Access the full text.
Sign up today, get DeepDyve free for 14 days.
Loading next page...
/lp/wiley/comparative-analysis-of-the-reactivity-of-diazirine-based-q45B0bfCP1
References (20)
-
A. Varki, J. B. Lowe (2009)
Biological Roles of Glycans in Essential of Glycobiology, 2nd ed.Nat. Chem. Biol.
-
Seok-Ho Yu, Amberlyn Wands, Jennifer Kohler (2012)
Photoaffinity Probes for Studying Carbohydrate BiologyJournal of Carbohydrate Chemistry, 31
-
Gang Li, Yu Liu, Xuerong Yu, Xiaoyu Li (2014)
Multivalent photoaffinity probe for labeling small molecule binding proteins.Bioconjugate chemistry, 25 6
-
F. Kotzyba‐Hibert, I. Kapfer, M. Goeldner (1995)
Recent Trends in Photoaffinity LabelingAngewandte Chemie, 34
-
A. Blencowe, W. Hayes (2005)
Development and application of diazirines in biological and synthetic macromolecular systems.Soft matter, 1 3
-
F. Himo, T. Lovell, Robert Hilgraf, V. Rostovtsev, Louis Noodleman, K. Sharpless, V. Fokin (2004)
Copper(I)-catalyzed synthesis of azoles. DFT study predicts unprecedented reactivity and intermediates.Journal of the American Chemical Society, 127 1
-
M. Hashimoto, Y. Hatanaka (2008)
Recent Progress in Diazirine‐Based Photoaffinity LabelingEuropean Journal of Organic Chemistry, 2008
-
K. Sakurai (2015)
Photoaffinity Probes for Identification of Carbohydrate‐Binding ProteinsAsian Journal of Organic Chemistry, 4
-
Alejandro Cagnoni, O. Varela, M. Uhrig, J. Kovensky (2013)
Efficient Synthesis of Thiolactoside Glycoclusters by Ruthenium‐Catalyzed Cycloaddition Reaction of Disubstituted Alkynes on Carbohydrate ScaffoldsEuropean Journal of Organic Chemistry, 2013
-
Barbara Albertoni, J. Hannam, Damian Ackermann, A. Schmitz, M. Famulok (2012)
A trifluoromethylphenyl diazirine-based SecinH3 photoaffinity probe.Chemical communications, 48 9
-
Luba Dubinsky, B. Krom, M. Meijler (2012)
Diazirine based photoaffinity labeling.Bioorganic & medicinal chemistry, 20 2
-
F. Kotzyba-Hibert, Isabelle Kapfer, M. Goeldner (1995)
Neue Entwicklungen bei der PhotoaffinitätsmarkierungAngewandte Chemie, 107
-
Kyeong Lee, H. Ban, R. Naik, Y. Hong, S. Son, Bo-Kyung Kim, Yan Xia, Kyung‐Bin Song, Hongsub Lee, M. Won (2013)
Identification of malate dehydrogenase 2 as a target protein of the HIF-1 inhibitor LW6 using chemical probes.Angewandte Chemie, 52 39
-
J. Paulson, O. Blixt, B. Collins (2006)
Sweet spots in functional glycomicsNature Chemical Biology, 2
-
K. Sakurai, Shimpei Ozawa, R. Yamada, Tomoki Yasui, S. Mizuno (2014)
Comparison of the Reactivity of Carbohydrate Photoaffinity Probes with Different Photoreactive GroupsChemBioChem, 15
-
J. Brunner, H. Senn, F. Richards (1980)
3-Trifluoromethyl-3-phenyldiazirine. A new carbene generating group for photolabeling reagents.The Journal of biological chemistry, 255 8
-
G. Preston, S. Radford, A. Ashcroft, Andrew Wilson (2013)
Analysis of Amyloid Nanostructures Using Photo-cross-linking: In Situ Comparison of Three Widely Used Photo-cross-linkersACS Chemical Biology, 9
-
T. Tomohiro, Akito Yamamoto, Yoko Tatsumi, Y. Hatanaka (2013)
[3-(Trifluoromethyl)-3H-diazirin-3-yl]coumarin as a carbene-generating photocross-linker with masked fluorogenic beacon.Chemical communications, 49 98
-
Jacob Bush, L. Walport, J. McGouran, Ivanhoe Leung, G. Berridge, S. Berkel, A. Basak, B. Kessler, C. Schofield (2013)
The Ugi four-component reaction enables expedient synthesis and comparison of photoaffinity probesChemical Science, 4
-
J. Das (2011)
Aliphatic diazirines as photoaffinity probes for proteins: recent developments.Chemical reviews, 111 8
- Publisher
- Wiley
- Copyright
- © 2015 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
- ISSN
- 2193-5807
- eISSN
- 2193-5815
- DOI
- 10.1002/ajoc.201500116
- Publisher site
- See Article on Publisher Site
Abstract
A set of lactose‐based photoaffinity probes bearing either alkyl diazirine or trifluoromethylphenyl diazirine (TPD) groups were designed and synthesized to directly compare their efficiency in photocrosslinking a carbohydrate‐binding protein. The crosslinking efficiency of the TPD probes was higher than the alkyl diazirine probes when reacted with a single binding protein. However, the alkyl diazirine probe with a small alkyne tag achieved more selective photoaffinity labeling of a binding protein in cell lysate than the corresponding TPD probe.
Journal
Asian Journal of Organic Chemistry – Wiley
Published: Aug 1, 2015
Keywords: ; ; ; ;