Boc-amine PEG carboxylic acid, Mp 5000 (Boc-Amine-PEG-COOH) is a heterobifunctional polyethylene glycol derivative containing a Boc-protected amine at one terminus and a carboxylic acid (-COOH) group at the other. The two different terminal groups support staged conjugation and surface-functionalization workflows.
Synonym: Boc-Amine-PEG-COOH.
The terminal carboxyl group can be activated using EDC/NHS chemistry for coupling to amine-containing molecules or surfaces. The Boc group protects the opposite amine during this reaction and can subsequently be removed under appropriate acidic conditions to expose a primary amine for further functionalization.
This Mp 5000 grade has a molecular weight of approximately 5,000. Researchers requiring a longer PEG chain can also consider Boc-amine PEG carboxylic acid, Mp 10000. Additional functional PEG materials are available through Polysciences' PEG hydrogels and PEGylation solutions.
Key Properties
- Heterobifunctional polyethylene glycol derivative
- Boc-protected amine (-NH-Boc) at one terminus
- Carboxylic acid (-COOH) functionality at the opposite terminus
- Molecular weight: approximately 5,000
- Carboxyl functionality supports EDC/NHS-mediated coupling to amine-containing molecules or surfaces
- Soluble in water, chloroform, DCM, DMF, and DMSO
Applications
Bioconjugation
Boc-Amine-PEG-COOH can be used in conjugation workflows where a carboxyl-functional PEG terminus is activated with EDC/NHS chemistry for reaction with an amine-containing molecule. The Boc-protected amine remains masked until deprotection is required for a subsequent reaction step.
Sequential Functionalization
The differentiated end groups support sequential modification strategies in which the carboxyl terminus and protected amine terminus are addressed at separate stages of a synthesis or conjugation workflow.
Surface Modification
The carboxyl functionality can support coupling of the PEG chain to appropriately functionalized surfaces or surface-bound amines. Following Boc deprotection, the opposite terminus can provide a primary amine for additional surface or molecular functionalization.
PEG Spacer Introduction
Boc-Amine-PEG-COOH can be used to introduce a hydrophilic PEG segment between conjugated components while retaining chemically distinct functionality at each end of the polymer chain. Explore additional functional PEG derivatives and PEGylation materials for related workflows.
Compatibility & Bonding Considerations
- Carboxyl groups can be activated using EDC/NHS coupling chemistry for reaction with suitable primary amines
- The Boc group protects the amine terminus during reactions where a nonreactive amine is desired
- Acidic deprotection conditions can be used to expose the primary amine after the appropriate conjugation step
- Soluble in water, chloroform, dichloromethane (DCM), dimethylformamide (DMF), and dimethyl sulfoxide (DMSO)
Coupling efficiency depends on factors including reagent concentration, solvent system, pH, activation conditions, reaction time, and the accessibility of the reacting functional groups. Select reaction and deprotection conditions that are compatible with the other components in the conjugation system.
Application Tips
- Select a solvent system that maintains solubility of both the PEG derivative and the intended reaction partners
- For EDC/NHS coupling, control activation conditions and pH according to the chemistry of the amine-containing reaction partner
- Keep the Boc-protected amine intact until primary amine functionality is required for the next reaction step
- Verify compatibility of acidic Boc-deprotection conditions with other functional groups present in the conjugate or surface
- Characterize each functionalization step using analytical methods appropriate for the specific conjugate or modified surface
Handling & Storage
- Store at -20°C
- Keep the container tightly closed when not in use
- Handle with good laboratory ventilation
- Wear protective gloves and safety glasses during handling
- Avoid inhalation of dust and contact with skin or eyes
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FAQ
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1. What is Boc-Amine-PEG-COOH used for?
Boc-Amine-PEG-COOH is a heterobifunctional PEG derivative used in staged bioconjugation and surface-functionalization workflows. Its carboxyl terminus can participate in EDC/NHS-mediated coupling to amines, while the opposite amine remains Boc-protected until deprotection is required.
2. What functional groups are present on Boc-Amine-PEG-COOH?
The PEG chain contains a carboxylic acid (-COOH) group at one terminus and a Boc-protected amine (-NH-Boc) at the other. These different end groups allow the two termini to be addressed separately during a multistep functionalization workflow.
3. How can the carboxyl group be conjugated to an amine?
The carboxyl terminus can be activated using EDC/NHS chemistry and then reacted with an appropriate amine-containing molecule or surface. Reaction conditions should be selected for the specific conjugation partners and experimental system.
4. What solvents dissolve Boc-amine PEG carboxylic acid, Mp 5000?
Boc-amine PEG carboxylic acid, Mp 5000 is soluble in water, chloroform, dichloromethane (DCM), dimethylformamide (DMF), and dimethyl sulfoxide (DMSO).
5. Is another molecular weight of Boc-Amine-PEG-COOH available?
Yes. Polysciences also offers Boc-amine PEG carboxylic acid, Mp 10000 for workflows requiring a higher-molecular-weight PEG chain. For larger quantity requirements, request a bulk quote.
Safety & Documentation
Use standard laboratory ventilation, protective gloves, safety glasses, and suitable protective clothing when handling Boc-amine PEG carboxylic acid, Mp 5000. Store at -20°C. Review the Safety Data Sheet (SDS) for complete handling, storage, and safety information. Additional functional PEG materials can be explored through Polysciences' PEG hydrogels and PEGylation solutions.
