Hydrophilic trans-cyclooctenylated noncanonical amino acids for fast intracellular protein labeling
Abstract Introduction of bioorthogonal functionalities (e.g., trans-cyclooctene-TCO) into a protein of interest by site-specific genetic encoding of non-canonical amino acids (ncAAs) creates uniquely targetable platforms for fluorescent labeling schemes in combination with tetrazine-functionalized d...
Gespeichert in:
| Hauptverfasser: | , , , , , , , |
|---|---|
| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
25 May 2016
|
| In: |
ChemBioChem
Year: 2016, Jahrgang: 17, Heft: 16, Pages: 1518-1524 |
| ISSN: | 1439-7633 |
| DOI: | 10.1002/cbic.201600284 |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/cbic.201600284 Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/cbic.201600284 
|
| Verfasserangaben: | Eszter Kozma, Ivana Nikić, Balázs R. Varga, Iker Valle Aramburu, Jun Hee Kang, Oliver T. Fackler, Edward A. Lemke, and Péter Kele |
MARC
| LEADER | 00000caa a2200000 c 4500 | ||
|---|---|---|---|
| 001 | 1698758049 | ||
| 003 | DE-627 | ||
| 005 | 20230427091736.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 200525s2016 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1002/cbic.201600284 |2 doi | |
| 035 | |a (DE-627)1698758049 | ||
| 035 | |a (DE-599)KXP1698758049 | ||
| 035 | |a (OCoLC)1341326405 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rda | ||
| 041 | |a eng | ||
| 084 | |a 32 |2 sdnb | ||
| 100 | 1 | |a Kozma, Eszter |e VerfasserIn |0 (DE-588)1167566319 |0 (DE-627)1031181059 |0 (DE-576)511203217 |4 aut | |
| 245 | 1 | 0 | |a Hydrophilic trans-cyclooctenylated noncanonical amino acids for fast intracellular protein labeling |c Eszter Kozma, Ivana Nikić, Balázs R. Varga, Iker Valle Aramburu, Jun Hee Kang, Oliver T. Fackler, Edward A. Lemke, and Péter Kele |
| 264 | 1 | |c 25 May 2016 | |
| 300 | |a 7 | ||
| 336 | |a Text |b txt |2 rdacontent | ||
| 337 | |a Computermedien |b c |2 rdamedia | ||
| 338 | |a Online-Ressource |b cr |2 rdacarrier | ||
| 500 | |a Gesehen am 25.05.2020 | ||
| 520 | |a Abstract Introduction of bioorthogonal functionalities (e.g., trans-cyclooctene-TCO) into a protein of interest by site-specific genetic encoding of non-canonical amino acids (ncAAs) creates uniquely targetable platforms for fluorescent labeling schemes in combination with tetrazine-functionalized dyes. However, fluorescent labeling of an intracellular protein is usually compromised by high background, arising from the hydrophobicity of ncAAs; this is typically compensated for by hours-long washout to remove excess ncAAs from the cellular interior. To overcome these problems, we designed, synthesized, and tested new, hydrophilic TCO-ncAAs. One derivative, DOTCO-lysine was genetically incorporated into proteins with good yield. The increased hydrophilicity shortened the excess ncAA washout time from hours to minutes, thus permitting rapid labeling and subsequent fluorescence microscopy. | ||
| 650 | 4 | |a amino acids | |
| 650 | 4 | |a click chemistry | |
| 650 | 4 | |a fluorescence | |
| 650 | 4 | |a hydrophilicity | |
| 650 | 4 | |a protein engineering | |
| 700 | 1 | |a Nikić, Ivana |e VerfasserIn |4 aut | |
| 700 | 1 | |a Varga, Balázs R. |e VerfasserIn |4 aut | |
| 700 | 1 | |a Aramburu, Iker Valle |e VerfasserIn |4 aut | |
| 700 | 1 | |a Kang, Jun Hee |e VerfasserIn |4 aut | |
| 700 | 1 | |a Fackler, Oliver Till |e VerfasserIn |0 (DE-588)1026682444 |0 (DE-627)727057391 |0 (DE-576)178094501 |4 aut | |
| 700 | 1 | |a Lemke, Edward A. |e VerfasserIn |4 aut | |
| 700 | 1 | |a Kele, Péter |e VerfasserIn |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t ChemBioChem |d Weinheim : Wiley-VCH, 2000 |g 17(2016), 16, Seite 1518-1524 |h Online-Ressource |w (DE-627)320603539 |w (DE-600)2020469-3 |w (DE-576)091208505 |x 1439-7633 |7 nnas |a Hydrophilic trans-cyclooctenylated noncanonical amino acids for fast intracellular protein labeling |
| 773 | 1 | 8 | |g volume:17 |g year:2016 |g number:16 |g pages:1518-1524 |g extent:7 |a Hydrophilic trans-cyclooctenylated noncanonical amino acids for fast intracellular protein labeling |
| 856 | 4 | 0 | |u https://doi.org/10.1002/cbic.201600284 |x Verlag |x Resolving-System |z lizenzpflichtig |3 Volltext |
| 856 | 4 | 0 | |u https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/cbic.201600284 |x Verlag |z lizenzpflichtig |3 Volltext |
| 951 | |a AR | ||
| 992 | |a 20200525 | ||
| 993 | |a Article | ||
| 994 | |a 2016 | ||
| 998 | |g 1026682444 |a Fackler, Oliver Till |m 1026682444:Fackler, Oliver Till |d 910000 |d 911700 |e 910000PF1026682444 |e 911700PF1026682444 |k 0/910000/ |k 1/910000/911700/ |p 6 | ||
| 999 | |a KXP-PPN1698758049 |e 3670748717 | ||
| BIB | |a Y | ||
| SER | |a journal | ||
| JSO | |a {"type":{"bibl":"article-journal","media":"Online-Ressource"},"origin":[{"dateIssuedKey":"2016","dateIssuedDisp":"25 May 2016"}],"title":[{"title":"Hydrophilic trans-cyclooctenylated noncanonical amino acids for fast intracellular protein labeling","title_sort":"Hydrophilic trans-cyclooctenylated noncanonical amino acids for fast intracellular protein labeling"}],"person":[{"family":"Kozma","display":"Kozma, Eszter","role":"aut","roleDisplay":"VerfasserIn","given":"Eszter"},{"family":"Nikić","display":"Nikić, Ivana","roleDisplay":"VerfasserIn","given":"Ivana","role":"aut"},{"family":"Varga","display":"Varga, Balázs R.","roleDisplay":"VerfasserIn","given":"Balázs R.","role":"aut"},{"display":"Aramburu, Iker Valle","family":"Aramburu","role":"aut","roleDisplay":"VerfasserIn","given":"Iker Valle"},{"roleDisplay":"VerfasserIn","given":"Jun Hee","role":"aut","family":"Kang","display":"Kang, Jun Hee"},{"display":"Fackler, Oliver Till","family":"Fackler","role":"aut","given":"Oliver Till","roleDisplay":"VerfasserIn"},{"given":"Edward A.","roleDisplay":"VerfasserIn","role":"aut","family":"Lemke","display":"Lemke, Edward A."},{"roleDisplay":"VerfasserIn","given":"Péter","role":"aut","family":"Kele","display":"Kele, Péter"}],"physDesc":[{"extent":"7 S."}],"note":["Gesehen am 25.05.2020"],"id":{"eki":["1698758049"],"doi":["10.1002/cbic.201600284"]},"relHost":[{"recId":"320603539","id":{"issn":["1439-7633"],"doi":["10.1002/(ISSN)1439-7633"],"eki":["320603539"],"zdb":["2020469-3"]},"note":["Fortsetzung der Druck-Ausgabe","Gesehen am 10.11.2022"],"physDesc":[{"extent":"Online-Ressource"}],"type":{"bibl":"periodical","media":"Online-Ressource"},"disp":"Hydrophilic trans-cyclooctenylated noncanonical amino acids for fast intracellular protein labelingChemBioChem","name":{"displayForm":["European Federation for Medicinal chemistry and Chemical biology"]},"language":["eng"],"part":{"extent":"7","year":"2016","volume":"17","pages":"1518-1524","text":"17(2016), 16, Seite 1518-1524","issue":"16"},"title":[{"subtitle":"an official journal of the EFMC","title_sort":"ChemBioChem","title":"ChemBioChem"}],"titleAlt":[{"title":"a European journal of chemical biology"}],"pubHistory":["1.2000,1 (July) -"],"origin":[{"publisherPlace":"Weinheim","dateIssuedDisp":"[2000]-","publisher":"Wiley-VCH"}]}],"name":{"displayForm":["Eszter Kozma, Ivana Nikić, Balázs R. Varga, Iker Valle Aramburu, Jun Hee Kang, Oliver T. Fackler, Edward A. Lemke, and Péter Kele"]},"language":["eng"],"recId":"1698758049"} | ||
| SRT | |a KOZMAESZTEHYDROPHILI2520 | ||