Effect of methionine sulfoxide on the synthesis and purification of aggregation-prone peptides
A two-step synthesis for methionine-containing hydrophobic and/or aggregation-prone peptides is presented that takes advantage of the reversibility of methionine oxidation. The use of polar methionine sulfoxide as a building block in solid-phase peptide synthesis improves the synthesis quality and y...
Gespeichert in:
| Hauptverfasser: | , |
|---|---|
| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
2021
|
| In: |
ChemBioChem
Year: 2021, Jahrgang: 22, Heft: 10, Pages: 1779-1783 |
| ISSN: | 1439-7633 |
| DOI: | 10.1002/cbic.202000865 |
| Online-Zugang: | Verlag, kostenfrei, Volltext: https://doi.org/10.1002/cbic.202000865 Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/cbic.202000865 
|
| Verfasserangaben: | Vanessa Reusche and Franziska Thomas |
MARC
| LEADER | 00000caa a2200000 c 4500 | ||
|---|---|---|---|
| 001 | 1843069857 | ||
| 003 | DE-627 | ||
| 005 | 20230707005404.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 230418s2021 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1002/cbic.202000865 |2 doi | |
| 035 | |a (DE-627)1843069857 | ||
| 035 | |a (DE-599)KXP1843069857 | ||
| 035 | |a (OCoLC)1389537898 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rda | ||
| 041 | |a eng | ||
| 084 | |a 30 |2 sdnb | ||
| 100 | 1 | |a Reusche, Vanessa |e VerfasserIn |0 (DE-588)1286544408 |0 (DE-627)1843069709 |4 aut | |
| 245 | 1 | 0 | |a Effect of methionine sulfoxide on the synthesis and purification of aggregation-prone peptides |c Vanessa Reusche and Franziska Thomas |
| 264 | 1 | |c 2021 | |
| 300 | |a 5 | ||
| 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 18.04.2023 | ||
| 520 | |a A two-step synthesis for methionine-containing hydrophobic and/or aggregation-prone peptides is presented that takes advantage of the reversibility of methionine oxidation. The use of polar methionine sulfoxide as a building block in solid-phase peptide synthesis improves the synthesis quality and yields the crude peptide, with significantly improved solubility compared to the reduced species. This facilitates the otherwise often laborious peptide purification by high-performance liquid chromatography. The subsequent reduction proceeds quantitatively. This approach has been optimised with the methionine-rich Tar-DNA-binding protein 43 (307-347), but is also more generally applicable, as demonstrated by the syntheses of human calcitonin and two aggregation-prone peptides from the human prion protein. | ||
| 650 | 4 | |a aggregation-prone peptides | |
| 650 | 4 | |a methionine sulfoxide | |
| 650 | 4 | |a peptides | |
| 650 | 4 | |a purification | |
| 650 | 4 | |a solid-phase synthesis | |
| 700 | 1 | |a Thomas, Franziska |d 1980- |e VerfasserIn |0 (DE-588)142471976 |0 (DE-627)704236850 |0 (DE-576)330898442 |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t ChemBioChem |d Weinheim : Wiley-VCH, 2000 |g 22(2021), 10, Seite 1779-1783 |h Online-Ressource |w (DE-627)320603539 |w (DE-600)2020469-3 |w (DE-576)091208505 |x 1439-7633 |7 nnas |a Effect of methionine sulfoxide on the synthesis and purification of aggregation-prone peptides |
| 773 | 1 | 8 | |g volume:22 |g year:2021 |g number:10 |g pages:1779-1783 |g extent:5 |a Effect of methionine sulfoxide on the synthesis and purification of aggregation-prone peptides |
| 856 | 4 | 0 | |u https://doi.org/10.1002/cbic.202000865 |x Verlag |x Resolving-System |z kostenfrei |3 Volltext |
| 856 | 4 | 0 | |u https://onlinelibrary.wiley.com/doi/abs/10.1002/cbic.202000865 |x Verlag |z kostenfrei |3 Volltext |
| 951 | |a AR | ||
| 992 | |a 20230418 | ||
| 993 | |a Article | ||
| 994 | |a 2021 | ||
| 998 | |g 142471976 |a Thomas, Franziska |m 142471976:Thomas, Franziska |d 120000 |d 120100 |e 120000PT142471976 |e 120100PT142471976 |k 0/120000/ |k 1/120000/120100/ |p 2 |y j | ||
| 998 | |g 1286544408 |a Reusche, Vanessa |m 1286544408:Reusche, Vanessa |d 120000 |d 120100 |e 120000PR1286544408 |e 120100PR1286544408 |k 0/120000/ |k 1/120000/120100/ |p 1 |x j | ||
| 999 | |a KXP-PPN1843069857 |e 4310916392 | ||
| BIB | |a Y | ||
| SER | |a journal | ||
| JSO | |a {"id":{"eki":["1843069857"],"doi":["10.1002/cbic.202000865"]},"name":{"displayForm":["Vanessa Reusche and Franziska Thomas"]},"recId":"1843069857","physDesc":[{"extent":"5 S."}],"title":[{"title_sort":"Effect of methionine sulfoxide on the synthesis and purification of aggregation-prone peptides","title":"Effect of methionine sulfoxide on the synthesis and purification of aggregation-prone peptides"}],"language":["eng"],"type":{"media":"Online-Ressource","bibl":"article-journal"},"note":["Gesehen am 18.04.2023"],"origin":[{"dateIssuedKey":"2021","dateIssuedDisp":"2021"}],"person":[{"given":"Vanessa","role":"aut","family":"Reusche","display":"Reusche, Vanessa"},{"given":"Franziska","role":"aut","family":"Thomas","display":"Thomas, Franziska"}],"relHost":[{"id":{"eki":["320603539"],"issn":["1439-7633"],"doi":["10.1002/(ISSN)1439-7633"],"zdb":["2020469-3"]},"part":{"volume":"22","year":"2021","issue":"10","extent":"5","text":"22(2021), 10, Seite 1779-1783","pages":"1779-1783"},"name":{"displayForm":["European Federation for Medicinal chemistry and Chemical biology"]},"pubHistory":["1.2000,1 (July) -"],"titleAlt":[{"title":"a European journal of chemical biology"}],"disp":"Effect of methionine sulfoxide on the synthesis and purification of aggregation-prone peptidesChemBioChem","recId":"320603539","physDesc":[{"extent":"Online-Ressource"}],"title":[{"subtitle":"an official journal of the EFMC","title_sort":"ChemBioChem","title":"ChemBioChem"}],"language":["eng"],"type":{"bibl":"periodical","media":"Online-Ressource"},"note":["Fortsetzung der Druck-Ausgabe","Gesehen am 10.11.2022"],"origin":[{"publisherPlace":"Weinheim","dateIssuedDisp":"[2000]-","publisher":"Wiley-VCH"}]}]} | ||
| SRT | |a REUSCHEVANEFFECTOFME2021 | ||