A structural and functional model for the tris-histidine motif in cysteine dioxygenase
The iron(II) complexes [Fe(L)(MeCN)3](SO3CF3)2 (L are two derivatives of tris(2-pyridyl)-based ligands) have been synthesized as models for cysteine dioxygenase (CDO). The molecular structure of one of the complexes exhibits octahedral coordination geometry and the Fe−Npy bond lengths [1.953(4)-1.97...
Gespeichert in:
| Hauptverfasser: | , , |
|---|---|
| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
15 May 2019
|
| In: |
Chemistry - a European journal
Year: 2019, Jahrgang: 25, Heft: 40, Pages: 9540-9547 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201901005 |
| Online-Zugang: | Verlag, Volltext: https://doi.org/10.1002/chem.201901005 Verlag: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201901005 
|
| Verfasserangaben: | Karunanithi Anandababu, Ramamoorthy Ramasubramanian, Hubert Wadepohl, Peter Comba, Neethinathan Johnee Britto, Madhavan Jaccob, and Ramasamy Mayilmurugan |
MARC
| LEADER | 00000caa a2200000 c 4500 | ||
|---|---|---|---|
| 001 | 1683548477 | ||
| 003 | DE-627 | ||
| 005 | 20220817164537.0 | ||
| 007 | cr uuu---uuuuu | ||
| 008 | 191126s2019 xx |||||o 00| ||eng c | ||
| 024 | 7 | |a 10.1002/chem.201901005 |2 doi | |
| 035 | |a (DE-627)1683548477 | ||
| 035 | |a (DE-599)KXP1683548477 | ||
| 035 | |a (OCoLC)1341278865 | ||
| 040 | |a DE-627 |b ger |c DE-627 |e rda | ||
| 041 | |a eng | ||
| 084 | |a 30 |2 sdnb | ||
| 100 | 1 | |a Anandababu, Karunanithi |e VerfasserIn |0 (DE-588)1200444957 |0 (DE-627)1683550919 |4 aut | |
| 245 | 1 | 2 | |a A structural and functional model for the tris-histidine motif in cysteine dioxygenase |c Karunanithi Anandababu, Ramamoorthy Ramasubramanian, Hubert Wadepohl, Peter Comba, Neethinathan Johnee Britto, Madhavan Jaccob, and Ramasamy Mayilmurugan |
| 264 | 1 | |c 15 May 2019 | |
| 300 | |a 8 | ||
| 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 26.11.2019 | ||
| 520 | |a The iron(II) complexes [Fe(L)(MeCN)3](SO3CF3)2 (L are two derivatives of tris(2-pyridyl)-based ligands) have been synthesized as models for cysteine dioxygenase (CDO). The molecular structure of one of the complexes exhibits octahedral coordination geometry and the Fe−Npy bond lengths [1.953(4)-1.972(4) Å] are similar to those in the Cys-bound FeII-CDO; Fe−NHis: 1.893-2.199 Å. The iron(II) centers of the model complexes exhibit relatively high FeIII/II redox potentials (E1/2=0.988-1.380 V vs. ferrocene/ferrocenium electrode, Fc/Fc+), within the range for O2 activation and typical for the corresponding nonheme iron enzymes. The reaction of in situ generated [Fe(L)(MeCN)(SPh)]+ with excess O2 in acetonitrile (MeCN) yields selectively the doubly oxygenated phenylsulfinic acid product. Isotopic labeling studies using 18O2 confirm the incorporation of both oxygen atoms of O2 into the product. Kinetic and preliminary DFT studies reveal the involvement of an FeIII peroxido intermediate with a rhombic S= FeIII center (687-696 nm; g≈2.46-2.48, 2.13-2.15, 1.92-1.94), similar to the spectroscopic signature of the low-spin Cys-bound FeIIICDO (650 nm, g≈2.47, 2.29, 1.90). The proposed FeIII peroxido intermediates have been trapped, and the O−O stretching frequencies are in the expected range (approximately 920 and 820 cm−1 for the alkyl- and hydroperoxido species, respectively). The model complexes have a structure similar to that of the enzyme and structural aspects as well as the reactivity are discussed. | ||
| 650 | 4 | |a cysteine dioxygenase | |
| 650 | 4 | |a dioxygen activation | |
| 650 | 4 | |a FeIII peroxido intermediate | |
| 650 | 4 | |a non-heme iron complexes | |
| 650 | 4 | |a selective dioxygenation | |
| 700 | 1 | |a Wadepohl, Hubert |e VerfasserIn |0 (DE-588)1019812354 |0 (DE-627)691026572 |0 (DE-576)358886724 |4 aut | |
| 700 | 1 | |a Comba, Peter |d 1953- |e VerfasserIn |0 (DE-588)122976843 |0 (DE-627)082271712 |0 (DE-576)160608988 |4 aut | |
| 773 | 0 | 8 | |i Enthalten in |t Chemistry - a European journal |d Weinheim : Wiley-VCH, 1995 |g 25(2019), 40, Seite 9540-9547 |h Online-Ressource |w (DE-627)270935193 |w (DE-600)1478547-X |w (DE-576)078707404 |x 1521-3765 |7 nnas |a A structural and functional model for the tris-histidine motif in cysteine dioxygenase |
| 773 | 1 | 8 | |g volume:25 |g year:2019 |g number:40 |g pages:9540-9547 |g extent:8 |a A structural and functional model for the tris-histidine motif in cysteine dioxygenase |
| 856 | 4 | 0 | |u https://doi.org/10.1002/chem.201901005 |x Verlag |x Resolving-System |3 Volltext |
| 856 | 4 | 0 | |u https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201901005 |x Verlag |
| 951 | |a AR | ||
| 992 | |a 20191126 | ||
| 993 | |a Article | ||
| 994 | |a 2019 | ||
| 998 | |g 122976843 |a Comba, Peter |m 122976843:Comba, Peter |d 120000 |d 120200 |e 120000PC122976843 |e 120200PC122976843 |k 0/120000/ |k 1/120000/120200/ |p 4 | ||
| 998 | |g 1019812354 |a Wadepohl, Hubert |m 1019812354:Wadepohl, Hubert |d 120000 |d 120200 |e 120000PW1019812354 |e 120200PW1019812354 |k 0/120000/ |k 1/120000/120200/ |p 3 | ||
| 999 | |a KXP-PPN1683548477 |e 3550139756 | ||
| BIB | |a Y | ||
| SER | |a journal | ||
| JSO | |a {"note":["Gesehen am 26.11.2019"],"recId":"1683548477","name":{"displayForm":["Karunanithi Anandababu, Ramamoorthy Ramasubramanian, Hubert Wadepohl, Peter Comba, Neethinathan Johnee Britto, Madhavan Jaccob, and Ramasamy Mayilmurugan"]},"relHost":[{"pubHistory":["1.1995 -"],"recId":"270935193","note":["Fortsetzung der Druck-Ausgabe","Gesehen am 27. Februar 2017"],"disp":"A structural and functional model for the tris-histidine motif in cysteine dioxygenaseChemistry - a European journal","physDesc":[{"extent":"Online-Ressource"}],"title":[{"title":"Chemistry - a European journal","title_sort":"Chemistry - a European journal"}],"part":{"volume":"25","pages":"9540-9547","text":"25(2019), 40, Seite 9540-9547","year":"2019","extent":"8","issue":"40"},"type":{"bibl":"periodical","media":"Online-Ressource"},"id":{"zdb":["1478547-X"],"issn":["1521-3765"],"eki":["270935193"],"doi":["10.1002/(ISSN)1521-3765"]},"language":["eng"],"origin":[{"publisher":"Wiley-VCH","dateIssuedKey":"1995","publisherPlace":"Weinheim","dateIssuedDisp":"1995-"}]}],"person":[{"role":"aut","given":"Karunanithi","display":"Anandababu, Karunanithi","family":"Anandababu"},{"display":"Wadepohl, Hubert","family":"Wadepohl","given":"Hubert","role":"aut"},{"role":"aut","family":"Comba","display":"Comba, Peter","given":"Peter"}],"physDesc":[{"extent":"8 S."}],"title":[{"title_sort":"structural and functional model for the tris-histidine motif in cysteine dioxygenase","title":"A structural and functional model for the tris-histidine motif in cysteine dioxygenase"}],"origin":[{"dateIssuedDisp":"15 May 2019","dateIssuedKey":"2019"}],"id":{"doi":["10.1002/chem.201901005"],"eki":["1683548477"]},"type":{"media":"Online-Ressource","bibl":"article-journal"},"language":["eng"]} | ||
| SRT | |a ANANDABABUSTRUCTURAL1520 | ||