Genetic encoding of a bicyclo[6.1.0]nonyne-charged amino acid enables fast cellular protein imaging by metal-free ligation
Visualizing biomolecules by fluorescent tagging is a powerful method for studying their behaviour and function inside cells. We prepared and genetically encoded an unnatural amino acid (UAA) that features a bicyclononyne moiety. This UAA offered exceptional reactivity in strain-promoted azide-alkyne...
Gespeichert in:
| Hauptverfasser: | , , , , , , , , , |
|---|---|
| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
2012 Sep 3
|
| In: |
ChemBioChem
Year: 2012, Jahrgang: 13, Heft: 14, Pages: 2094-2099 |
| ISSN: | 1439-7633 |
| DOI: | 10.1002/cbic.201200407 |
| Online-Zugang: | Verlag, Volltext: http://dx.doi.org/10.1002/cbic.201200407 Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/cbic.201200407 
|
| Verfasserangaben: | Annika Borrmann, Sigrid Milles, Tilman Plass, Jan Dommerholt, Jorge M.M. Verkade, Manfred Wießler, Carsten Schultz, Jan C.M. van Hest, Floris L. van Delft, and Edward A. Lemke |
MARC
| LEADER | 00000caa a2200000 c 4500 | ||
|---|---|---|---|
| 001 | 1581181361 | ||
| 003 | DE-627 | ||
| 005 | 20220815014725.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 180921s2012 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1002/cbic.201200407 |2 doi | |
| 035 | |a (DE-627)1581181361 | ||
| 035 | |a (DE-576)511181361 | ||
| 035 | |a (DE-599)BSZ511181361 | ||
| 035 | |a (OCoLC)1341019048 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rda | ||
| 041 | |a eng | ||
| 084 | |a 32 |2 sdnb | ||
| 100 | 1 | |a Borrmann, Annika |e VerfasserIn |0 (DE-588)1167531787 |0 (DE-627)1031158391 |0 (DE-576)511179251 |4 aut | |
| 245 | 1 | 0 | |a Genetic encoding of a bicyclo[6.1.0]nonyne-charged amino acid enables fast cellular protein imaging by metal-free ligation |c Annika Borrmann, Sigrid Milles, Tilman Plass, Jan Dommerholt, Jorge M.M. Verkade, Manfred Wießler, Carsten Schultz, Jan C.M. van Hest, Floris L. van Delft, and Edward A. Lemke |
| 264 | 1 | |c 2012 Sep 3 | |
| 300 | |a 6 | ||
| 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 21.09.2018 | ||
| 520 | |a Visualizing biomolecules by fluorescent tagging is a powerful method for studying their behaviour and function inside cells. We prepared and genetically encoded an unnatural amino acid (UAA) that features a bicyclononyne moiety. This UAA offered exceptional reactivity in strain-promoted azide-alkyne cycloadditions. Kinetic measurements revealed that the UAA reacted also remarkably fast in the inverse-electron-demand Diels-Alder cycloaddition with tetrazine-conjugated dyes. Genetic encoding of the new UAA inside mammalian cells and its subsequent selective labeling at low dye concentrations demonstrate the usefulness of the new amino acid for future imaging studies. | ||
| 650 | 4 | |a amber suppression | |
| 650 | 4 | |a click chemistry | |
| 650 | 4 | |a Diels-Alder reaction | |
| 650 | 4 | |a protein engineering | |
| 650 | 4 | |a unnatural amino acid | |
| 700 | 1 | |a Milles, Sigrid |e VerfasserIn |0 (DE-588)1036157644 |0 (DE-627)749737840 |0 (DE-576)383694450 |4 aut | |
| 700 | 1 | |a Plass, Tilman |e VerfasserIn |0 (DE-588)1035749165 |0 (DE-627)749491752 |0 (DE-576)383497477 |4 aut | |
| 700 | 1 | |a Dommerholt, Jan |e VerfasserIn |4 aut | |
| 700 | 1 | |a Verkade, Jorge M. M. |e VerfasserIn |4 aut | |
| 700 | 1 | |a Wießler, Manfred |e VerfasserIn |0 (DE-588)117668387X |0 (DE-627)1047653249 |0 (DE-576)51675419X |4 aut | |
| 700 | 1 | |a Schultz, Carsten |e VerfasserIn |0 (DE-588)1139307444 |0 (DE-627)897060490 |0 (DE-576)493231013 |4 aut | |
| 700 | 1 | |a Hest, Jan C. M. van |e VerfasserIn |4 aut | |
| 700 | 1 | |a Delft, Floris L. van |e VerfasserIn |4 aut | |
| 700 | 1 | |a Lemke, Edward A. |d 1978- |e VerfasserIn |0 (DE-588)131470523 |0 (DE-627)707639824 |0 (DE-576)298499134 |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t ChemBioChem |d Weinheim : Wiley-VCH, 2000 |g 13(2012), 14, Seite 2094-2099 |h Online-Ressource |w (DE-627)320603539 |w (DE-600)2020469-3 |w (DE-576)091208505 |x 1439-7633 |7 nnas |a Genetic encoding of a bicyclo[6.1.0]nonyne-charged amino acid enables fast cellular protein imaging by metal-free ligation |
| 773 | 1 | 8 | |g volume:13 |g year:2012 |g number:14 |g pages:2094-2099 |g extent:6 |a Genetic encoding of a bicyclo[6.1.0]nonyne-charged amino acid enables fast cellular protein imaging by metal-free ligation |
| 856 | 4 | 0 | |u http://dx.doi.org/10.1002/cbic.201200407 |x Verlag |x Resolving-System |3 Volltext |
| 856 | 4 | 0 | |u https://onlinelibrary.wiley.com/doi/abs/10.1002/cbic.201200407 |x Verlag |3 Volltext |
| 951 | |a AR | ||
| 992 | |a 20180921 | ||
| 993 | |a Article | ||
| 994 | |a 2012 | ||
| 998 | |g 131470523 |a Lemke, Edward A. |m 131470523:Lemke, Edward A. |d 700000 |d 718000 |e 700000PL131470523 |e 718000PL131470523 |k 0/700000/ |k 1/700000/718000/ |p 10 |y j | ||
| 998 | |g 1139307444 |a Schultz, Carsten |m 1139307444:Schultz, Carsten |p 7 | ||
| 998 | |g 117668387X |a Wießler, Manfred |m 117668387X:Wießler, Manfred |d 140000 |e 140000PW117668387X |k 0/140000/ |p 6 | ||
| 998 | |g 1035749165 |a Plass, Tilman |m 1035749165:Plass, Tilman |d 140000 |e 140000PP1035749165 |k 0/140000/ |p 3 | ||
| 998 | |g 1036157644 |a Milles, Sigrid |m 1036157644:Milles, Sigrid |d 140000 |e 140000PM1036157644 |k 0/140000/ |p 2 | ||
| 999 | |a KXP-PPN1581181361 |e 3025992956 | ||
| BIB | |a Y | ||
| SER | |a journal | ||
| JSO | |a {"name":{"displayForm":["Annika Borrmann, Sigrid Milles, Tilman Plass, Jan Dommerholt, Jorge M.M. Verkade, Manfred Wießler, Carsten Schultz, Jan C.M. van Hest, Floris L. van Delft, and Edward A. Lemke"]},"person":[{"given":"Annika","role":"aut","display":"Borrmann, Annika","family":"Borrmann"},{"family":"Milles","given":"Sigrid","role":"aut","display":"Milles, Sigrid"},{"display":"Plass, Tilman","role":"aut","given":"Tilman","family":"Plass"},{"display":"Dommerholt, Jan","given":"Jan","role":"aut","family":"Dommerholt"},{"family":"Verkade","role":"aut","given":"Jorge M. M.","display":"Verkade, Jorge M. M."},{"family":"Wießler","display":"Wießler, Manfred","role":"aut","given":"Manfred"},{"display":"Schultz, Carsten","role":"aut","given":"Carsten","family":"Schultz"},{"given":"Jan C. M. van","role":"aut","display":"Hest, Jan C. M. van","family":"Hest"},{"given":"Floris L. van","role":"aut","display":"Delft, Floris L. van","family":"Delft"},{"family":"Lemke","display":"Lemke, Edward A.","role":"aut","given":"Edward A."}],"type":{"bibl":"article-journal","media":"Online-Ressource"},"recId":"1581181361","origin":[{"dateIssuedDisp":"2012 Sep 3","dateIssuedKey":"2012"}],"physDesc":[{"extent":"6 S."}],"id":{"doi":["10.1002/cbic.201200407"],"eki":["1581181361"]},"relHost":[{"pubHistory":["1.2000,1 (July) -"],"title":[{"subtitle":"an official journal of the EFMC","title":"ChemBioChem","title_sort":"ChemBioChem"}],"language":["eng"],"part":{"year":"2012","text":"13(2012), 14, Seite 2094-2099","volume":"13","issue":"14","extent":"6","pages":"2094-2099"},"id":{"zdb":["2020469-3"],"issn":["1439-7633"],"doi":["10.1002/(ISSN)1439-7633"],"eki":["320603539"]},"disp":"Genetic encoding of a bicyclo[6.1.0]nonyne-charged amino acid enables fast cellular protein imaging by metal-free ligationChemBioChem","physDesc":[{"extent":"Online-Ressource"}],"note":["Fortsetzung der Druck-Ausgabe","Gesehen am 10.11.2022"],"titleAlt":[{"title":"a European journal of chemical biology"}],"type":{"bibl":"periodical","media":"Online-Ressource"},"recId":"320603539","origin":[{"publisherPlace":"Weinheim","publisher":"Wiley-VCH","dateIssuedDisp":"[2000]-"}],"name":{"displayForm":["European Federation for Medicinal chemistry and Chemical biology"]}}],"note":["Gesehen am 21.09.2018"],"title":[{"title_sort":"Genetic encoding of a bicyclo[6.1.0]nonyne-charged amino acid enables fast cellular protein imaging by metal-free ligation","title":"Genetic encoding of a bicyclo[6.1.0]nonyne-charged amino acid enables fast cellular protein imaging by metal-free ligation"}],"language":["eng"]} | ||
| SRT | |a BORRMANNANGENETICENC2012 | ||