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t-Boc-N-amido-PEG4-acetic acid

  CAS No.: 876345-13-0   Cat No.: BADC-01181   Purity: 98% 4.5  

BocNH-PEG4-acid is a cleavable ADC linker used as a linker for antibody-drug conjugates and a PEG-based PROTAC linker that can be used in the synthesis of PROTACs.

t-Boc-N-amido-PEG4-acetic acid

Structure of 876345-13-0

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Category
ADC Linker
Molecular Formula
C15H29NO8
Molecular Weight
351.39
Shipping
Room temperature
Storage
Store at -20°C

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

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Popular Publications Citing BOC Sciences Products
Synonyms
2,2-Dimethyl-4-oxo-3,8,11,14,17-pentaoxa-5-azanonadecan-19-oic acid; t-Boc-N-amido-PEG4-CH2CO2H; BocNH-PEG4-CH2COOH; 14-(Boc-amino)-3,6,9,12-tetraoxatetradecan-1-oic Acid
IUPAC Name
2-[2-[2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethoxy]ethoxy]ethoxy]ethoxy]acetic acid
Canonical SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCOCC(=O)O
InChI
InChI=1S/C15H29NO8/c1-15(2,3)24-14(19)16-4-5-20-6-7-21-8-9-22-10-11-23-12-13(17)18/h4-12H2,1-3H3,(H,16,19)(H,17,18)
InChIKey
SHMYENBXRNPSOG-UHFFFAOYSA-N
Density
1.138±0.06 g/cm3
Solubility
10 mm in DMSO
PSA
112.55000
Appearance
Solid
Shipping
Room temperature
Storage
Store at -20°C
Boiling Point
493.6±40.0 °C at 760 mmHg
Form
Solid
Biological Activity
Boc-NH-PEG4-CH2COOH is a cleavable ADC linker used as a linker for antibody-drug conjugates (ADC)[1]

t-Boc-N-amido-PEG4-acetic acid is an ADC linker widely applied in antibody-drug conjugate research. Its PEG4 spacer provides hydrophilicity and structural flexibility, while the Boc-protected amido group enables selective conjugation to antibodies or ADC cytotoxins. This linker is suitable for ADC linker design requiring precise attachment of payloads without affecting antibody-antigen recognition.

The PEG4 segment reduces steric hindrance between the antibody and payload, maintaining solubility and stability of the conjugate. The Boc protection allows controlled deprotection and subsequent coupling, supporting site-specific payload attachment and consistent drug-to-antibody ratios (DAR) in ADC construction.

t-Boc-N-amido-PEG4-acetic acid is compatible with various cytotoxic payloads, including microtubule inhibitors and DNA-damaging agents. Its chemical stability under physiological conditions ensures that the ADC remains intact in circulation until reaching the tumor microenvironment for targeted payload release.

This linker is applied in ADC research workflows that require stable, flexible, and well-defined conjugation chemistry, supporting reproducible synthesis of antibody-drug conjugates for targeted cancer therapy applications.

What is t-Boc-N-amido-PEG4-acetic acid and its function in ADC development?

t-Boc-N-amido-PEG4-acetic acid is a PEGylated carboxylic acid linker with a t-Boc-protected amine, used to attach payloads to antibodies. The PEG4 spacer improves solubility and reduces steric hindrance, while the t-Boc group provides protection during synthesis.

5/2/2022

We are interested in how the t-Boc group is removed before conjugation.

The t-Boc group is cleaved under acidic conditions, typically using TFA, to generate a free amine for coupling with carboxyl-activated antibodies or payloads, enabling efficient ADC formation.

28/8/2019

Could you advise which payloads are compatible with t-Boc-N-amido-PEG4-acetic acid?

This linker can conjugate a variety of cytotoxic agents, fluorophores, and targeting moieties. The PEG4 chain enhances hydrophilicity and flexibility, which improves overall pharmacokinetics of the ADC.

12/3/2019

Good morning! Could you please advise what conditions optimize conjugation efficiency?

Conjugation is performed in slightly basic buffers (pH 7–8) or mixed organic-aqueous systems at controlled temperature to prevent hydrolysis and ensure stable linkage formation between antibody and payload.

7/8/2022

Dear team, what storage conditions are recommended for t-Boc-N-amido-PEG4-acetic acid to maintain its stability?

t-Boc-N-amido-PEG4-acetic acid should be stored at low temperatures, preferably under inert gas or vacuum in tightly sealed containers, protected from moisture and light. Maintaining controlled storage conditions minimizes degradation and ensures consistent performance in conjugation reactions.

27/9/2017

— Dr. Kevin Hughes, Biochemist (UK)

t-Boc-N-amido-PEG4-acetic acid simplified PEGylation steps, enabling efficient ADC conjugation.

12/3/2019

— Ms. Julia Fischer, Research Scientist (Germany)

The high purity and stability of t-Boc-N-amido-PEG4-acetic acid ensured reproducible batch performance.

27/9/2017

— Dr. Robert Clark, ADC Scientist (USA)

t-Boc-N-amido-PEG4-acetic acid performed reliably across multiple reaction conditions.

7/8/2022

— Ms. Emma Johnson, Medicinal Chemist (UK)

t-Boc-N-amido-PEG4-acetic acid facilitated efficient conjugation reactions. The product quality was consistent across multiple batches.

5/2/2022

— Mr. Daniel Evans, Senior Scientist (Canada)

QC documentation was comprehensive, supporting our ADC development and regulatory compliance.

— Mr. Thomas Müller, Medicinal Chemist (Switzerland)

t-Boc-N-amido-PEG4-acetic acid supplied by BOC Sciences was exactly as described and integral to our linker optimization workflow. Customer service provided prompt clarification on handling and storage.

28/8/2019

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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