Fmoc-N-amido-PEG2-acetic acid - CAS 166108-71-0

Fmoc-N-amido-PEG2-acetic acid - CAS 166108-71-0 Catalog number: BADC-00982

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Fmoc-AEEA-OH is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs).

Category
ADCs Linker
Product Name
Fmoc-N-amido-PEG2-acetic acid
CAS
166108-71-0
Catalog Number
BADC-00982
Molecular Formula
C21H23NO6
Molecular Weight
385.41
Purity
98%
Fmoc-N-amido-PEG2-acetic acid

Ordering Information

Catalog Number Size Price Quantity
BADC-00982 10 g $299 Inquiry
BADC-00982 100 g $1364 Inquiry
Description
Fmoc-AEEA-OH is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs).
Synonyms
Fmoc-NH-PEG2-CH2COOH; Fmoc-8-amino-3,6-dioxaoctanoic acid; [2-[2-(Fmoc-amino)ethoxy]ethoxy]acetic acid; FMOC-AEEA; 12- (9H- Fluoren- 9- yl) - 10- oxo-3, 6, 11- trioxa- 9- azadodecanoic Acid; 1-(9H-Fluoren-9-yl)-3-oxo-2,7,10-trioxa-4-azadodecan-12-oic Acid; 8-(9-Fluorenylmethoxycarbonylamino)-3,6-dioxaoctanoic Acid; 9-Fluorenylmethoxycarbonyl-8-amino-3,6-dioxaoctanoic Acid; 2,7,10-Trioxa-4-azadodecan-12-oic acid, 1-(9H-fluoren-9-yl)-3-oxo-
IUPAC Name
2-[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy]acetic acid
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCC(=O)O
InChI
InChI=1S/C21H23NO6/c23-20(24)14-27-12-11-26-10-9-22-21(25)28-13-19-17-7-3-1-5-15(17)16-6-2-4-8-18(16)19/h1-8,19H,9-14H2,(H,22,25)(H,23,24)
InChIKey
XQPYRJIMPDBGRW-UHFFFAOYSA-N
Density
1.265±0.06 g/cm3 (Predicted)
Solubility
Soluble in Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
Melting Point
85-102°C
Flash Point
335.6±28.7 °C
Index Of Refraction
1.580
LogP
2.63
PSA
94.09000
Vapor Pressure
0.0±1.9 mmHg at 25°C
Appearance
Pale Yellow or Colorless Oily Matter
Quantity
Data not available, please inquire.
Shelf Life
-20°C 3 years powder; -80°C 2 years in solvent
Shipping
Room temperature, or blue ice upon request.
Storage
Store at 2-8°C under inert atmosphere
Pictograms
Irritant
Signal Word
Warning
Boiling Point
631.4±45.0°C (Predicted)
Form
Solid
Biological Activity
Fmoc-8-amino-3,6-dioxaoctanoic acid (Fmoc-NH-PEG2-CH2COOH) is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs)[1] . In Vitro: ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker.
1. 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.
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. 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.
The molarity calculator equation

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The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Historical Records: Fmoc-N-amido-PEG2-acetic acid
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