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DBCO-PEG4-NHS Ester

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Physical properties
Molecular weight649.70
SolventDMSO
Storage, safety and handling
Intended useResearch Use Only (RUO)
StorageFreeze (< -15 °C); Minimize light exposure

OverviewpdfSDSpdfProtocol


CAS
1353016-71-3
Molecular weight
649.70
Cu-free click reaction, i.e., the strain-promoted alkyne-azide cycloaddition (SPAAC) is a bioorthogonal reaction utilizing a pair of reagents, cyclooctynes and azides that exclusively and efficiently react with each other while remain inert to naturally occurring functional groups such as hydroxy, amino and thiol groups. SPAAC enables labeling a wide variety of biomolecules without any auxiliary reagents in an aqueous and otherwise complex chemical environment through the formation of a stable triazole. Among the large number of known cyclooctynes, dibenzocyclooctyne (DBCO) compounds comprise a class of reagents that possesses reasonably fast kinetics and good stability in aqueous buffers. Within physiological temperature and pH ranges, the DBCO group will not react with thiol, amino or hydroxy groups that are naturally present in many biomolecules. DBCO-PEG4-NHS Ester is one of the most common reagents used for introducing DBCO group into a biomolecule via the modification of the amino groups.

Calculators


Common stock solution preparation

Table 1. Volume of DMSO needed to reconstitute specific mass of DBCO-PEG4-NHS Ester to given concentration. Note that volume is only for preparing stock solution. Refer to sample experimental protocol for appropriate experimental/physiological buffers.

0.1 mg0.5 mg1 mg5 mg10 mg
1 mM153.917 µL769.586 µL1.539 mL7.696 mL15.392 mL
5 mM30.783 µL153.917 µL307.834 µL1.539 mL3.078 mL
10 mM15.392 µL76.959 µL153.917 µL769.586 µL1.539 mL

Molarity calculator

Enter any two values (mass, volume, concentration) to calculate the third.

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Citations


View all 16 citations: Citation Explorer
The one-pot nonhydrolysis Staudinger reaction and Staudinger or SPAAC ligation
Authors: Cheng, L., Kang, X., Wang, D., Gao, Y., Yi, L., Xi, Z.
Journal: Org Biomol Chem (2019): 5675-5679
Optimization of Chemoenzymatic Mass Tagging by Strain-Promoted Cycloaddition (SPAAC) for the Determination of O-GlcNAc Stoichiometry by Western Blotting
Authors: Darabedian, N., Thompson, J. W., Chuh, K. N., Hsieh-Wilson, L. C., Pratt, M. R.
Journal: Biochemistry (2018): 5769-5774
Highly reactive bis-cyclooctyne-modified diarylethene for SPAAC-mediated cross-linking
Authors: Strizhak, A. V., Sharma, K., Babii, O., Afonin, S., Ulrich, A. S., Komarov, I. V., Spring, D. R.
Journal: Org Biomol Chem (2018): 8559-8564
Fused Bicyclic Caspase-1 Inhibitors Assembled by Copper-Free Strain-Promoted Alkyne-Azide Cycloaddition (SPAAC)
Authors: Qian, L., Zhang, C. J., Wu, J., Yao, S. Q.
Journal: Chemistry (2017): 360-369
Reproducible Dendronized PEG Hydrogels via SPAAC Cross-Linking
Authors: Hodgson, S. M., McNelles, S. A., Abdullahu, L., Marozas, I. A., Anseth, K. S., Adronov, A.
Journal: Biomacromolecules (2017): 4054-4059
Comparative analysis of Cu (I)-catalyzed alkyne-azide cycloaddition (CuAAC) and strain-promoted alkyne-azide cycloaddition (SPAAC) in O-GlcNAc proteomics
Authors: Li, S., Zhu, H., Wang, J., Wang, X., Li, X., Ma, C., Wen, L., Yu, B., Wang, Y., Li, J., Wang, P. G.
Journal: Electrophoresis (2016): 1431-6
Sequential Photochemistry of Dibenzo[a,e]dicyclopropa[c,g][8]annulene-1,6-dione: Selective Formation of Didehydrodibenzo[a,e][8]annulenes with Ultrafast SPAAC Reactivity
Authors: Sutton, D. A., Popik, V. V.
Journal: J Org Chem (2016): 8850-8857
Properties of Poly(ethylene glycol) Hydrogels Cross-Linked via Strain-Promoted Alkyne-Azide Cycloaddition (SPAAC)
Authors: Hodgson, S. M., Bakaic, E., Stewart, S. A., Hoare, T., Adronov, A.
Journal: Biomacromolecules (2016): 1093-100
Orthogonal dual-click diyne for CuAAC and/or SPAAC couplings
Authors: Ramsubhag, R. R., Dudley, G. B.
Journal: Org Biomol Chem (2016): 5028-31
Cyclopropenone-caged Sondheimer diyne (dibenzo[a,e]cyclooctadiyne): a photoactivatable linchpin for efficient SPAAC crosslinking
Authors: Sutton, D. A., Yu, S. H., Steet, R., Popik, V. V.
Journal: Chem Commun (Camb) (2016): 553-6