CAS 74124-79-1

Disuccinimidyl carbonate

Description:

Disuccinimidyl carbonate (DSC) is a chemical compound commonly used as a crosslinking agent in bioconjugation and protein chemistry. It is characterized by its ability to form stable amide bonds with primary amines, making it particularly useful for linking proteins, peptides, and other biomolecules. DSC is a white to off-white solid that is soluble in organic solvents such as dimethyl sulfoxide (DMSO) and dimethylformamide (DMF), but it is generally insoluble in water. The compound is known for its stability under dry conditions, but it can hydrolyze in the presence of moisture, leading to the release of succinimide. Its reactivity is attributed to the carbonate functional group, which facilitates the formation of covalent bonds with nucleophiles. Due to its efficiency and specificity, DSC is widely utilized in various applications, including the development of antibody-drug conjugates and in the modification of biomolecules for therapeutic purposes. Proper handling and storage are essential, as DSC can be sensitive to moisture and should be kept in a cool, dry environment.

Formula: C₉H₁₀N₂O₇

InChI: InChI=1/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: InChIKey=PFYXSUNOLOJMDX-UHFFFAOYSA-N

SMILES: O(C(ON1C(=O)CCC1=O)=O)N2C(=O)CCC2=O

Synonyms:

• (Suo)2Co
• 1,1'-[Carbonylbis(Oxy)]Dipyrrolidine-2,5-Dione
• 1-[[[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl]oxy]-2,5-pyrrolidinedione
• 2,5-Pyrrolidinedione, 1,1′-[carbonylbis(oxy)]bis-
• Bis(2,5-dioxopyrrolidin-1-yl) carbonate
• Bis(N-succinimidyl) carbonate
• Bis(succinimidyl) carbonate
• Carbonic acid bis(2,5-dioxopyrrolidin-1-yl) ester
• Carbonic acid disuccinimidyl ester
• Carbonic acid, bis(2,5-dioxo-1-pyrrolidinyl) ester
• DI(N-succinimidyl) carbonate
• DI-(N,N'-succinimidyl) carbonate
• DSC
• Di(2,5-dioxopyrrolidin-1-yl) carbonate
• Di(succinimido) carbonate
• Disuccimidyl carbonate
• Disuccinimide carbonate
• Disuccinimidyl carbonate
• N,N′-Disuccinimido carbonate
• Su2O
• Timtec-Bb Sbb005976
• N,N′-Disuccinimidyl carbonate
• N-SUCCINIMIDYL CARBONATE
• LABOTEST-BB LT00847311
• N,N'-DisuccinimidylCarbonate98%
• N,N'-Disuccinimidyl
• DSCsee24500
• DSC [N,N'-DISUCCINIMIDYL CARBONATE]
• N,N'-Disuccinimidyl carbonate (DSC)

Di(N-succinimidyl) Carbonate

CAS: 74124-79-1

Formula: C₉H₈N₂O₇

Purity: >98.0%(T)

Color and Shape: White to Light gray to Light yellow powder to crystal

Molecular weight: 256.17

Ref: 3B-D1662

N,N'-Disuccinimidyl carbonate, tech. 85%, remainder N-Hydroxysuccinimide

CAS: 74124-79-1

N,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 am

Formula: C₉H₈N₂O₇

Purity: 85%

Color and Shape: White to pale cream, Powder

Molecular weight: 256.17

Ref: 02-H26629

N,N'-Disuccinimidyl carbonate, Tech Grade

CAS: 74124-79-1

Formula: C₉H₈N₂O₇

Purity: 95%

Color and Shape: Solid

Molecular weight: 256.1690

Ref: IN-DA0035BN

N,N''-Disuccinimidyl carbonate (DSC)

CAS: 74124-79-1

Formula: C₉H₈N₂O₇

Purity: ≥ 98.0%

Color and Shape: White to off-white powder

Molecular weight: 256.17

Ref: 7W-GE7435

Bis(2,5-dioxopyrrolidin-1-yl) carbonate

CAS: 74124-79-1

Bis(2,5-dioxopyrrolidin-1-yl) carbonate

Formula: C₉H₈N₂O₇

Purity: 97%

Color and Shape: white powder

Molecular weight: 256.16902g/mol

Ref: 54-OR40045

N,N’-Disuccinimidyl carbonate

CAS: 74124-79-1

Formula: C₉H₈N₂O₇

Purity: 95.0%

Color and Shape: Solid, Powder or Crystalline Powder or Solid

Molecular weight: 256.17

Ref: 10-F024500

N,N'-Disuccinimidyl carbonate

CAS: 74124-79-1

N,N'-Disuccinimidyl carbonate, also known as DSC, is a coupling reagent used in the synthesis of amides, urea derivatives and carbamates, and is also used as a phosgene analogue. DSC can be employed in presence of Hünig’s base in the synthesis of cyclic sulphonyl peptides containing an oxazolidin-2-ones formed from serine and threonine residues. DSC is utilised in the synthesis aza-glycinyl dipeptides to be used as building blocks for the synthesis of azapeptides. DSC is used to activate amides in order to covalently attach proteins onto solid supports through unnatural amino acids, such as post-translationally modified cysteines containing moieties suitable for click chemistry or Staudinger ligation. DSC also finds application in the post-functionalisation of poly(2-hydroxyethyl methacrylate) polymer brushes.

Formula: C₉H₈N₂O₇

Purity: Min. 98 Area-%

Color and Shape: White Off-White Powder

Molecular weight: 256.17 g/mol

Ref: 3D-FD15692

Di-(N-Succinimidyl) Carbonate extrapure, 95%

CAS: 74124-79-1

Formula: C₉H₈N₂O₇

Purity: min. 95%

Color and Shape: White to off - white, Crystalline powder

Molecular weight: 256.17

Ref: SR-62578

N,N′-Disuccinimidyl Carbonate

Controlled Product

CAS: 74124-79-1

Stability Moisture Sensitive
Applications N,N′-Disuccinimidyl Carbonateis 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 ligands to proteins. The coupling reagent property of N,N’-Disuucinimidyl Carbonate speeds up coupling process, while reduces the loss of chiral integrity.
References Rebane, R., et al.: J. Chromatography., 904, 99 (2012);

Formula: C₉H₈N₂O₇

Color and Shape: Neat

Molecular weight: 256.17

Ref: TR-D493540