Mal-amido-PEG9-propionic acid

 CAS No.: 2112731-43-6  Cat No.: BP-501718  Purity: >97% 4.5  

Mal-amido-PEG9-propionic acid is a heterobifunctional, PEG-based linker featuring a maleimide-reactive handle conjugated through an amide to a long, water-solubilizing polyethylene glycol chain terminated with a carboxylic acid. The PEG spacer provides conformational flexibility and reduces steric interference, while the maleimide group enables chemoselective coupling to thiols (for example, cysteine residues on target-binding ligands or engineered proteins) via stable thioether formation. The terminal propionic acid functionality offers a convenient site for further amide coupling, esterification, or activation toward attachment to complementary PROTAC components, enabling modular assembly of degradation constructs. In targeted protein degradation research, this linker supports efficient, tunable conjugation between a ligand that recruits an E3 ligase and a ligand that binds the target protein, improving the effective molarity at the ternary-complex interface. Its long PEG chain and orthogonal reactivity make it particularly useful for optimizing linker length and conjugation chemistry in PROTAC workflows.

Mal-amido-PEG9-propionic acid

Structure of 2112731-43-6

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Category
PROTAC Linker
Molecular Formula
C₂₈H₄₈N₂O₁₄
Molecular Weight
636.69

* For research and manufacturing use only. Not for human or clinical use.

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Purity
>97%
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Maleimide-NH-PEG9-CH2CH2COOH
Boiling Point
770.6±60.0 °C at 760 mmHg
Density
1.2±0.1 g/cm3
InChI Key
XOHZWIACQTZJNF-UHFFFAOYSA-N
InChI
InChI=1S/C28H48N2O14/c31-25(3-6-30-26(32)1-2-27(30)33)29-5-8-37-10-12-39-14-16-41-18-20-43-22-24-44-23-21-42-19-17-40-15-13-38-11-9-36-7-4-28(34)35/h1-2H,3-24H2,(H,29,31)(H,34,35)
SMILES
C1=CC(=O)N(C1=O)CCC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O

Mal-amido-PEG9-propionic acid is a polyethylene glycol (PEG)-based PROTAC linker designed to connect targeting ligands through a stable amide linkage while providing conformational flexibility and improved solubility. Its mal-amido functionality enables reliable coupling strategies commonly used in targeted protein degradation workflows. The resulting linker architecture can help tune spatial arrangement between the recruited E3 ligase and the target protein, supporting efficient formation of productive ternary complexes. Detailed structural and synthetic considerations are provided below.

Structure: The linker contains a PEG chain that confers hydrophilicity and segmental flexibility, terminating in a propionic acid group and an amide-bearing “mal” motif. It features amide and ether linkages, with polar functional groups that promote water compatibility and stable covalent attachment to partner ligands.

Reactivity: The propionic acid enables activation to form an acylating intermediate for amide bond formation with amine-containing ligands under standard peptide-coupling conditions. Typical approaches use carboxyl-activating reagents and base in polar aprotic solvents, proceeding via nucleophilic acyl substitution to yield the desired amide-linked PROTAC conjugate. Reaction monitoring by analytical chromatography or spectroscopy is recommended to confirm completion and minimize side reactions.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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