43720

Di-(N-succinimidyl)-carbonat

≥95.0% (NMR), for peptide synthesis

• Synonym(e): N-Succinimidyl-carbonat, DSC
• Empirische Formel (Hill-System): C₉H₈N₂O₇
• CAS-Nummer: 74124-79-1
• Molekulargewicht: 256.17
• Beilstein: 1499137
• EG-Nummer: 277-730-3
• MDL-Nummer: MFCD00009767
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 329756382
• NACRES: NA.22

Eigenschaften

• product name: Di-(N-succinimidyl)-carbonat, purum, ≥95.0% (NMR)
• Qualität: purum
• Qualitätsniveau: 200
• Assay: ≥95.0% (NMR)
• Form: powder
• Eignung der Reaktion: reaction type: Carbonylations
• Verunreinigungen: ~3% N-hydroxysuccinimide (NMR)
• mp (Schmelzpunkt): 190 °C (dec.) (lit.)
• Anwendung(en): peptide synthesis
• Lagertemp.: −20°C
• SMILES String: O=C1CCC(=O)N1OC(=O)ON2C(=O)CCC2=O
• 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
• InChIKey: PFYXSUNOLOJMDX-UHFFFAOYSA-N

Beschreibung

Anwendung

N,N′-Disuccinimidyl carbonate (DSC) can be used to synthesize:

• Various carbamate derivatives from primary and sterically hindered secondary alcohols by alkoxycarbonylation.
• Active carbonate resins from 4-hydroxymethylpolystyrene and 4-hydroxymethyl-3-nitrobenzamido resins via hydroxy functional groups.
• Aza-glycinyl dipeptides, important intermediates for the preparation of various azapeptides.

It may be also used:

• In the two-step preparation of 5-(6-(azidomethyl)nicotinamido)pentanoic acid, a copper-chelating picolyl azide derivative.
• To activate the hydroxyl group of the hapten, γ-hydroxyphenylbutazone (HPBZ) so that HPBZ can effectively bind with human serum albumin(HSA)-immunogen to form a hapten-protein conjugate.

Sonstige Hinweise

Reagens zur bequemen Herstellung von N-Succinimidylestern aus N-geschützten Aminosäuren und anderen Säuren; aktiviertes Carbonat, z.B. Synthese von Ureaten and Carbamaten; Koppelung von Liganden an Proteine (über Lysinreste).

Sicherheitshinweise

• Piktogramme: GHS08,GHS07
• Signalwort: Warning
• H-Sätze: H302,H319,H373
• P-Sätze: P260 - P264 - P270 - P301 + P312 - P305 + P351 + P338 - P314
• Gefahreneinstufungen: Acute Tox. 4 Oral - Eye Irrit. 2 - STOT RE 2 Oral
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Faceshields, Gloves