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Fmoc-N-amido-PEG4-acid

Cat No.:V21188 Purity: ≥98%
Fmoc-NH-PEG4-CH2CH2COOH is a degradable ADC linker used for the synthesis of antibody active molecular conjugates (ADC).
Fmoc-N-amido-PEG4-acid
Fmoc-N-amido-PEG4-acid Chemical Structure CAS No.: 557756-85-1
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Fmoc-NH-PEG4-CH2CH2COOH is a degradable ADC linker used for the synthesis of antibody active molecular conjugates (ADC). Fmoc-NH-PEG4-CH2CH2COOH is also a PEG-based PROTAC (PROteolysis TArgeting Chimera) linker that can be used for PROTAC synthesis.
Fmoc-N-amido-PEG4-acid is a PEG derivative containing an Fmoc-protected amine and a terminal carboxylic acid. It has a molecular weight of 487.6 and a molecular formula of C₂₆H₃₃NO₈. The hydrophilic PEG4 spacer increases solubility in aqueous media.
Biological Activity I Assay Protocols (From Reference)
Targets
Fmoc-N-amido-PEG4-acid does not have a biological target; it is a chemical linker for bioconjugation. The Fmoc group can be deprotected under basic conditions to obtain a free amine. The terminal carboxylic acid enables coupling to amine-containing molecules. The PEG4 spacer improves solubility, reduces aggregation, and enhances the pharmacokinetic properties of conjugated molecules.
ln Vitro
An ADC cytotoxin is connected to an antibody by use of an ADC linker to form an ADC. Two distinct ligands, one for the E3 ubiquitin ligase and the other for the target protein, are present in PROTAC and are joined by a linker. PROTAC targets and selectively degrades target proteins by means of the intracellular ubiquitin-proteasome system.
In vitro activity is not applicable as this is a chemical linker. It is used in the synthesis of antibody-drug conjugates (ADCs) and PROTACs. Its utility lies in its chemical reactivity and the properties it imparts to conjugated molecules, including enhanced aqueous solubility and reduced aggregation in peptides or bioconjugates.
ln Vivo
In vivo activity is not applicable as this is a chemical linker used for in vitro synthesis. It is not a therapeutic agent. Its applications are in the chemical synthesis of bioconjugates for drug delivery and targeted therapy. The properties of the PEG4 spacer influence the pharmacokinetics of the final conjugate.
Enzyme Assay
For non-cellular assays, Fmoc-N-amido-PEG4-acid is used in chemical conjugation reactions. The carboxylic acid group is activated with coupling reagents to form amide bonds with amines. The Fmoc group is removed with piperidine for subsequent reactions. Reaction progress is monitored by analytical techniques. The compound serves as a building block for more complex molecules.
Cell Assay
In vitro cellular assays are not applicable as this compound is a chemical linker. It may be used to synthesize conjugates that are later tested in cellular assays, but the linker itself does not have direct cellular activity. Its PEG4 spacer contributes to the solubility and biocompatibility of the final conjugate.
Animal Protocol
In vivo animal experiments are not applicable as this compound is a chemical linker. It is used in the synthesis of conjugates that may be tested in animal models. The PEG4 spacer influences the pharmacokinetic properties of the final conjugate, including circulation half-life, immunogenicity, and biodistribution.
ADME/Pharmacokinetics
Fmoc-N-amido-PEG4-acid has a molecular weight of 487.6 and a molecular formula of C₂₆H₃₃NO₈. Purity is ≥98%. The compound is typically stored at -20°C. It is soluble in organic solvents such as DMSO and DMF. The PEG4 spacer provides good hydrophilicity and flexibility to conjugated molecules.
Toxicity/Toxicokinetics
Fmoc-N-amido-PEG4-acid is a chemical reagent and is not intended for therapeutic use. Standard laboratory safety precautions should be followed when handling the compound. It may cause skin irritation (H315), serious eye irritation (H319), respiratory irritation (H335), and is harmful if swallowed, in contact with skin, or if inhaled (H302+H312+H332).
References

[1]. Synthesis of C3-Alkylated Indoles on DNA via Indolyl Alcohol Formation Followed by Metal-FreeTransfer Hydrogenation. Org Lett. 2019 Aug 14.

Additional Infomation
Fmoc-N-amido-PEG4-acid is a PEG linker used in ADC development and PROTAC synthesis. The Fmoc group provides orthogonal protection for the amine, enabling selective deprotection under mild conditions for precise stepwise synthesis. The PEG4 spacer enhances solubility and reduces aggregation in peptides or bioconjugates. The compound is available from various commercial suppliers.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C26H33NO8
Molecular Weight
487.5421
Exact Mass
487.221
CAS #
557756-85-1
PubChem CID
2756186
Appearance
Colorless to light yellow viscous liquid
Density
1.219
LogP
3.457
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
18
Heavy Atom Count
35
Complexity
596
Defined Atom Stereocenter Count
0
SMILES
O(C(N([H])C([H])([H])C([H])([H])OC([H])([H])C([H])([H])OC([H])([H])C([H])([H])OC([H])([H])C([H])([H])OC([H])([H])C([H])([H])C(=O)O[H])=O)C([H])([H])C1([H])C2=C([H])C([H])=C([H])C([H])=C2C2=C([H])C([H])=C([H])C([H])=C12
InChi Key
NUHRPLKTAAVHCZ-UHFFFAOYSA-N
InChi Code
InChI=1S/C26H33NO8/c28-25(29)9-11-31-13-15-33-17-18-34-16-14-32-12-10-27-26(30)35-19-24-22-7-3-1-5-20(22)21-6-2-4-8-23(21)24/h1-8,24H,9-19H2,(H,27,30)(H,28,29)
Chemical Name
3-[2-[2-[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~205.11 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (5.13 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (5.13 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (5.13 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.0511 mL 10.2556 mL 20.5111 mL
5 mM 0.4102 mL 2.0511 mL 4.1022 mL
10 mM 0.2051 mL 1.0256 mL 2.0511 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • Enter 5 in the Volume box and choose the correct unit (mL)
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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