Fmoc-NH-PEG2-NHS ester

 CAS No.: 1807534-85-5  Cat No.: BP-500349  Purity: ≥95% 4.5  

Fmoc-NH-PEG2-NHS ester is an amine-reactive PEG-based linker designed for constructing PROTAC and related targeted degradation conjugates. Structurally, it combines an Fmoc-protected amine handle with a short, two–ethylene glycol unit PEG spacer and an NHS ester functional group, enabling efficient coupling to primary amines on ligands such as lysine-bearing peptides, engineered protein-binding modules, or amino-functionalized targeting moieties. In PROTAC workflows, the NHS ester provides a stable yet synthetically tractable route to form amide bonds, while the PEG segment imparts conformational flexibility and improved solubility, often helping to preserve productive ternary-complex formation by reducing steric constraints between the binding elements. The Fmoc group further supports stepwise, orthogonal assembly strategies in linker synthesis. This reagent is valuable for researchers seeking modular, reproducible linker installation and tunable spacing in targeted protein degradation studies.

Fmoc-NH-PEG2-NHS ester

Structure of 1807534-85-5

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Category
PROTAC Linker
Molecular Formula
C26H28N2O8
Molecular Weight
496.51
Appearance
Colorless Oily Matter

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

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Purity
≥95%
Solubility
Soluble in DMSO
Appearance
Colorless Oily Matter
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy]propanoate
Synonyms
Fmoc-PEG2-NHS ester; Fmoc-PEG2-C2-NHS ester; Fmoc-NH-PEG2-NHS; FmocNH-PEG2-CH2CH2COONHS; Fmoc-PEG2-CH2CH2-NHS ester; Fmoc-N-amido-PEG2-NHS ester; 9H-Fluoren-9-ylmethyl [2-(2-{3-[(2,5-dioxo-1-pyrrolidinyl)oxy]-3-oxopropoxy}ethoxy)ethyl]carbamate; Carbamic acid, N-[2-[2-[3-[(2,5-dioxo-1-pyrrolidinyl)oxy]-3-oxopropoxy]ethoxy]ethyl]-, 9H-fluoren-9-ylmethyl ester
Density
1.4±0.1 g/cm3
InChI Key
MLMVUZTWJNGUEN-UHFFFAOYSA-N
InChI
InChI=1S/C26H28N2O8/c29-23-9-10-24(30)28(23)36-25(31)11-13-33-15-16-34-14-12-27-26(32)35-17-22-20-7-3-1-5-18(20)19-6-2-4-8-21(19)22/h1-8,22H,9-17H2,(H,27,32)
SMILES
C1CC(=O)N(C1=O)OC(=O)CCOCCOCCNC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Fmoc-NH-PEG2-NHS ester, combines an orthogonally protected amine with a short polyethylene glycol spacer and an NHS-activated ester for efficient bioconjugation. Its design supports modular assembly of bifunctional degraders by enabling stable amide formation with primary amines on targeting ligands while preserving linker flexibility and reducing steric constraints. The detailed Structure and Reactivity considerations are provided below for experimental planning.

Structure: The molecule contains an Fmoc-protected nitrogen attached to a short PEG chain terminating in an N-hydroxysuccinimide ester. It features an aromatic carbamate (Fmoc), ether linkages within the PEG segment, and an activated carboxylate ester suitable for nucleophilic acyl substitution. Overall, it is a polar, water-compatible linker.

Reactivity: The NHS ester reacts with primary amines to form stable amide bonds via nucleophilic acyl substitution, typically under mildly basic aqueous or mixed solvent conditions. For PROTAC construction, the activated ester is paired with amine-bearing ligands, with careful control of pH and stoichiometry to limit hydrolysis. Common solvents include water, buffered aqueous media, and compatible alcohol/water mixtures; catalysts are generally not required, but temperature and reaction time should be optimized.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
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