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Propargyl-PEG5-t-butyl ester

  CAS No.: 1245823-50-0   Cat No.: BADC-00905   Purity: ≥95% 4.5  

Propargyl-PEG5-t-butyl ester is a protected alkyne-PEG linker used in ADC linker synthesis. The t-butyl ester provides orthogonal protection for selective deprotection and coupling during antibody-drug conjugate development.

Propargyl-PEG5-t-butyl ester

Structure of 1245823-50-0

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Category
ADC Linker
Molecular Formula
C18H32O7
Molecular Weight
360.44
Shipping
Room temperature, or blue ice upon request.
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)

* For research and manufacturing use only. We do not sell to patients.

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Popular Publications Citing BOC Sciences Products
Synonyms
Propargyl-PEG5-COOtBu; Propargyl-PEG4-CH2CH2-Boc; Propargyl-PEG4-Boc; Alkyne-PEG5-CH2CH2COOtBu; Propargyl-PEG5-tert-butyl ester; tert-Butyl 4,7,10,13,16-pentaoxanonadec-18-yn-1-oate; 1,1-Dimethylethyl 4,7,10,13,16-pentaoxanonadec-18-ynoate; 4,7,10,13,16-Pentaoxanonadec-18-ynoic acid, 1,1-dimethylethyl ester; 2-Methyl-2-propanyl 4,7,10,13,16-pentaoxanonadec-18-yn-1-oate; tert-butyl 4,7,10,13,16-pentaoxanonadec-18-ynoate
IUPAC Name
tert-butyl 3-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]propanoate
Canonical SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCC#C
InChI
InChI=1S/C18H32O7/c1-5-7-20-9-11-22-13-15-24-16-14-23-12-10-21-8-6-17(19)25-18(2,3)4/h1H,6-16H2,2-4H3
InChIKey
YPLMNICQRHSVNT-UHFFFAOYSA-N
Density
1.045±0.06 g/cm3 (Predicted)
Solubility
Soluble in DMSO (10 mm)
Flash Point
179.0±27.4 °C
Index Of Refraction
1.456
Vapor Pressure
0.0±1.0 mmHg at 25°C
Appearance
Pale Yellow or Colorless Oily Liquid
Shelf Life
0-4°C for short term (days to weeks), or -20°C for long term (months).
Shipping
Room temperature, or blue ice upon request.
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Boiling Point
420.6±40.0 °C at 760 mmHg

Propargyl-PEG5-t-butyl ester is a specialized ADC linker intermediate widely used in antibody-drug conjugate (ADC) construction and targeted bioconjugation research. As an ADC linker building block, it combines a hydrophilic PEG5 spacer with a reactive terminal propargyl group and a t-butyl ester, enabling efficient conjugation through click chemistry or amide bond formation. The PEG5 spacer enhances solubility and flexibility, reduces steric hindrance, and improves pharmacokinetic properties of ADC payloads. In ADC linker design, Propargyl-PEG5-t-butyl ester allows site-specific conjugation while maintaining antibody integrity, supporting precise delivery of cytotoxic payloads to tumor cells.

Propargyl-PEG5-t-butyl ester is compatible with a wide range of ADC cytotoxins, including microtubule inhibitors, DNA-targeting agents, and other potent therapeutic payloads. Its PEG5 chain enhances linker flexibility and aqueous solubility, while the terminal propargyl group enables modular click chemistry conjugation under mild conditions, ensuring predictable and reproducible attachment of payloads. The t-butyl ester functionality provides a protective group that can be selectively removed to facilitate subsequent reactions. Researchers can use this intermediate to optimize linker length, improve intracellular payload release, and construct homogeneous, high-performance ADCs suitable for both preclinical studies and industrial-scale production.

From an application perspective, Propargyl-PEG5-t-butyl ester is widely applied in oncology-focused ADC research, targeted drug delivery studies, and protein bioconjugation experiments. Its hydrophilic PEG chain reduces aggregation and enhances circulation time of ADC payloads, while the terminal alkyne group supports efficient site-specific conjugation. By integrating Propargyl-PEG5-t-butyl ester into ADC linker design, developers can achieve flexible, stable, and highly soluble linker-payload constructs, facilitating tumor-specific delivery and enhanced pharmacokinetic performance in modern ADC development and therapeutic applications.

What role does Propargyl-PEG5-t-butyl ester play in ADC linkers?

Propargyl-PEG5-t-butyl ester introduces a polyethylene glycol spacer to ADCs, enhancing solubility and reducing aggregation. The propargyl functionality enables click chemistry-mediated conjugation for precise payload attachment.

20/9/2018

Could you advise how Propargyl-PEG5-t-butyl ester influences ADC pharmacokinetics?

The PEG5 moiety in Propargyl-PEG5-t-butyl ester increases hydrophilicity, improving circulation time and reducing immunogenicity. This modification facilitates better biodistribution and sustained drug release at target sites.

12/5/2019

We are interested in which conjugation strategies are used with Propargyl-PEG5-t-butyl ester.

The alkyne group allows copper-catalyzed or strain-promoted azide-alkyne cycloaddition reactions. This enables selective and efficient payload attachment without affecting antibody structure or function.

25/3/2016

Dear BOC Sciences, which payload types are compatible with Propargyl-PEG5-t-butyl ester?

Propargyl-PEG5-t-butyl ester is compatible with various small-molecule cytotoxins and fluorescent probes. Its PEG spacer provides steric flexibility, supporting diverse conjugation strategies for ADC development.

1/5/2019

Good morning! Which methods are suitable for monitoring the quality and functionality of Propargyl-PEG5-t-butyl ester?

Propargyl-PEG5-t-butyl ester quality can be verified through NMR spectroscopy for structural confirmation and mass spectrometry for molecular weight validation. Functional evaluation of the alkyne group using click chemistry assays ensures that the ester retains its reactivity for conjugation in ADC development.

29/7/2016

— Dr. Jonathan White, Medicinal Chemist (UK)

Propargyl-PEG5-t-butyl ester offered excellent click chemistry efficiency.

25/3/2016

— Ms. Anna Hoffmann, Biochemist (Germany)

Lot-to-lot consistency allowed reproducible incorporation into ADC linkers.

29/7/2016

— Dr. William Parker, Senior Scientist (USA)

High yields with minimal by-products were achieved in all trials.

1/5/2019

— Dr. Elise Moreau, Chemist (France)

The reagent performed reliably in multi-step linker synthesis workflows.

20/9/2018

— Dr. Mark Johnson, Research Scientist (USA)

Propargyl-PEG5-t-butyl ester enabled innovative linker designs enhancing solubility.

— Dr. Robert Wilson, Bioconjugation Specialist (UK)

BOC Sciences’ Propargyl-PEG5-t-butyl ester enabled smooth click chemistry modifications. The product purity and packaging met all our lab requirements.

12/5/2019

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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