Description

2,5-Dioxopyrrolidin-1-Yl Hept-6-Ynoate is a specialized bifunctional chemical reagent featuring both an activated N-hydroxysuccinimide (NHS) ester and a terminal alkyne group. This molecular architecture makes it a critical intermediate for advanced bioconjugation and click chemistry applications, enabling the efficient and selective formation of stable amide bonds under mild conditions. It is primarily utilized by researchers and manufacturers in pharmaceutical development, proteomics, and materials science for labeling, crosslinking, and synthesizing novel molecular constructs.

Application

• Bioconjugation and Protein Labeling: The NHS ester moiety reacts selectively with primary amines (e.g., lysine residues or N-termini of proteins) to form stable amide bonds, while the alkyne handle enables subsequent modification via copper-catalyzed azide-alkyne cycloaddition (CuAAC).
• Click Chemistry Reagent: Serves as a key building block in CuAAC and strain-promoted azide-alkyne cycloaddition (SPAAC) reactions for synthesizing complex molecules, polymers, and dendrimers.
• Proteomics Research: Used in activity-based protein profiling (ABPP) and the development of chemical probes to study enzyme function and discover new drug targets.
• Antibody-Drug Conjugate (ADC) Development: Functions as a linker-payload intermediate, connecting cytotoxic drugs to monoclonal antibodies via a cleavable or non-cleavable linkage.
• Surface Functionalization: Employed to modify nanoparticles, biosensors, and microarray surfaces with alkyne groups for the attachment of diverse azide-containing molecules.
• Polymer Chemistry: Acts as a monomer or crosslinker in the synthesis of functionalized polymers with tailored biological or physical properties.
• Diagnostic Reagent Synthesis: Used in the preparation of contrast agents, fluorescent dyes, and other diagnostic tools that require specific targeting moieties.

Basic Information

Product Name	2,5-Dioxopyrrolidin-1-Yl Hept-6-Ynoate
CAS No.	917222-23-2
Molecular Formula	C13H15NO5
Molecular Weight	265.26 g/mol
Synonyms	6-Heptynoic Acid N-Hydroxysuccinimide Ester; Hept-6-ynoic Acid 2,5-Dioxo-1-pyrrolidinyl Ester; NHS Ester of 6-Heptynoic Acid; 6-Heptynoic Acid NHS Ester; 1-[(6-Heptynoyl)oxy]-2,5-pyrrolidinedione; N-Succinimidyl Hept-6-Ynoate; Alkyne-NHS Ester; C7-Alkyne NHS Ester
EINECS	Contact for details

Quality Control

Our 2,5-Dioxopyrrolidin-1-Yl Hept-6-Ynoate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity, NMR for structural confirmation, and FT-IR for functional group identification, to ensure it meets the high standards required for research and development. Certificates of Analysis (COA) with detailed specifications are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a freezer at -20°C or below under desiccant. This compound is hygroscopic (moisture-sensitive) and the NHS ester is susceptible to hydrolysis. Allow the sealed container to equilibrate to room temperature before opening to minimize moisture condensation.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95.0%
Water Content (KF)	≤ 1.0%
Solubility	Soluble in DMF, DMSO, acetonitrile

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.