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MilliporeSigma

225827

Sigma-Aldrich

N,N′-Disuccinimidyl carbonate

≥95%, for peptide synthesis

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C9H8N2O7
Número de CAS:
Peso molecular:
256.17
Beilstein/REAXYS Number:
1499137
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

product name

N,N′-Disuccinimidyl carbonate, ≥95%

assay

≥95%

form

powder or crystals

reaction suitability

reaction type: Carbonylations

mp

190 °C (dec.) (lit.)

application(s)

peptide synthesis

storage temp.

2-8°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

InChI key

PFYXSUNOLOJMDX-UHFFFAOYSA-N

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General description

N,N′-Disuccinimidyl carbonate is used for the HPLC determination of amino compounds.

Application

N,N′-Disuccinimidyl carbonate may be used:
  • As an activating reagent for the reactive patterning of polymer brushes to couple primary amines via post-functionalization.
  • As an alkoxycarbonylating reagent for a variety of primary and sterically hindered secondary alcohols, which further allows the synthesis of different structurally diverse carbamates.
  • As a coupling agent for the synthesis of thiophospholipids, commonly used for anchoring biomembranes to gold surfaces.
It can also be used to prepare a heterobifunctional, cleavable linker-SVEC-(succinimide vinylsufonylethyl carbonate)-for thiol modified-DNA.

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - STOT RE 2 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

Tetrahedron Letters, 33, 2781-2781 (1992)
N,N?-Disuccinimidyl carbonate as a coupling agent in the synthesis of thiophospholipids used for anchoring biomembranes to gold surfaces
Boden N, et al.
Tetrahedron, 54(38), 11537-11548 (1998)
Chang-Juan Tao et al.
Radiotherapy and oncology : journal of the European Society for Therapeutic Radiology and Oncology, 115(3), 407-411 (2015-05-31)
To assess whether consensus guideline-based atlas-based auto-segmentation (ABAS) reduces interobserver variation and improves dosimetric parameter consistency for organs at risk (OARs) in nasopharyngeal carcinoma (NPC). Eight radiation oncologists from 8 institutes contoured 20 OARs on planning CT images of 16
Reactive patterning via post-functionalization of polymer brushes utilizing disuccinimidyl carbonate activation to couple primary amines
Diamanti S, et al.
Polymer, 49(17), 3770-3779 (2008)
N, N?-Disuccinimidyl Carbonate: A Useful Reagent for Alkoxycarbonylation of Amines
Ghosh KA, et al.
Tetrahedron Letters, 33(20), 2781-2781 (1992)

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