Fmoc-N-amido-PEG9-acid

 CAS No.: 1191064-81-9  Cat No.: BP-500771  Purity: ≥95% 4.5  

Fmoc-N-amido-PEG9-acid is an Fmoc-protected, carboxyl-terminated polyethylene glycol linker featuring an amide linkage and a PEG chain long enough to provide a flexible, hydrophilic spacer between conjugation partners. The Fmoc group enables solid-phase or activated-carboxyl coupling strategies, while the terminal carboxylic acid allows attachment to PROTAC warheads, E3 ligase ligands, or other functional modules through amide-bond formation. In PROTAC design, this type of PEG spacer helps reduce steric interference, improves effective reach between the recruited target-binding ligand and the ligase-binding ligand, and can modulate solubility and local microenvironment around the ternary complex. Researchers use Fmoc-N-amido-PEG9-acid to systematically tune linker length and flexibility, facilitating structure–activity relationship studies and aiding the development of targeted protein degradation constructs with more favorable conjugation geometry.

Fmoc-N-amido-PEG9-acid

Structure of 1191064-81-9

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Category
PROTAC Linker
Molecular Formula
C36H53NO13
Molecular Weight
707.80
Related CAS
850312-72-0 (polymer)
Appearance
Pale Yellow or Colorless Oily Liquid

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

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Purity
≥95%
Solubility
Soluble in DCM, DMF, DMSO
Appearance
Pale Yellow or Colorless Oily Liquid
ShelfLife
0-4°C for short term (days to weeks), or -20°C for long term (months).
Storage
Store at 2-8°C
Shipping
Room temperature
IUPACName
3-[2-[2-[2-[2-[2-[2-[2-[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Fmoc-NH-PEG9-CH2CH2COOH; 1-(9H-Fluoren-9-yl)-3-oxo-2,7,10,13,16,19,22,25,28,31-decaoxa-4-azatetratriacontan-34-oic acid; Fmoc-NH-PEG9-acid; Fmoc-PEG9-propionic acid; 1-(Fmoc-amino)-3,6,9,12,15,18,21,24,27-nonaoxa-30-triacontanoic Acid; 5,8,11,14,17,20,23,26,29-Nonaoxa-2-azadotriacontanedioic acid 1-(9H-fluoren-9-ylmethyl) ester; 2,7,10,13,16,19,22,25,28,31-Decaoxa-4-azatetratriacontan-34-oic acid, 1-(9H-fluoren-9-yl)-3-oxo-
Boiling Point
803.9±65.0 °C at 760 mmHg
Density
1.186±0.06 g/cm3 at 20°C, 760 Torr
InChI Key
NEESTRVILHNOJT-UHFFFAOYSA-N
InChI
InChI=1S/C36H53NO13/c38-35(39)9-11-41-13-15-43-17-19-45-21-23-47-25-27-49-28-26-48-24-22-46-20-18-44-16-14-42-12-10-37-36(40)50-29-34-32-7-3-1-5-30(32)31-6-2-4-8-33(31)34/h1-8,34H,9-29H2,(H,37,40)(H,38,39)
SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O

Fmoc-N-amido-PEG9-acid, is designed to provide a hydrophilic polyethylene glycol spacer with an orthogonally protected amine handle and a terminal carboxylic acid for conjugation. Its PEG character supports favorable solubility and reduced nonspecific interactions, while the Fmoc group enables controlled stepwise assembly of PROTAC constructs. The subsequent sections describe the linker’s structural features and practical synthetic considerations for building targeted protein degraders.

Structure: The linker contains an Fmoc-protected amide-bearing nitrogen connected to a polyethylene glycol chain terminating in a carboxylic acid. It features aromatic carbamate functionality, multiple ether linkages within the PEG segment, and stable amide and ester-compatible bond motifs that support flexible, water-compatible spacing.

Reactivity: The terminal carboxylic acid enables amide coupling to lysine or amine-bearing ligands using standard peptide-coupling chemistries under mild base conditions. The Fmoc group can be removed with base to reveal an amine for subsequent coupling steps, supporting sequential PROTAC assembly. Typical reagents include carbodiimide or uronium-type activators with coupling additives in polar aprotic solvents; reaction progress is monitored by chromatography or mass spectrometry.

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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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