Specs:

 SDS

Molecular Weight: 439.36; single compound

CAS: N/A

Purity: > 98%

Spacers: dPEG® Spacer is 16 atoms and 17.7 Å

Shipping: Ambient

References: Greg T. Hermanson, Bioconjugate Techniques, 2nd Edition, Elsevier Inc., Burlington, MA 01803, April, 2008 (ISBN-13: 978-0-12-370501-3; ISBN-10: 0-12-370501-0). Specifically see pp. 726-729 in his Chapter 18 on discrete PEG compounds for pegylation applications.

Greg T. Hermanson, Bioconjugate Techniques, 3rd Edition, Elsevier, Waltham, MA 02451, 2013, ISBN 978-0-12-382239-0; See chapter 18, Discrete PEG Reagents, pp.787-821, for a full overview of the dPEG® products.

Additional Search Phrases:

PEG, dPEG, discrete PEG, polyethylene glycol, PEGylation reagent, Quanta, Quanta BioDesign, PEGylation reagent, Azido-PEG4-TFP ester, N3-PEG4-TFP ester, Azido-PEG-TFP ester



 SDS    Datasheet

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Azido-dPEG®₄-TFP ester

$175.00 – $500.00

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PRODUCT IS SOLD STRICTLY FOR INTERNAL LABORATORY AND RESEARCH PURPOSES ONLY AND HAS NOT BEEN REVIEWED BY THE FDA. PRODUCT IS NOT FOR RESALE AND CANNOT BE INCORPORATED INTO COMMERCIAL GOODS FOR ANY USE OR USED IN THE DEVELOPMENT OF COMMERCIAL PRODUCTS OR IN THE PERFORMANCE OF COMMERCIAL SERVICES UNLESS UNDER A SEPARATE LICENSING, SUPPLY, OR DISTRIBUTOR AGREEMENT WITH QUANTA BIODESIGN, LTD. For information pertaining to the commercial use of our products, please click here to contact us.

Email Sales@QuantaBioDesign.com for Bulk Pricing and Custom Syntheses
Product#: 10567 Categories: , Tags: , , , , , ,

TFP_Esters_Art2

Azido-dPEG®4-TFP ester, product number 10567, is a crosslinking compound designed for copper(I)-catalyzed, ruthenium catalyzed, and strain promoted click chemistry. The azide group provides the click chemistry functionality. The 2,3,5,6-tetrafluorophenyl (TFP) ester provides reactivity to primary and secondary amines. The two ends of the molecule are separated by a single molecular weight, discrete polyethylene glycol (dPEG®) spacer. The spacer imparts water solubility to PN10567 and increases the hydrodynamic volume of the molecule. The single molecular weight and discrete chain length of the spacer simplifies analysis of the product and of its conjugates.

TFP esters are a superior alternative to the widely popular N-hydroxysuccinimidyl (NHS) esters. TFP esters are more hydrolytically stable than NHS esters, especially at high pH values (≥ 8) where NHS esters in aqueous solution have half-lives measured in minutes. TFP esters also react more efficiently with primary and secondary amines than NHS esters. For more information, please click TFP Esters Have More Hydrolytic Stability and Greater Reactivity Than NHS Esters.

  1. Barry Sharpless and colleagues defined the rapid, chemoselective, stereospecific reactions between an azide and an alkyne leading to the formation of a triazole ring as click chemistry. From its publication in 2001, click chemistry has grown consistently in popularity and importance for the development of new chemical structures. The first-reported click chemistry reactions were catalyzed by copper(I) and are known as Cu(I)-catalyzed azide alkyne cycloaddition (CuAAC). Classical CuAAC chemistry forms a 1,4-disubstituted triazole ring. Ruthenium catalyzed azide alkyne cycloaddition (RuAAC) operates similarly to CuAAC, but gives rise to 1,5-disubstituted triazole rings. Later, copper free click chemistry (formally known as strain promoted azide alkyne cycloaddition, or SPAAC) was developed by Carolyn Bertozzi and colleagues to facilitate click chemistry reactions in living cells without the use of toxic copper salts. For more information, please see Click Chemistry with dPEG® Reagents.

Quanta BioDesign offers a broad selection of click chemistry reagents, including azide-functionalized dPEG® products. If you need bulk product in a larger package size than our standard sizes, please contact us for a quote. Our commercial capabilities permit us to manufacture this product at any scale that you need.

Application References:

  1. Hermanson, G. T. Chapter 3, The Reactions of Bioconjugation. Bioconjugate Techniques, 3rd edition. Academic Press: New York, 2013, pp 229-258, especially pages 233-234 (NHS esters) and pages 238-239 (fluorophenyl esters). Want to learn more about Greg’s book? Click here now for a review of Greg’s book and a link to purchase it.
  2. Hermanson, G. T. Chapter 17, Chemoselective Ligation; Bioorthogonal Reagents. Bioconjugate Techniques, 3rd edition. Academic Press: New York, 2013, pp 757-786, particularly pages 769-775 where click chemistry is discussed.
  3. Hermanson, G. T. Chapter 18, PEGylation and Synthetic Polymer Modification. Bioconjugate Techniques, 3rd edition. Academic Press: New York, 2013, pp 787-838.
  4. Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Click Chemistry: Diverse Chemical Function from a Few Good Reactions. Angew. Chem. Int. Ed., 2001, 40, 2004-2021. https://doi.org/10.1002/1521-3773(20010601)40:11%3C2004::AID-ANIE2004%3E3.0.CO;2-5
  5. Kolb, H. C.; Sharpless, K. B. The growing impact of click chemistry on drug discovery. Drug Disc. Today, 2003, 8(24), 1128-1137. https://doi.org/10.1016/S1359-6446(03)02933-7.
  6. Baskin, J. M.; Bertozzi, C. R. Bioorthogonal Click Chemistry: Covalent Labeling in Living Systems. QSAR & Combinatorial Science 2007, 26(11–12), 1211–1219. https://doi.org/10.1002/qsar.200740086.
  7. Patterson, D. M.; Nazarova, L. A.; Prescher, J. A. Finding the Right (Bioorthogonal) Chemistry. ACS Chem. Biol. 2014, 9(3), 592–605. https://doi.org/10.1021/cb400828a.
  8. Dommerholt, J.; Rutjes, F. P. J. T.; van Delft, F. L. Strain-Promoted 1,3-Dipolar Cycloaddition of Cycloalkynes and Organic Azides. Top. Curr. Chem. (Z) 2016, 374(2), 16. https://doi.org/10.1007/s41061-016-0016-4.
  9. Johansson, J. R.; Beke-Somfai, T.; Said Stålsmeden, A.; Kann, N. Ruthenium-Catalyzed Azide Alkyne Cycloaddition Reaction: Scope, Mechanism, and Applications. Chem. Rev. 2016, 116(23), 14726–14768. https://doi.org/10.1021/acs.chemrev.6b00466.
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Additional information

Weight .5 oz
Dimensions .75 × .75 × 2 in

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