Name: Fmoc-N-amido-PEG8-acetic acid
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Purity

>98.0%

Solubility

Soluble in DMSO (10 mm)

Appearance

Pale Yellow Oily Matter

ShelfLife

0-4°C for short term (days to weeks), or -20°C for long term (months).

Storage

Store at -20°C, keep in dry and avoid sunlight

Shipping

Room temperature

IUPACName

2-[2-[2-[2-[2-[2-[2-[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]acetic acid

Synonyms

Fmoc-NH-PEG8-CH2COOH; 1-(9H-Fluoren-9-yl)-3-oxo-2,7,10,13,16,19,22,25,28-nonaoxa-4-azatriacontan-30-oic acid; Fmoc-PEG8-acetic acid; 26-[(9-Fluorenylmethoxycarbonyl)amino]-3,6,9,12,15,18,21,24-octaoxahexacosanoic acid; 5,8,11,14,17,20,23,26-Octaoxa-2-azaoctacosanedioic acid 1-(9H-fluoren-9-ylmethyl) ester; Fmoc-NH-8(ethylene glycol)-acetic acid; 2,7,10,13,16,19,22,25,28-Nonaoxa-4-azatriacontan-30-oic acid, 1-(9H-fluoren-9-yl)-3-oxo-

Boiling Point

773.7±60.0°C (Predicted)

Density

1.201±0.06 g/cm3 (Predicted)

InChI Key

JRLUSGRARXJCNA-UHFFFAOYSA-N

InChI

InChI=1S/C33H47NO12/c35-32(36)26-45-24-23-44-22-21-43-20-19-42-18-17-41-16-15-40-14-13-39-12-11-38-10-9-34-33(37)46-25-31-29-7-3-1-5-27(29)28-6-2-4-8-30(28)31/h1-8,31H,9-26H2,(H,34,37)(H,35,36)

SMILES

C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCC(=O)O

1. Atroposelective Synthesis of 1,1'-Bipyrroles Bearing a Chiral N-N Axis: Chiral Phosphoric Acid Catalysis with Lewis Acid Induced Enantiodivergence

Yaru Gao, Luo-Yu Wang, Tao Zhang, Bin-Miao Yang, Yu Zhao Angew Chem Int Ed Engl. 2022 Apr 11;61(16):e202200371. doi: 10.1002/anie.202200371. Epub 2022 Feb 24.

We present herein a highly efficient atroposelective synthesis of axially chiral 1,1'-bipyrroles bearing an N-N linkage from simple hydrazine and 1,4-diones. Further product derivatizations led to axially chiral bifunctional compounds with high potential in asymmetric catalysis. For this chrial phosphoric acid (CPA)-catalyzed double Paal-Knorr reaction, an intriguing Fe(OTf)3 -induced enantiodivergence was also observed.

2. Acidity characterization of heterogeneous catalysts by solid-state NMR spectroscopy using probe molecules

Anmin Zheng, Shang-Bin Liu, Feng Deng Solid State Nucl Magn Reson. 2013 Oct-Nov;55-56:12-27. doi: 10.1016/j.ssnmr.2013.09.001. Epub 2013 Sep 20.

Characterization of the surface acidic properties of solid acid catalysts is a key issue in heterogeneous catalysis. Important acid features of solid acids, such as their type (Brønsted vs. Lewis acid), distribution and accessibility (internal vs. external sites), concentration (amount), and strength of acid sites are crucial factors dictating their reactivity and selectivity. This short review provides information on different solid-state NMR techniques used for acidity characterization of solid acid catalysts. In particular, different approaches using probe molecules containing a specific nucleus of interest, such as pyridine-d5, 2-(13)C-acetone, trimethylphosphine, and trimethylphosphine oxide, are compared. Incorporation of valuable information (such as the adsorption structure, deprotonation energy, and NMR parameters) from density functional theory (DFT) calculations can yield explicit correlations between the chemical shift of adsorbed probe molecules and the intrinsic acid strength of solid acids. Methods that combine experimental NMR data with DFT calculations can therefore provide both qualitative and quantitative information on acid sites.

3. The Stephan Curve revisited

William H Bowen Odontology. 2013 Jan;101(1):2-8. doi: 10.1007/s10266-012-0092-z. Epub 2012 Dec 6.

The Stephan Curve has played a dominant role in caries research over the past several decades. What is so remarkable about the Stephan Curve is the plethora of interactions it illustrates and yet acid production remains the dominant focus. Using sophisticated technology, it is possible to measure pH changes in plaque; however, these observations may carry a false sense of accuracy. Recent observations have shown that there may be multiple pH values within the plaque matrix, thus emphasizing the importance of the milieu within which acid is formed. Although acid production is indeed the immediate proximate cause of tooth dissolution, the influence of alkali production within plaque has received relative scant attention. Excessive reliance on Stephan Curve leads to describing foods as "safe" if they do not lower the pH below the so-called "critical pH" at which point it is postulated enamel dissolves. Acid production is just one of many biological processes that occur within plaque when exposed to sugar. Exploration of methods to enhance alkali production could produce rich research dividends.

Fmoc-N-amido-PEG8-acetic acid is a PEG-based PROTAC linker reagent designed to introduce a hydrophilic, flexible spacer that can improve solubility and spatial compatibility between ligands. The Fmoc-protected amide functionality enables controlled stepwise assembly, while the terminal acetic acid provides a reactive handle for further conjugation. Its balanced polarity and conformational flexibility make it suitable for constructing degraders where linker length and attachment chemistry strongly influence ternary complex formation. Detailed structural and reactivity guidance is provided below.

Structure: The linker contains an Fmoc-protected amide connected to an oligo(ethylene glycol) chain, terminating in an acetic acid group. It features aromatic carbamate, amide, ether linkages, and a carboxylic acid, yielding a polar, water-compatible scaffold with conformational flexibility.

Reactivity: The Fmoc group supports orthogonal protection strategies; deprotection is typically performed under base conditions to unmask the amine for coupling. The terminal carboxylic acid can be activated for amide-bond formation using standard peptide-coupling chemistries, commonly employing coupling reagents with amine partners in suitable polar aprotic solvents. Reaction design should preserve PEG integrity and avoid harsh conditions that cause side reactions or degradation.

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