Hydroxyl PEG Boc-hydrazine, Mp 10000 (OH-PEG-Boc-Hydrazine) is a heterobifunctional polyethylene glycol derivative bearing a hydroxyl (-OH) terminus and a Boc-protected hydrazine terminus. The orthogonal end-group functionality allows each terminus to be addressed at a different stage of a conjugation or synthetic workflow.
Synonym: OH-PEG-Boc-Hydrazine.
Following Boc deprotection, the hydrazine terminus can react with aldehyde- or ketone-containing compounds to form hydrazone linkages. The hydroxyl terminus remains chemically distinct and can be retained or derivatized separately, depending on the reaction sequence.
The Mp 10000 material provides a higher-molar-mass PEG chain than Hydroxyl PEG Boc-hydrazine, Mp 3000 and Hydroxyl PEG Boc-hydrazine, Mp 5000. Additional end-group combinations are available in the Hydrazine PEGs collection.
Key Properties
- Heterobifunctional polyethylene glycol derivative
- Hydroxyl (-OH) functionality at one terminus
- Boc-protected hydrazine functionality at the opposite terminus
- Peak molecular weight (Mp): approximately 10,000 Da
- Soluble in water, chloroform, DCM, DMF, and DMSO
- Appearance: white to slightly colored powder or wax
Applications
Carbonyl Conjugation
After Boc deprotection, the hydrazine terminus can react with suitable aldehyde- or ketone-functional compounds to form hydrazone linkages. Reaction conditions should be selected according to the carbonyl-containing partner and the stability requirements of the conjugate.
Sequential Functionalization
The hydroxyl and Boc-protected hydrazine termini can be addressed independently during multistep synthesis. The hydrazine can remain protected during transformations involving the hydroxyl terminus and subsequently be deprotected when carbonyl-reactive functionality is required.
PEG Spacer Introduction
The PEG backbone provides a hydrophilic segment between terminal functional groups or conjugated components. Researchers requiring lower-molar-mass analogs can compare the Mp 3000 and Mp 5000 grades.
Functional PEG Synthesis
The hydroxyl terminus provides a separate site for chemical derivatization while the hydrazine functionality remains Boc-protected. This end-group differentiation supports reaction sequences in which the two termini must be modified independently.
Compatibility & Bonding Considerations
- The hydrazine terminus remains protected until removal of the Boc group
- Deprotected hydrazine can react with suitable aldehydes and ketones to form hydrazone linkages
- The hydroxyl terminus can be retained or derivatized using chemistry appropriate for the intended synthetic sequence
- Soluble in water, chloroform, dichloromethane (DCM), dimethylformamide (DMF), and dimethyl sulfoxide (DMSO)
Hydrazone formation depends on variables including pH, solvent composition, reagent concentration, carbonyl accessibility, and reaction time. Boc-deprotection and subsequent coupling conditions should be selected for compatibility with other functional groups and components in the reaction system.
Application Tips
- Select a solvent system that maintains solubility of the PEG derivative and the intended reaction partners
- Keep the hydrazine terminus Boc-protected until carbonyl-reactive functionality is required
- Choose deprotection conditions that are compatible with other functional groups present in the reaction system
- Control pH, stoichiometry, and reaction time during hydrazone formation according to the aldehyde- or ketone-containing reaction partner
- Confirm deprotection and conjugation using analytical methods appropriate for the specific reaction system
Handling & Storage
- Store at -20°C
- Keep the container tightly closed when not in use
- Use in a well-ventilated laboratory area
- Wear protective gloves, safety glasses, and suitable protective clothing during handling
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FAQ
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1. What is Hydroxyl PEG Boc-hydrazine used for?
Hydroxyl PEG Boc-hydrazine is used in sequential PEG functionalization and conjugation workflows. Following Boc deprotection, the hydrazine terminus can react with suitable aldehyde- or ketone-containing compounds to form hydrazone linkages, while the hydroxyl terminus provides an independent site for further derivatization.
2. What functional groups are present on OH-PEG-Boc-Hydrazine?
OH-PEG-Boc-Hydrazine contains a hydroxyl group at one terminus and a Boc-protected hydrazine group at the other. The protecting group allows hydrazine reactivity to remain masked until it is required in a later reaction step.
3. What does Mp 10000 mean for this PEG derivative?
Mp refers to the peak molecular weight of the polymer molecular-weight distribution. For this grade, Mp is approximately 10,000 Da. Lower-Mp analogs include Mp 3000 and Mp 5000.
4. How does the hydrazine terminus react with aldehydes or ketones?
After Boc deprotection, the resulting hydrazine functionality can undergo condensation with a suitable aldehyde or ketone to form a hydrazone. Reaction rate and conversion depend on the carbonyl compound, pH, solvent composition, concentration, and other experimental conditions.
5. What solvents dissolve Hydroxyl PEG Boc-hydrazine, Mp 10000?
Hydroxyl PEG Boc-hydrazine, Mp 10000 is soluble in water, chloroform, dichloromethane (DCM), dimethylformamide (DMF), and dimethyl sulfoxide (DMSO). For larger quantities, request a bulk quote.
Safety & Documentation
Store Hydroxyl PEG Boc-hydrazine, Mp 10000 at -20°C and use appropriate laboratory ventilation, protective gloves, eye protection, and suitable protective clothing during handling. See the Safety Data Sheet (SDS) for complete handling, storage, and safety information. Additional related reagents are available in the Hydrazine PEGs collection.
