds.
N,N'-Disuccinimidyl carbonate Preparation Products And Raw materials
Preparation ProductsDL-Methamphetamine-->alpha-lipoic acid-NHS-->N-Succinimidyl Methacrylate-->BOC-LEU-OSU-->1-(2-(TRIMETHYLSILYL)ETHOXYCARBONYLOXY)&-->3,3`-Dithiobispropanoic acid bis(N-hydroxysucciniMde ester)-->Carbonic acid, 2,5-dioxo-1-pyrrolidinyl 2-(2-methoxyethoxy)ethyl ester-->m-PEG3-NHS carbonate-->BCN-Osu-->BIOTIN-XX-NHS-->N,N'-Di-Boc-L-lysine hydroxysuccinimide ester
N-Hydroxysuccinimide O-Phthalimide N,N-Diethylhydroxylamine Barium carbonate Calcium carbonate Bismaleimide Carbonate N,N'-Disuccinimidyl carbonate Ethylene carbonate Succinimide O-methylhydroxylamine DIALIFOS Lithium carbonate N-METHOXYDIACETAMIDE Dimethyl carbonate Ammonium carbonate Zinc carbonate Sodium carbonate

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