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1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC HCl)

EDC HCl

Overview

EDC HCl, also known as 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, is a water-soluble carbodiimide reagent commonly used in bioconjugation, peptide synthesis, and other organic synthesis applications. Its primary role is facilitating amide bond formation between carboxylic acids and amines. This post delves into the chemical properties, applications, and safety measures associated with EDC HCl, providing a thorough overview for researchers and industry professionals.


Description

EDC HCl is a white to off-white crystalline powder, notable for its effectiveness in coupling reactions. It is particularly valued in peptide synthesis and crosslinking proteins to nucleic acids. EDC HCl is often used in conjunction with N-hydroxysuccinimide (NHS) or N-hydroxysulfosuccinimide (sulfo-NHS) to improve reaction efficiency and product stability.


Product Information

  • IUPAC Name: 1-Ethyl-3-(3-dimethyl aminopropyl)carbodiimide hydrochloride
  • Common Name: EDC HCl
  • CAS Number: 25952-53-8
  • Molecular Formula: C₈H₁₇N₃·HCl
  • Molecular Weight: 191.70 g/mol
  • Appearance: White to off-white crystalline powder
  • Solubility: Soluble in water and many organic solvents such as dimethyl sulfoxide (DMSO) and dimethylformamide (DMF)

Applications

  1. Peptide Synthesis
    • EDC HCl is widely used to facilitate the formation of amide bonds between carboxylic acids and amines, essential in peptide synthesis.
  2. Protein Crosslinking
    • It is employed in crosslinking proteins to nucleic acids, enhancing the stability and functionality of conjugates in biochemical applications.
  3. Bioconjugation
    • EDC HCl is used in bioconjugation reactions to link biomolecules, such as attaching haptens to carrier proteins or linking antibodies to enzymes.
  4. Organic Synthesis
    • It is a coupling reagent in various organic synthesis processes, forming amide and ester bonds efficiently.

Physicochemical Information

  • Molecular Formula: C₈H₁₇N₃·HCl
  • Molecular Weight: 191.70 g/mol
  • Appearance: White to off-white crystalline powder
  • Solubility: Soluble in water, DMSO, and DMF

Safety Information According to GHS

  • Hazard Statements:
    • H302: Harmful if swallowed
    • H315: Causes skin irritation
    • H319: Causes serious eye irritation
    • H335: May cause respiratory irritation
  • Precautionary Statements:
    • P261: Avoid breathing dust/fume/gas/mist/vapors/spray.
    • P280: Wear protective gloves/protective clothing/eye protection/face protection.
    • P301+P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.
    • P302+P352: IF ON SKIN: Wash with plenty of soap and water.
    • P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. If contact lenses are present and easy to remove, continue rinsing.

Safety Information

  • Hazards: EDC HCl is harmful if swallowed and can cause skin and eye irritation. Inhalation of dust can cause respiratory irritation.
  • Protective Measures: Use appropriate personal protective equipment (PPE) such as gloves, safety goggles, and lab coats. Work with EDC HCl should be conducted in a well-ventilated area, preferably in a fume hood.
  • Storage: Store in tightly sealed containers, away from moisture and light.

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Storage and Shipping Information

  • Storage Conditions: Store in tightly sealed containers in a cool, dry place. Protect from moisture and light.
  • Shipping Information: Transport according to local regulations. Ensure containers are secure and upright during transit to prevent leaks.

Transport Information

  • UN Number: Not classified as hazardous for transport
  • Hazard Class: Not classified
  • Packing Group: Not classified
  • Proper Shipping Name: Not classified

Specifications

  • Purity: Typically >98%
  • Appearance: White to off-white crystalline powder
  • Solubility: Soluble in water, DMSO, and DMF

Related Products & Applications

  • N-Hydroxysuccinimide (NHS): Often used with EDC HCl to stabilize intermediates in coupling reactions.
  • N-Hydroxysulfosuccinimide (Sulfo-NHS): Similar to NHS but with enhanced water solubility.
  • Dicyclohexylcarbodiimide (DCC): Another carbodiimide reagent used in peptide synthesis and coupling reactions.

By understanding the chemical properties, applications, and safety measures of EDC HCl, researchers, and industry professionals can effectively utilize this versatile reagent in various scientific and industrial processes while ensuring safety and regulatory compliance.

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