N3-TFBA-O2Oc

Chemical name: {2-[2-(4-Azido-2,3,5,6-tetrafluorobenzoyl-amino)ethoxy]ethoxy}acetic acid // Synonyms: N3-TFBA-O2Oc, ATFB-AEEA, 4-Azido-2,3,5,6-tetrafluorobenzoyl-AEEA, 8-(4-Azido-2,3,5,6-tetrafluorobenzoyl-amino)-3,6-dioxaoctanoic acid, ATFB-Ado, ATFB-Adoa

Product code:PEG5000
CAS No.:1993119-45-1
Formula:C13H12F4N4O5
Molecular weight:380,25 g/mol
Grouped product items
Qty Packing unit Price SKU
100 mg
$162.00
PEG5000.0100
250 mg
$270.00
PEG5000.0250
500 mg
$486.00
PEG5000.0500
1 g
$756.00
PEG5000.1000
5 g
$2,700.00
PEG5000.5000
Safety Data Sheets
description

Aryl azides are well-known precursors of nitrenes and have been introduced by Fleet et al. as versatile photoaffinity labeling agents to probe biological receptors. Upon photolysis, N2 is liberated and a highly unstable singlet Phenylnitrene is being formed in situ, which reacts with neighboring molecules in a variety of reactions. Perfluorophenyl azides, however, form highly stabilized nitrene intermediates that undergo insertion and addition reactions in moderate to good yields rather than intermolecular rearrangements. This type of compounds has been used as photo-cross linker (Lamda max = 258nm) in estrogen receptor studies and for direct surface coating of carbon and organic based polymers.

references

G.W.J. Fleet, R.R. Porter, J.R. Knowles; Affinity of Antibodies with Aryl Nitrenes as Reactive Group; Nature 1969; 224: 511-512.

Li-Hong Liu, Mingdi Yan; Perfluorophenyl Azides: New Applications in Surface Functionalization and Nanomaterial Synthesis; Accounts of Chemical Research 2011; 43(11): 1434-1443.

DOI 10.1021/ar100066t.


Alexander Welle, François Billard, Jacqueline Marchand-Brynaert; Tri- and Tetravalent Photoactivable Cross-Linking Agents; SYNTHESIS 2012; 44: 2249-2254. DOI:

10.1055/s-0031-1290444.

Platz, M. S.; Acc. Chem. Res. 1995; 28: 487.

Pinney, K.G., Katzenellenbogen, J.A.; J. Org. Chem. 1991; 56(9): 3125-3133.

Keana, J.F.W., Cai, S.X.; J. Org. Chem. 1990; 55: 3640-3647.

Hermanson, G.T. (1996). Bioconjugate Techniques. Academic Press: San Diego. Pandurangi, R.S., et al. Chemistry of bifunctional photoprobes: Part 4: Synthesis of the chromogenic,

cleavable, water soluble and heterobifunctional (N-Methyl amino perfluoroaryl azide benzamido)-ethyl-1,3-dithiopropionyl sulfosuccinimide: An efficient protein cross-linking

agent. Bioorganic Chem. 1998; 26(4): 201-12.

Pandurangi, R.S., et al. Recent trends in the evaluation of photochemical insertion characteristics of heterobifunctional perfluoroaryl azide chelating agents: Biochemical

implications in nuclear medicine. Photochem Photobiol. 1997; 65(2): 208-21.

Pandurangi, R.S., et al. Chemistry of bifunctional photoprobes: Part 1. Perfluoro azido functionalized phosphorus hydrazides as novel photoreactive heterobifunctional chelating

agents: High efficiency nitrene insertion on model solvents and proteins. J. Org Chem. 1997; 62(9): 2798-807.

Pandurangi, R.S., et al. Preservation of immunoreactivity in the photolabeling of B72.3 human antibody. Photochem Photobiol. 1996; 64(1): 100-5.

Pandurangi, R.S., et al. Photolabeling of human serum albumin by 4-azido-2-([14C]-methylamino) trifluorobenzonitrile. A high-efficiency long wavelength photolabel. App Rad Isot.

1995; 46(4): 233-9.

Pandurangi, R.S., et al. High efficiency photolabeling of human serum albumin and human ?-globulin with [14C] methyl 4-azido-2,3,5,6-tetrafluorobenzoate. Bioconjugate Chem. 1995;

6: 630-4.

Yan, M., et al. N-Hydroxysuccinimide ester functionalized perfluorophenyl azides as novel photoactive heterobifunctional cross-linking reagents. The covalent immobilization of

biomolecules to polymer surfaces. Bioconjugate Chem. 1994; 5: 151-7.

Platz, M.S., et al. Synthesis and binding of new polyfluorinated aryl azides to alpha-chymotrypsin. New reagents for photoaffinity labeling. Bioconjugate Chem. 1993; 4: 256-261.

Platz, M.S., et al. Chemistry and kinetics of singlet (pentafluorophenyl)nitrene. J. Amer Chem Soc. 1992; 114: 5054-67.

Keana, J.F.W., and Cai, S.X.: J. Org. Chem. 1990; 55: 3640-3647.

Kristof De Prijcka, Nele De Smetb, Monika Rymarczyk-Machalb, Gonzalez Van Driesschec, Bart Devreesec, Tom Coenyea, Etienne Schachtb & Hans J. Nelisa; Biofouling: The Journal of

Bioadhesion and Biofilm Research 2010; 26(3): 269-275. DOI: 10.1080/08927010903501908.

Bulk or large quantity order?

Do you need larger quantities for your development or production?

Do you need further information of this product?

get in contact

Quick contact

Please send me more information about

We found other products you might like!
Structure image for H2N-PEG(6)-N3
H2N-PEG(6)-N3

Starting at $432.00

Structure image for H2N-PEG(11)-N3
H2N-PEG(11)-N3

Starting at $506.25

Structure image for N3-PEG(20)-OH
N3-PEG(20)-OH

Starting at $459.00

Structure image for N3-dPEG(12)-OH
N3-dPEG(12)-OH

Starting at $472.50

Structure image for N3-dPEG(12)-NHS
N3-dPEG(12)-NHS

Starting at $472.50

Structure image for N3-dPEG(4)-NHS
N3-dPEG(4)-NHS

Starting at $391.50

Structure image for N3-dPEG(8)-NHS
N3-dPEG(8)-NHS

Starting at $432.00

Structure image for MeO-dPEG(12)-N3
MeO-dPEG(12)-N3

Starting at $472.50

Structure image for MeO-dPEG(4)-N3
MeO-dPEG(4)-N3

Starting at $310.50

Structure image for MeO-dPEG(8)-N3
MeO-dPEG(8)-N3

Starting at $391.50

Structure image for MeO-dPEG(24)-N3
MeO-dPEG(24)-N3

Starting at $553.50

Structure image for N3-PEG(9)-COOH
N3-PEG(9)-COOH

Starting at $553.50

Structure image for MeO-PEG-N3 (750 Da)
MeO-PEG-N3 (750 Da)

Starting at $337.50

Structure image for MeO-PEG-N3 (2 kDa)
MeO-PEG-N3 (2 kDa)

Starting at $175.50

Structure image for MeO-PEG-N3 (5 kDa)
MeO-PEG-N3 (5 kDa)

Starting at $175.50

Structure image for N3-PEG(4)-COOH
N3-PEG(4)-COOH

Starting at $114.75

Structure image for H2N-PEG(7)-N3
H2N-PEG(7)-N3

Starting at $432.00

Structure image for N3-O2Oc-OH*CHA
N3-O2Oc-OH*CHA

Starting at $109.35

Structure image for N3-O2Oc-O2Oc-OH
N3-O2Oc-O2Oc-OH

Starting at $101.25

Structure image for H2N-PEG-N3 (10 kDa)
H2N-PEG-N3 (10 kDa)

Starting at $594.00

Structure image for H2N-PEG-N3 (3 kDa)
H2N-PEG-N3 (3 kDa)

Starting at $553.50

Structure image for H2N-PEG-N3 (20 kDa)
H2N-PEG-N3 (20 kDa)

Starting at $594.00

Structure image for H2N-PEG-N3 (5 kDa)
H2N-PEG-N3 (5 kDa)

Starting at $553.50

Structure image for H2N-PEG(9)-N3
H2N-PEG(9)-N3

Starting at $432.00

Structure image for H2N-PEG(23)-N3
H2N-PEG(23)-N3

Starting at $580.50

Structure image for H2N-PEG(35)-N3
H2N-PEG(35)-N3

Starting at $661.50

Structure image for I-PEG-N3 (10 kDa)
I-PEG-N3 (10 kDa)

Starting at $364.50

Structure image for I-PEG-N3 (20 kDa)
I-PEG-N3 (20 kDa)

Starting at $364.50

Structure image for I-PEG-N3
I-PEG-N3 (3 kDa)

Starting at $337.50

Structure image for I-PEG-N3 (5 kDa)
I-PEG-N3 (5 kDa)

Starting at $337.50

Structure image for MeO-dPEG™(36)-N3
MeO-dPEG™(36)-N3

Starting at $580.50

Structure image for N3-PEG(3)-OH
N3-PEG(3)-OH

Starting at $121.50

Structure image for N3-dPEG™(24)-OH
N3-dPEG™(24)-OH

Starting at $621.00

Structure image for N3-dPEG™(36)-OH
N3-dPEG™(36)-OH

Starting at $661.50

Structure image for N3-PEG™(8)-COOH
N3-PEG™(8)-COOH

Starting at $472.50

Structure image for N3-PEG™(12)-COOH
N3-PEG™(12)-COOH

Starting at $513.00

Structure image for N3-dPEG™(24)-COOH
N3-dPEG™(24)-COOH

Starting at $553.50

Structure image for N3-EEEt-OH
N3-EEEt-OH

Starting at $168.75

Structure image for N3-TOTA
N3-TOTA

Starting at $135.00

Structure image for N3-TOTA-Suc
N3-TOTA-Suc

Starting at $202.50

Structure image for N3-DOOA-Suc-OH
N3-DOOA-Suc-OH

Starting at $202.50

Structure image for N3-PEG(4)-OH
N3-PEG(4)-OH

Starting at $189.00

Structure image for N3-PEG(4)-NH2
N3-PEG(4)-NH2

Starting at $145.80

Structure image for HO-PEG-N3 (3 kDa)
HO-PEG-N3 (3 kDa)

Starting at $398.25

Structure image for HO-PEG-N3 (5 kDa)
HO-PEG-N3 (5 kDa)

Starting at $398.25

Structure image for HO-PEG-N3 (10 kDa)
HO-PEG-N3 (10 kDa)

Starting at $459.00

Structure image for HO-PEG-N3 (20 kDa)
HO-PEG-N3 (20 kDa)

Starting at $459.00

Structure image for N3-O2Oc-OtBu
N3-O2Oc-OtBu

Starting at $202.50

Structure image for N3-AEEEA*CHA
N3-AEEEA*CHA

Starting at $176.18

Structure image for N3-PEG-SQA (10 kDa)
N3-PEG-SQA (10 kDa)

Starting at $803.25

Structure image for N3-PEG-SQA (20 kDa)
N3-PEG-SQA (20 kDa)

Starting at $803.25

Structure image for N3-PEG-SQA (3 kDa)
N3-PEG-SQA (3 kDa)

Starting at $749.25

Structure image for N3-PEG-SQA (5 kDa)
N3-PEG-SQA (5 kDa)

Starting at $749.25

Structure image for N3-PEG(5)-OH
N3-PEG(5)-OH

Starting at $162.00

Structure image for Bromoacetamido-PEG(3)-N3
Bromoacetamido-PEG(3)-N3

Starting at $513.00

Structure image for Bromoacetamido-PEG(11)-N3
Bromoacetamido-PEG(11)-N3

Starting at $661.50

Structure image for Bromoacetamido-PEG(23)-N3
Bromoacetamido-PEG(23)-N3

Starting at $742.50

Structure image for N3-dPEG™(24)-TFP
N3-dPEG™(24)-TFP

Starting at $553.50

Structure image for N3-dPEG™(36)-TFP
N3-dPEG™(36)-TFP

Starting at $661.50

Structure image for N3-AEEA-OK
N3-AEEA-OK

Starting at $145.80

Structure image for MeO-PEG(112)-N3
MeO-PEG(112)-N3

Starting at $607.50

Structure image for N3-PEG(3)-NH-Boc
N3-PEG(3)-NH-Boc

Starting at $151.20