(E)-Cyclooct-4-enyl 2,5-dioxo-1-pyrrolidinyl carbonate - ≥83% , CAS No.1191901-33-3

CAS: 1191901-33-3 Cat. No.: E486554 Molecular Weight: 267.28

GRADE & PURITY ≥83%

Synonyms

(E)-Cyclooct-4-enyl 2,5-dioxo-1-pyrrolidinyl carbonate | SCHEMBL1300090 | BP-22417 | 1191901-33-3 | TCO-NHS | Carbonic acid, (4E)-4-cycloocten-1-yl 2,5-dioxo-1-pyrrolidinyl ester | Tco-N-hydroxysuccinimidyl carbonate | TCO-NHS ester | 2249928-24-1 | OUGQJ

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Application

227,228,229

Overview

Description

Succinimidyl carbonate/NHS functionalized cyclooctene derivative for incorporation of the cyclooctene moiety into amine containing compounds or biomolecules. Cyclooctenes are useful in strain-promoted copper-free click chemistry cycloaddition reactions with 1,2,4,5-tetrazines. This cyclooctene will react with tetrazine functionalized compounds or biomolecules without the need for a catalyst to result in a stable covalent linkage. The 4+2 inverse electron demand Diels-Alder cycloaddition between trans-cyclooctene and tetrazines is the fastest biologically compatible ligation technology reported and has had many applications in biological labeling and imaging.(E)-Cyclooct-4-enyl 2,5-dioxo-1-pyrrolidinyl carbonate may be used in the synthesis of vancomycin-TCO that can bind to the cell wall of gram-positive bacteria, which can subsequently react with tetrazine (Tz) decorated magneto-fluorescent nanoparticles orthogonally. This bioorthogonal labeling method is useful for the detection of gram-positive bacteria.

Specifications

Synonyms

(E)-Cyclooct-4-enyl 2, 5-dioxo-1-pyrrolidinyl carbonate | SCHEMBL1300090 | BP-22417 | 1191901-33-3 | TCO-NHS | Carbonic acid, (4E)-4-cycloocten-1-yl 2, 5-dioxo-1-pyrrolidinyl ester | Tco-N-hydroxysuccinimidyl carbonate | TCO-NHS ester | 2249928-24-1 | OUGQJ

Specifications & Purity

≥83%

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥83%

Names and Identifiers

• Pubchem Sid: 488201927
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488201927
• Canonical Smiles: C1CC=CCCC(C1)OC(=O)ON2C(=O)CCC2=O
• IUPAC Name: [(4E)-cyclooct-4-en-1-yl] (2,5-dioxopyrrolidin-1-yl) carbonate
• InChIKey: OUGQJOKGFAIFAQ-OWOJBTEDSA-N
• INCHI: 1S/C13H17NO5/c15-11-8-9-12(16)14(11)19-13(17)18-10-6-4-2-1-3-5-7-10/h1-2,10H,3-9H2/b2-1+
• Isomeric SMILES: C1C/C=C/CCC(C1)OC(=O)ON2C(=O)CCC2=O
• Molecular Weight: 267.28
• Reaxy-Rn: 27594158
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=27594158&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyrrolidines
      • Subclass Pyrrolidones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyrrolidines
• Subclass: Pyrrolidones
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrrolidine-2-ones
• Alternative Parents: Dicarboximides Organic carbonic acids and derivatives Lactams Azacyclic compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: 2-pyrrolidone - Dicarboximide - Carbonic acid derivative - Lactam - Azacycle - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrrolidine-2-ones. These are pyrrolidines which bear a C=O group at position 2 of the pyrrolidine ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Moisture sensitive；Light sensitive；Heat sensitive