Carl Henrik G?rbitz

Direkt?r UiO:Livsvitenskap

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E-post c.h.gorbitz@lifescience.uio.no

Telefon 90649069

Brukernavn

Bes?ksadresse Klaus Torg?rds vei 3 Sogn Arena 2. et. 0372 OSLO

Postadresse Postboks 1078 Blindern 0316 Oslo

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Livsvitenskap

UiO:Livsvitenskap har som funksjon ? legge til rette for, initiere og st?tte tverrfaglig forskning, utdanning og innovasjon knyttet til helse, milj? og b?rekraft ved Universitetet i Oslo. Samtidig bidrar vi aktivt til ? profilere UiOs livsvitenskapsaktiviteter ved interne arrangementer og overfor relevante eksterne akt?rer og institusjoner innenfor samfunnsliv, helseindustri m.m.

Faglige interesser

Vi studerer krystallstrukturene til ulike aminosyrer og peptider, enten alene eller i komplekser med andre utvalgte forbindelser.

Vi gj?r systematiske unders?kelser av hvordan disse biomolekylene vekselvirker med hverandre. Det gj?r oss i stand til ? bruke dem som verkt?y i konstruksjon (crystal engineering) av nye typer organiske nanomaterialer. Nanomaterialene brukes til lagring og frigivelse av spesifikke bioaktive stoffer ved adsorbsjon og desorbsjon, som sensorer, kunstige reseptorer, katalysatorer m.m.

?nkrystall r?ntgendiffraksjonsstudier er v?r viktigste vitenskapelige metode.

Denne suppleres av

modellberegninger
strukturprediksjon
databasestudier
studier under ekstreme betingelser som h?yt trykk og/eller h?y temperatur.

Emneord: Livsvitenskap, Aminosyrer, Peptider, Krystallstrukturer, Organiske materialer, Strukturdatabaser

Gomes, Etelvina De Matos; Baptista, Rosa M.F. & G?rbitz, Carl Henrik (2024). Crystal structure of di-glycylglycinium squarate dihydrate, C<inf>12</inf>H<inf>22</inf>N<inf>4</inf>O<inf>12</inf>, at 105 K. Zeitschrift f��r Kristallographie. New crystal structures. ISSN 1433-7266. doi: 10.1515/ncrs-2024-0416. Fulltekst i vitenarkiv
Seyedraoufi, Seyedmojtaba; S?dahl, Elin Dypvik; G?rbitz, Carl Henrik & Berland, Kristian (2024). Database mining and first-principles assessment of organic proton-transfer ferroelectrics. PHYSICAL REVIEW MATERIALS. ISSN 2475-9953. 8(5). doi: 10.1103/PhysRevMaterials.8.054413.
S?dahl, Elin Dypvik; Seyedraoufi, Seyedmojtaba; G?rbitz, Carl Henrik & Berland, Kristian (2023). Ferroelectric Crystals of Globular Molecules: Cambridge Structural Database Mining and Computational Assessment. Crystal Growth & Design. ISSN 1528-7483. 23(12), s. 8607�C8619. doi: 10.1021/acs.cgd.3c00713. Fulltekst i vitenarkiv
Zawadzka, Malgorzata Elzbieta; Racz, Beatrix; Ambrosini, Dario; G?rbitz, Carl Henrik; Morth, Jens Preben & Wilkins, Alistair L. [Vis alle 12 forfattere av denne artikkelen] (2021). Searching for a UV-filter in the eyes of high-flying birds. Scientific Reports. ISSN 2045-2322. 11(1). doi: 10.1038/s41598-020-79533-2. Fulltekst i vitenarkiv
Welberry, Thomas Richard & G?rbitz, Carl Henrik (2019). Simulation of diffuse scattering in DL-norleucine. Acta Crystallographica. Section B: Structural Science, Crystal Engineering and Materials. ISSN 2052-5192. 75, s. 393�C405. doi: 10.1107/S2052520619004839.
Cuppen, Herma M.; Smets, Mireille M. H.; Krieger, Annika M.; Van Den Ende, Joost A.; Meekes, Hugo & Van Eck, Ernst R. H. [Vis alle 7 forfattere av denne artikkelen] (2019). The Rich Solid-State Phase Behavior of l -Phenylalanine: Disappearing Polymorphs and High Temperature Forms. Crystal Growth & Design. ISSN 1528-7483. 19(3), s. 1709�C1719. doi: 10.1021/acs.cgd.8b01655.
Kihle, Jan Braly & G?rbitz, Carl Henrik (2019). Butyl 3-(3,5-di-tert-butyl-4-hy?dr?oxy?phen?yl)prop?ano?ate. IUCrData. ISSN 2414-3146. 4(2). doi: 10.1107/S241431461900289X. Fulltekst i vitenarkiv
Nols?e, Jens Mortansson Jelstrup; Antonsen, Simen Gjelseth; G?rbitz, Carl Henrik; Hansen, Trond Vidar; Nesman, Jannicke Irina & Kjendseth, ?smund R?hr [Vis alle 7 forfattere av denne artikkelen] (2018). Total synthesis of (-)-mucosin and revision of structure. Journal of Organic Chemistry. ISSN 0022-3263. 83(24), s. 15066�C15076. doi: 10.1021/acs.joc.8b02318. Vis sammendrag
The first total synthesis of (?)-mucosin (6), an unusual marine hydrindane natural product incorporating a prostaglandin-like submotif, has been achieved. As a result of the campaign, three of the four all-carbon stereocenters in the purported structure 1 have been revised. Of particular note is the excellent control over ��-chirality in conjugate addition to ester (?)-22 and the facial selectivity in the subsequent protonation of an intermediate silyl ketene acetal.
G?rbitz, Carl Henrik (2018). Hydrophobic dipeptides: the final piece in the puzzle. Acta Crystallographica. Section B: Structural Science, Crystal Engineering and Materials. ISSN 2052-5192. 74(3), s. 311�C318. doi: 10.1107/S2052520618007151.
Qi, Lianglin; Gundersen, Lise-Lotte & G?rbitz, Carl Henrik (2018). 2-D and 3-D porous structures from tetrakis(4-thyminylmethylphenyl)methane. CrysteEngComm. ISSN 1466-8033. 20(9), s. 1179�C1184. doi: 10.1039/c8ce00078f.
Kristianslund, Renate; Aursnes, Marius; Tungen, J?rn Eivind; G?rbitz, Carl Henrik & Hansen, Trond Vidar (2018). Synthesis, Biological Investigation, and Structural Revision of Sielboldianin A. Journal of natural products. ISSN 0163-3864. 81, s. 1007�C1013. doi: 10.1021/acs.jnatprod.8b00020. Vis sammendrag
The two ar-bisabol sesquiterpenoids (+)-sielboldianin A (1) and (+)-sielboldianin B (2) were isolated from the stem bark of the plant Fraxinus sielboldiana and belong to a medicinally interesting class of natural products used in traditional Chinese medicine. Herein the total synthesis of the proposed structure of (+)-sielboldianin A (1) is reported using an organocatalyzed enantioselective bromolactonization protocol. X-ray analysis of a key intermediate together with specific rotation values and NOESY data of the synthesized product enabled the revision of the absolute configuration of the natural product (+)-sielboldianin A to (7R,10R). Studies on the antioxidant effects using two cell-based assays were conducted. These studies revealed that the enantiomer of 1 exhibited antioxidant effects with IC50 values of 18 �� 3 ��M in a cellular lipid peroxidation antioxidant activity assay. Moreover, (?)-1 showed strong protective effects against reactive oxygen species in a cell-based antioxidant activity assay (IC50 = 31 �� 5 ��M). In addition, the two ar-sesquiterpenoids (?)-boivinianin B and (?)-gossoronol showed no effect in either assay. No cytotoxic activity in the K562 cancer cell line was observed for the three sesquiterpenoids tested (IC50 > 50 ��M).
Khandar, Ali Akbar; Afkhami, Farhad Akbari; Krautscheid, Harald; Kristoffersen, Kenneth Aase; Atioglu, Zeliha & Akkurt, Mehmet [Vis alle 7 forfattere av denne artikkelen] (2017). Crystal structures of di?bromido?{N-[(pyridin-2-yl-��N)methyl?idene]picolinohydrazide-��2N��,O}cadmium methanol monosolvate and di?iodido{N-[(pyridin-2-yl-��N)methyl?idene]picolinohydrazide-��2N��,O}cadmium. Acta Crystallographica Section E: Crystallographic Communications. ISSN 2056-9890. 73, s. 698�C701. doi: 10.1107/S2056989017005308.
Antonsen, Simen Gjelseth; Gallantree-Smith, Harrison Christopher; G?rbitz, Carl Henrik; Hansen, Trond Vidar; Stenstr?m, Yngve H. & Nols?e, Jens Mortansson Jelstrup (2017). Stereopermutation on the Putative Structure of the Marine Natural Product Mucosin. Molecules. ISSN 1431-5157. 22(10), s. 1720�C1737. doi: 10.3390/molecules22101720. Fulltekst i vitenarkiv
Lien, Vegard Torp; Olberg, Dag Erlend; Klaveness, Jo & G?rbitz, Carl Henrik (2017). Crystal structure of 6,7-dimeth??oxy-1-(4-nitro?phen?yl)quinolin-4(1H)-one: a mol?ecular scaffold for potential tubulin polymerization inhibitors. Acta Crystallographica Section E: Crystallographic Communications. ISSN 2056-9890. 73, s. 441�C444. doi: 10.1107/S2056989017002948.
Gorbitz, Carl Henrik; Wragg, David; Bakke, Ingrid Marie Bergh; Fleicher, Christian; Gr?nnevik, Gaute & Mykland, Maria [Vis alle 10 forfattere av denne artikkelen] (2016). A phase transition from monoclinic C2 with Z' = 1 to triclinic P1 with Z' = 4 for the quasiracemate L-2-aminobutyric acid�CD-methionine (1/1). Acta Crystallographica Section C: Crystal Structure Communications. ISSN 0108-2701. 72, s. 536�C543. doi: 10.1107/S2053229616008858.
Gorbitz, Carl Henrik (2016). Crystal structure of L-leucyl-L-isoleucine 2,2,2-trifluoroethanol monosolvate. Acta Crystallographica Section E: Crystallographic Communications. ISSN 2056-9890. 72, s. 635�C638. doi: 10.1107/S2056989016005302.
Gorbitz, Carl Henrik (2016). The development and use of a crystallographic database. Acta Crystallographica. Section B: Structural Science, Crystal Engineering and Materials. ISSN 2052-5192. 72(2), s. 167�C168. doi: 10.1107/S2052520616005369.
G?rbitz, Carl Henrik; Karen, Pavel; Dusek, Michal & Petricek, Vaclav (2016). An exceptional series of phase transitions in hydrophobic amino acids with linear side chains. IUCrJ. ISSN 2052-2525. 3, s. 341�C353. doi: 10.1107/S2052252516010472.
Qi, Lianglin; Gundersen, Lise-Lotte; Chamgordani, Elahe Jafari & G?rbitz, Carl Henrik (2016). Watson-Crick base pairing in 9-methyladenine and ethylene-9,9��-diadenine structures with close to 70% solvent content. CrysteEngComm. ISSN 1466-8033. 18(34), s. 6352�C6357. doi: 10.1039/c6ce01159d.
Gallantree-Smith, Harrison; Antonsen, Simen Gjelseth; Gorbitz, Carl Henrik; Hansen, Trond Vidar; Nols?e, Jens Mortansson Jelstrup & Stenstr?m, Yngve (2016). Total synthesis based on the originally claimed structure of mucosin. Organic and biomolecular chemistry. ISSN 1477-0520. 14(36), s. 8433�C8437. doi: 10.1039/c6ob01511e.
Yadav, Vitthal Narayan; Comotti, Angiolina; Sozzani, Piero; Bracco, Silvia; Bonge-Hansen, Tore & Hennum, Martin [Vis alle 7 forfattere av denne artikkelen] (2015). Microporous Molecular Materials from Dipeptides Containing Non-proteinogenic Residues. Angewandte Chemie International Edition. ISSN 1433-7851. 54(52), s. 15684�C15688. doi: 10.1002/anie.201507321.
Gorbitz, Carl Henrik (2015). Crystal structures of amino acids: From bond lengths in glycine to metal complexes and high-pressure polymorphs. Crystallography Reviews. ISSN 0889-311X. 21(3), s. 160�C212. doi: 10.1080/0889311X.2014.964229.
Viktorsson, Elvar ?rn; ?strand, Ove Alexander H?gmoen; Haseeb, Rasha Sabah; Gorbitz, Carl Henrik & Rongved, P?l (2015). Crystal structure of (S)-2-[(3S,8S,9S,10R,13S,14S,-17R)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,-12,13,14,15,16,17-tetradecahydro-1 H-cyclopenta-[a]phenanthren-17-yl]-N-methoxy-N-methylpro-panamide (Fernholz Weinreb amide). Acta Crystallographica Section E: Structure Reports Online. ISSN 1600-5368. 71(3), s. 275�C277. doi: 10.1107/S2056989015001747. Fulltekst i vitenarkiv
Gorbitz, Carl Henrik; Paulsen, Jan Christian Holgado & Borgersen, Jon (2015). Redetermined crystal structure of ��-DL-methionine at 320 K. Acta Crystallographica Section E: Structure Reports Online. ISSN 1600-5368. 71(6), s. o398�Co399. doi: 10.1107/S2056989015008749.
Gorbitz, Carl Henrik; Levchenko, Vladimir; Semjonovs, Jevgenijs & Sharif, Mohamed Yusuf (2015). Crystal structure of seleno-L-cystine dihydrochloride. Acta Crystallographica Section E: Structure Reports Online. ISSN 1600-5368. 71(6), s. 726�C729. doi: 10.1107/S205698901501021X. Fulltekst i vitenarkiv
Gorbitz, Carl Henrik & Karen, Pavel (2015). Twin displacive phase transitions in amino acid quasiracemates. Journal of Physical Chemistry B. ISSN 1520-6106. 119(15), s. 4975�C4984. doi: 10.1021/acs.jpcb.5b01483.
Ihlefeldt, Franziska Stefanie; Pettersen, Fredrik; von Bonin, Aidan; Zawadzka, Malgorzata Elzbieta & Gorbitz, Carl Henrik (2014). The polymorphs of L-phenylalanine. Angewandte Chemie International Edition. ISSN 1433-7851. 53(49), s. 13600�C13604. doi: 10.1002/anie.201406886.
Gorbitz, Carl Henrik (2014). Redetermined structure of ��-dl-methionine at 105 K: An example of the importance of freely refining the positions of the amino-group H atoms. Acta Crystallographica Section E: Structure Reports Online. ISSN 1600-5368. 70(11), s. 341�C343. doi: 10.1107/S1600536814022223. Fulltekst i vitenarkiv
Gorbitz, Carl Henrik; Qi, Lianglin; Mai, Ngan Thi Kim & Kristiansen, H?vard (2014). Redetermined crystal structure of ��-dl-methionine at 340 K. Acta Crystallographica Section E: Structure Reports Online. ISSN 1600-5368. 70(11), s. 337�C340. doi: 10.1107/S1600536814022211. Fulltekst i vitenarkiv
Gorbitz, Carl Henrik; Leirv?g, Alexander Bakos & Jacobsen, ?yvind (2014). Hydrogen bond architecture in crystal structures of N-alkylated hydrophobic amino acids. CrysteEngComm. ISSN 1466-8033. 16(41), s. 9631�C9637. doi: 10.1039/c4ce01412j.
Yadav, Vitthal Narayan & Gorbitz, Carl Henrik (2014). A supra-molecular ladder-like network from trimesic acid and pyrazine N,N��-dioxide. Acta Crystallographica Section C: Crystal Structure Communications. ISSN 0108-2701. 70(1), s. 43�C45. doi: 10.1107/S2053229613032737.
?strand, Ove Alexander H?gmoen; Sandberg, Marcel; Sylte, Ingebrigt; Gorbitz, Carl Henrik; Thoresen, G. Hege & Kase, Eili Tranheim [Vis alle 7 forfattere av denne artikkelen] (2014). Synthesis and initial biological evaluation of new mimics of the LXR-modulator 22(S)-hydroxycholesterol. Bioorganic & Medicinal Chemistry. ISSN 0968-0896. 22(1), s. 643�C650. doi: 10.1016/j.bmc.2013.10.024.
Kaupang, ?smund; Gorbitz, Carl Henrik & Bonge-Hansen, Tore (2013). N,N'-Bis(2-diazoacetyl)piperazine. Acta Crystallographica Section E: Structure Reports Online. ISSN 1600-5368. 69(8). doi: 10.1107/S1600536813018801.
Kaupang, ?smund; Gorbitz, Carl Henrik & Bonge-Hansen, Tore (2013). A solid-state oxidation of 1,1,3,3-tetramethylguanidinium 4-methylbenzenesulfinate to 1,1,3,3-tetramethylguanidinium 4-methylbenzenesulfonate. Acta Crystallographica Section C: Crystal Structure Communications. ISSN 0108-2701. 69, s. 778�C+. doi: 10.1107/S0108270113015011.
Gorbitz, Carl Henrik & Yadav, Vitthal Narayan (2013). N-(L-2-Aminopentanoyl)-L-phenylalanine dihydrate, a hydrophobic dipeptide with a nonproteinogenic residue. Acta Crystallographica Section C: Crystal Structure Communications. ISSN 0108-2701. 69, s. 1067�C+. doi: 10.1107/S0108270113021914.
Yadav, Vitthal Narayan & Gorbitz, Carl Henrik (2013). Supramolecular 1D ribbons in complexes between a bicyclic-guanidine derivative and di- or monocarboxylic acids. CrysteEngComm. ISSN 1466-8033. 15(36), s. 7321�C7326. doi: 10.1039/c3ce40960k.
Gorbitz, Carl Henrik & Yadav, Vitthal Narayan (2013). An unexpected tetragonal unit cell for N-(L-2-aminobutyryl)-L-serine. Acta Crystallographica Section C: Crystal Structure Communications. ISSN 0108-2701. 69, s. 888�C+. doi: 10.1107/S0108270113017484.
?strand, Ove Alexander; Iqbal, Zeshan; Sandberg, Marcel; Kase, Eili Tranheim; Gorbitz, Carl Henrik & Rongved, P?l (2013). (2S,3S)-2,6-Dimethylheptane-1,3-diol, the oxygenated side chain of 22(S)-hydroxycholestrol, and its synthetic precursor (R)-4-benzyl-3-[(2R,3S)-3-hydroxy-2,6-dimethylheptanoyl]-1,3-oxazolidin-2-one. Acta Crystallographica Section C: Crystal Structure Communications. ISSN 0108-2701. 69, s. 647�C+. doi: 10.1107/S0108270113011852.
Yadav, Vitthal Narayan & Gorbitz, Carl Henrik (2013). Water of Hydration in 2:1 Hydrogen-Bonded Complexes between 1,5,7-Triazabicyclo[4.4.0]dec-5-ene and Dicarboxylic Acids. Crystal Growth & Design. ISSN 1528-7483. 13(5), s. 2174�C2180. doi: 10.1021/cg400250n.
Gorbitz, Carl Henrik & Yadav, Vitthal Narayan (2013). A water wire in L-prolyl-L-serine monohydrate. Acta Crystallographica Section C: Crystal Structure Communications. ISSN 0108-2701. 69, s. 556�C+. doi: 10.1107/S0108270113010299.
Yadav, Vitthal Narayan & Gorbitz, Carl Henrik (2013). A supramolecular 2: 1 guanidinium-carboxylate based building block for generation of water channels and clusters in organic materials. CrysteEngComm. ISSN 1466-8033. 15(3), s. 439�C442. doi: 10.1039/c2ce26572a.
?strand, Ove Alexander H?gmoen; Gorbitz, Carl Henrik; Kristoffersen, Kenneth Aase & Rongved, P?l (2013). Acetonitrile){2-[bis(pyridin-2-ylmethyl-��2 N)amino-��N]-N-(2,6-dimethylphenyl)acetamide-��O}(perchlorato-��O)zinc (acetonitrile){2-[bis(pyridin-2-ylmethyl-��2 N)amino-��N]-N-(2,6-dimethylphenyl)acetamide-��O}zinc tris(perchlorate). Acta Crystallographica Section E: Structure Reports Online. ISSN 1600-5368. 69(2), s. m112�Cm113. doi: 10.1107/S1600536813001396.
Minkov, Vasily S.; Boldyreva, Elena V.; Drebushchak, T.N. & Gorbitz, Carl Henrik (2012). Stabilizing structures of cysteine-containing crystals with respect to variations of temperature and pressure by immobilizing amino acid side chains. CrysteEngComm. ISSN 1466-8033. 14(18), s. 5943�C5954. doi: 10.1039/c2ce25241d.
Langseth, Eirin; Gorbitz, Carl Henrik; Heyn, Richard H & Tilset, Mats (2012). Versatile Methods for Preparation of New Cyclometalated Gold(III) Complexes. Organometallics. ISSN 0276-7333. 31(18), s. 6567�C6571. doi: 10.1021/om300537a. Vis sammendrag
Versatile methods for the high-yield syntheses of new cyclometalated gold(III) complexes are described. Mono- or dialkylated or arylated gold(III) complexes are selectively obtained from reaction of Au(OCOCF3)2(tpy) (tpy = 2-(p-tolyl)pyridine) with either RMgX or RLi, respectively. Specifically, AuMe2(tpy) and AuPh2(tpy) were prepared with the respective lithium reagents, and AuBrMe(tpy), AuBrEt(tpy), and AuBrPh(tpy) were prepared with Grignard reagents. The molecular structures of compounds Au(OCOCF3)2(tpy) and AuMe2(tpy) were determined by single crystal X-ray diffraction.
Gorbitz, Carl Henrik; Alebachew, Fassil & Petricek, Vaclav (2012). Solid-State Phase Transitions of DL-Aminobutyric Acid. Journal of Physical Chemistry B. ISSN 1520-6106. 116(35), s. 10715�C10721. doi: 10.1021/jp305016k.
Gorbitz, Carl Henrik; T?rnroos, Karl Wilhelm & Day, Graeme M. (2012). Single-crystal investigation of L-tryptophan with Z '=16. Acta Crystallographica Section B: Structural Science. ISSN 0108-7681. 68, s. 549�C557. doi: 10.1107/S0108768112033484.
Gebreslasie, Hadgu G; Jacobsen, ?yvind & Gorbitz, Carl Henrik (2011). N-(tert-Butoxycarbonyl)-alpha-aminoisobutyryl-alpha-aminoisobutyric acid methyl ester: two polymorphic forms in the space group P2(1)/n. Acta Crystallographica Section C: Crystal Structure Communications. ISSN 0108-2701. 67, s. O283�CO287. doi: 10.1107/S0108270111024322.
Jacobsen, ?yvind; Gebreslasie, Hadgu G; Klaveness, Jo; Rongved, P?l & Gorbitz, Carl Henrik (2011). N-(tert-Butoxycarbonyl)-L-valyl-L-valine methyl ester: a twisted parallel beta-sheet in the crystal structure of a protected dipeptide. Acta Crystallographica Section C: Crystal Structure Communications. ISSN 0108-2701. 67, s. O278�CO282. doi: 10.1107/S0108270111022293.
Kaupang, ?smund; Gorbitz, Carl Henrik & Hansen, Tore (2011). 2-Diazo-1-(1,1-dioxothiomorpholin-4-yl)ethanone. Acta Crystallographica Section E: Structure Reports Online. ISSN 1600-5368. 67, s. O1844�CU2037. doi: 10.1107/S1600536811023774.
Yadav, Vitthal Narayan; Hansen, Tore & Gorbitz, Carl Henrik (2011). 1,1 '-(4,4 '-Bipiperidine-1,1 '-diyl)bis(2,2,2-trifluoroethanone). Acta Crystallographica Section E: Structure Reports Online. ISSN 1600-5368. 67, s. O1691�CU733. doi: 10.1107/S1600536811022434.
Gorbitz, Carl Henrik (2011). Solid-State Phase Transitions in DL-Norvaline Studied by Single-Crystal X-ray Diffraction. Journal of Physical Chemistry B. ISSN 1520-6106. 115(10), s. 2447�C2453. doi: 10.1021/jp111332m.
Gorbitz, Carl Henrik (2011). l-Histidyl-l-serine 3.7-hydrate: water channels in the crystal structure of a polar dipeptide. Acta Crystallographica Section C: Crystal Structure Communications. ISSN 0108-2701. 66, s. O531�CO534. doi: 10.1107/S0108270110038254.
Jacobsen, ?yvind; Maekawa, Hiroaki; Ge, Nien-Hui; Gorbitz, Carl Henrik; Rongved, P?l & Ottersen, Ole Petter [Vis alle 8 forfattere av denne artikkelen] (2011). Stapling of a 3(10)-Helix with Click Chemistry. Journal of Organic Chemistry. ISSN 0022-3263. 76(5), s. 1228�C1238. doi: 10.1021/jo101670a.
Roggen, Heidi; Bohlin, Lars ; Burman, Robert; Charnock, Colin; Felth, Jenny & Gorbitz, Carl Henrik [Vis alle 9 forfattere av denne artikkelen] (2011). 2-Substituted agelasine analogs: Synthesis and biological activity, and structure and reactivity of synthetic intermediates. Pure and Applied Chemistry. ISSN 0033-4545. 83(3), s. 645�C653. doi: 10.1351/PAC-CON-10-09-25. Vis sammendrag
Abstract: 2-Substituted N-methoxy-9-methyl-9H-purin-6-amines were synthesized either from their corresponding 6-chloro-9-methyl-9H-purines or 2-chloro-N-methoxy-9-methyl- 9H-purin-6-amine. Great diversity in the amino/imino tautomeric ratios was observed and calculated based on 1H NMR. The tautomers were identified by 1D and 2D 1H, 13C, and 15N NMR techniques, and showed significant variation both in 13C and 15N shift values. Comparison of the tautomeric ratios with Hammett F values revealed that as the field/inductive withdrawing abilities of the 2-substituent increased, the ratio of amino:imino tautomers was shifted toward the amino tautomer. Computational chemistry exposed the significance of hydrogen bonding between solvent and the compound in question to reach accurate predictions for tautomeric ratios. B3LYP/def2-TZVP density functional theory (DFT) calculations resulted in quantitatively more accurate predictions than when employing the less expensive BP86 functional. N-7-Alkylation of the 2-substituted N-methoxy-9-methyl-9H-purin-6- amines showed that when the field/inductive withdrawing ability of the 2-substituent reached a certain point the reactivity drastically dropped. This correlated with the atomic charges on N-7 calculated using a natural bond orbital (NBO) analysis. Biological screening of the final 2-substituted agelasine analogs indicated that the introduction of a methyl group in the 2-position is advantageous for antimycobacterial and antiprotozoal activity, and that an amino function may improve activity against several cancer cell lines.

Se alle arbeider i NVA

Berland, Kristian; S?dahl, Elin Dypvik; Seyedraoufi, Seyedmojtaba; Nilsen, Ola; G?rbitz, Carl Henrik & Walker, Julian Bradley [Vis alle 7 forfattere av denne artikkelen] (2025). Ferroelectric and piezoelectric molecular crystals: From database mining to computational design .
Bjor?, Charlotte Sletten; G?rbitz, Carl Henrik & Bratlie, Sigrid (2024). Abels t?rn. [Radio]. NRK.
Jemterud, Torkild; Roberts, Aubrey Jane; G?rbitz, Carl Henrik & Einevoll, Gaute (2024). Abels t?rn. [Radio]. NRK P2.
Seyedraoufi, Seyedmojtaba; S?dahl, Elin Dypvik; G?rbitz, Carl Henrik & Berland, Kristian (2024). Database mining and first-principles assessment of organic proton-transfer ferroelectrics.
S?dahl, Elin Dypvik; Seyedraoufi, Seyedmojtaba; G?rbitz, Carl Henrik & Berland, Kristian (2024). Screening the CSD to identify ferroelectric plastic crystals.
S?dahl, Elin Dypvik; Seyedraoufi, Seyedmojtaba; Balagopan, Manjunath; Walker, Julian Bradley; G?rbitz, Carl Henrik & Helland-Madsen, Georg [Vis alle 8 forfattere av denne artikkelen] (2024). Computational modeling of ferroelectric and piezoelectric plastic crystals? .
Engebretsen, Solveig; G?rbitz, Carl Henrik; Ellingsen, Kristian & Jemterud, Torkild (2024). Abels t?rn: Hva er de ti sterkeste dyrene? . [Radio]. NRK P2.
Seyedraoufi, Seyedmojtaba; S?dahl, Elin Dypvik; Berland, Kristian & G?rbitz, Carl Henrik (2023). Database mining and first-principles assessment of organic proton-transfer ferroelectrics.
Roberts, Aubrey Jane; G?rbitz, Carl Henrik; Mossige, Joachim; Samset, Bj?rn Hallvard & Uggerud, Einar (2023). Abels T?rn. [Radio]. NRK P3 EKKO.
S?dahl, Elin Dypvik; Walker, Julian Bradley; Seyedraoufi, Seyedmojtaba; G?rbitz, Carl Henrik & Berland, Kristian (2022). Ferroelectric molecular crystals �C Discovering and modeling of unknown properties in known materials .
S?dahl, Elin Dypvik; Seyedraoufi, Seyedmojtaba; G?rbitz, Carl Henrik & Berland, Kristian (2022). Molecular ferroelectric crystals: Discovering new sustainable ferroelectrics .
Seyedraoufi, Seyedmojtaba; S?dahl, Elin Dypvik; Berland, Kristian & G?rbitz, Carl Henrik (2022). Database mining and first-principles assessment of organic proton-transfer molecular ferroelectrics.
Friedman, Yael; Watzl, Sebastian; Oftedal, Gry & G?rbitz, Carl Henrik (2022). Kurering, heling og habilitering. Tidsskrift for Den norske legeforening (Tidsskriftet). ISSN 0029-2001. 142(5). doi: 10.4045/tidsskr.21.0653.
S?dahl, Elin Dypvik; G?rbitz, Carl Henrik & Berland, Kristian (2021). Mining the Cambridge Structural Database for substituted structures to guide rational design of organic molecular crystals?.
Friedman, Yael; Watzl, Sebastian; Oftedal, Gry & G?rbitz, Carl Henrik (2021). Hva betyr ?? bli bra? etter helseproblemer? Tre ord kan hjelpe oss ? v?re tydeligere. Aftenposten Viten. ISSN 2464-3033. s. 28�C29.
Frigessi Di Rattalma, Arnoldo; K?hn-Luque, Alvaro; Kristensen, Vessela N.; G?rbitz, Carl Henrik & Engebr?ten, Olav (2020). Kan statistikk og matematikk redde like mange liv som nye medisiner? Aftenposten (morgenutg. : trykt utg.). ISSN 0804-3116.
G?rbitz, Carl Henrik; Jakobsen, Kjetill Sigurd; Sandve, Simen R?d; Goks?yr, Anders; Brautaset, Trygve & J?rgensen, Trond ?. (2019). Den sjette masseutryddelse og Jordens DNA. Aftenposten (morgenutg. : trykt utg.). ISSN 0804-3116.
Nols?e, Jens Mortansson Jelstrup; Stenstr?m, Yngve H.; Antonsen, Simen Gjelseth; Hansen, Trond Vidar; R?hr, ?smund Kjendseth & Nesman, Jannicke Irina [Vis alle 8 forfattere av denne artikkelen] (2019). Total Synthesis of (?)-Mucosin and Structural Revision.
G?rbitz, Carl Henrik; Bergsaker, Anne Schad; B?ckman, Petter & Jemterud, Torkild (2018). Abels t?rn. [Radio]. Ekko, NRK P2.
Nols?e, Jens Mortansson Jelstrup; Antonsen, Simen Gjelseth; Nesman, Jannicke Irina; Hansen, Trond Vidar; Stenstr?m, Yngve H. & G?rbitz, Carl Henrik [Vis alle 8 forfattere av denne artikkelen] (2018). Total Synthesis of (?)-Mucosin and Structural Revision.
Antonsen, Simen Gjelseth; Nols?e, Jens Mortansson Jelstrup; Stenstr?m, Yngve H.; Hansen, Trond Vidar; R?hr, ?smund Kjendseth & Nesman, Jannicke Irina [Vis alle 8 forfattere av denne artikkelen] (2018). Total Synthesis of (?)-Mucosin and Structural Revision.
Nols?e, Jens Mortansson Jelstrup; Antonsen, Simen Gjelseth; Gallantree-Smith, Harrison Christopher; G?rbitz, Carl Henrik; Hansen, Trond Vidar & Stenstr?m, Yngve H. (2018). Total synthesis targeting structural elucidation of marine hydrindane natural products.
Kristianslund, Renate; Aursnes, Marius; Tungen, J?rn Eivind; G?rbitz, Carl Henrik & Hansen, Trond Vidar (2018). Enantioselective bromolactonization using chiral squaramides - Application in the total synthesis of (-)-sielboldianin A.
Kristianslund, Renate; Aursnes, Marius; Tungen, J?rn Eivind; G?rbitz, Carl Henrik & Hansen, Trond Vidar (2017). Synthesis of (-)-sielboldianin A using a squaramide catalyzed enantioselective bromolactonization reaction.
Antonsen, Simen Gjelseth; Stenstr?m, Yngve H.; Hansen, Trond Vidar; Gallantree-Smith, Harrison Christopher; Nols?e, Jens Mortansson Jelstrup & G?rbitz, Carl Henrik (2017). Total synthesis based on the originally claimed structure of mucosin.
Nols?e, Jens Mortansson Jelstrup; Gallantree-Smith, Harrison; Antonsen, Simen Gjelseth; Gorbitz, Carl Henrik; Hansen, Trond Vidar & Stenstr?m, Yngve (2017). Total synthesis based on the originally claimed structure of mucosin.
Day, Graeme M. & Gorbitz, Carl Henrik (2016). Introduction to the special issue on crystal structure prediction. Acta Crystallographica. Section B: Structural Science, Crystal Engineering and Materials. ISSN 2052-5192. 72(4), s. 435�C436. doi: 10.1107/S2052520616012348.
Lausund, Kristian Blindheim; Wilson, Steven Ray Haakon; Gorbitz, Carl Henrik; Lundanes, Elsa & Nilsen, Ola (2015). Nano-filters for blood sample analysis .
Lausund, Kristian Blindheim; Wilson, Steven Ray Haakon; Gorbitz, Carl Henrik; Lundanes, Elsa & Nilsen, Ola (2015). Nano-filters for Blood Sample Analysis .
Lausund, Kristian Blindheim; Wilson, Steven Ray Haakon; Gorbitz, Carl Henrik; Lundanes, Elsa & Nilsen, Ola (2015). Porous inorganic-organic hybrid materials by ALD .
Lausund, Kristian Blindheim; Wilson, Steven Ray Haakon; Gorbitz, Carl Henrik; Lundanes, Elsa & Nilsen, Ola (2015). Deposition of organic-inorganic hybrid films of Zr-1,4-BDC by ALD .
Jemterud, Torkild; Wenn, Camilla Cecilie; Holm, Sverre & Gorbitz, Carl Henrik (2015). Tidskapsler - og andre sp?rsm?l. [Radio]. NRK Ekko - Abels t?rn.
Vogt, Yngve; Thorbj?rnsrud, Helen Vikdal; Burschowsky, Daniel; Gorbitz, Carl Henrik & Krengel, Ute (2015). Molekylforskning kan gi ny medisin mot tuberkulose. Apollon : 澳门葡京手机版app下载smagasin for Universitetet i Oslo. ISSN 0803-6926.
Hammami, Amir; H?iland, Klaus & Gorbitz, Carl Henrik (2014). Abels T?rn. [Radio]. EKKO, NRK P2.
Holmsen, Marte Sofie; Gorbitz, Carl Henrik; ?ien, Sigurd & Tilset, Mats (2014). Synthesis, Structure and Dynamics of New Rh(III) N-Heterocyclic Carbene Complexes.
Holmsen, Marte Sofie; Gorbitz, Carl Henrik; ?ien, Sigurd & Tilset, Mats (2014). Synthesis, structure and dynamics of new Rh(III) N-heterocyclic carbene complexes.
Holmsen, Marte Sofie; Gorbitz, Carl Henrik; ?ien, Sigurd & Tilset, Mats (2014). Synthesis, structure and dynamics of new Rh(III) N-heterocyclic carbene complexes.
Holmsen, Marte Sofie; G?rbitz, Carl Henrik; ?ien, Sigurd & Tilset, Mats (2014). Synthesis, structure and dynamics of new Rh(III) N-heterocyclic carbene complexes.
Gebreslasie, Hadgu G; Jacobsen, ?yvind & Gorbitz, Carl Henrik (2011). N-(tert-Butoxycarbonyl)-O-allyl-L-seryl-alpha-aminoisobutyryl-L-valine methyl ester: a protected tripeptide with an allylated serine residue. Acta Crystallographica Section C: Crystal Structure Communications. ISSN 0108-2701. 67, s. O359�CO363. doi: 10.1107/S0108270111029647.
Berland, Kristian; G?rbitz, Carl Henrik & S?dahl, Elin Dypvik (2024). Molecular Ferroelectric Plastic Crystals: Computational Modeling and Discovery. NMBU.