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"Borhan, Babak"
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1. Mechanistically Inspired Route toward Hexahydro-2H-chromenes via Consecutive [4 + 2] Cycloadditions
- Author:
- Borhan, Babak, et al. ; Ashtekar, Kumar Dilip; Ding, Xinliang; Toma, Edmond; Sheng, Wei; Gholami, Hadi; Rahn, Christopher; Reed, Paul; Show all 8 Authors
- Source:
- Organic letters 2016 v.18 no.16 pp. 3976-3979
- ISSN:
- 1523-7052
- Subject:
- chemical bonding; chemical structure; cycloaddition reactions; diastereoselective synthesis; organic compounds; stereoselectivity
- Abstract:
- ... Utilizing two robust C–C bond-forming reactions, the Baylis–Hillman reaction and the Diels–Alder reaction, we report a highly enantio-, regio-, and diastereoselective synthesis of hexahydro-2H-chromenes via two sequential [4 + 2] cycloadditions. These tandem and formal cycloadditions have also been performed as a “one-pot” sequence to access the corresponding heterocycles constituting up to five c ...
- DOI:
- 10.1021/acs.orglett.6b01742
- PubMed:
- 27487461
- PubMed Central:
- PMC5342895
- http://dx.doi.org/10.1021%2Facs.orglett.6b01742
- Author:
- Borhan, Babak, et al. ; Ashtekar, Kumar Dilip; Vetticatt, Mathew; Yousefi, Roozbeh; Jackson, James E.; Show all 5 Authors
- Source:
- Journal of the American Chemical Society 2016 v.138 no.26 pp. 8114-8119
- ISSN:
- 1520-5126
- Subject:
- alkenes; chemical interactions; enantiomers; isotopes; spectroscopy; stereoisomerism
- Abstract:
- ... Emerging work on organocatalytic enantioselective halocyclizations naturally draws on conditions where both new bonds must be formed under delicate control, the reaction regime where the concerted nature of the AdE3 mechanism is of greatest importance. Without assistance, many simple alkene substrates react slowly or not at all with conventional halenium donors under synthetically relevant reactio ...
- DOI:
- 10.1021/jacs.6b02877
- PubMed:
- 27284808
- PubMed Central:
- PMC5340197
- http://dx.doi.org/10.1021%2Fjacs.6b02877
- Author:
- Borhan, Babak, et al. ; Yapici, Ipek; Lee, Kin Sing Stephen; Berbasova, Tetyana; Nosrati, Meisam; Jia, Xiaofei; Vasileiou, Chrysoula; Wang, Wenjing; Santos, Elizabeth M.; Geiger, James H.; Show all 10 Authors
- Source:
- Journal of the American Chemical Society 2015 v.137 no.3 pp. 1073-1080
- ISSN:
- 1520-5126
- Subject:
- binding proteins; dyes; fluorescence; fluorescent proteins; mutants; mutation; pH; retinoic acid; spectroscopy
- Abstract:
- ... Protein reengineering of cellular retinoic acid binding protein II (CRABPII) has yielded a genetically addressable system, capable of binding a profluorophoric chromophore that results in fluorescent protein/chromophore complexes. These complexes exhibit far-red emission, with high quantum efficiencies and brightness and also exhibit excellent pH stability spanning the range of 2–11. In the course ...
- DOI:
- 10.1021/ja506376j
- PubMed:
- 25534273
- PubMed Central:
- PMC4311949
- http://dx.doi.org/10.1021%2Fja506376j
- Author:
- Borhan, Babak, et al. ; Wang, Wenjing; Nossoni, Zahra; Berbasova, Tetyana; Watson, Camille T.; Yapici, Ipek; Lee, Kin Sing Stephen; Vasileiou, Chrysoula; Geiger, James H.; Show all 9 Authors
- Source:
- Science 2012 v.338 no.6112 pp. 1340-1343
- ISSN:
- 0036-8075
- Subject:
- absorbance; absorption; animals; microorganisms; mutagenesis; phototaxis; protein binding; retinol-binding protein; rhodopsin; schiff bases; visual perception; wavelengths
- Abstract:
- ... Seeing the Light Rhodopsins respond to a range of electromagnetic radiation—allowing visual perception over a broad wavelength range in animals and facilitating light-driven ion transport and phototaxis in microorganisms. All rhodopsins contain an embedded retinal chromophore in which absorbance is tuned by the protein environment. To gain insight into how the protein tunes absorbance, Wang et al. ...
- DOI:
- 10.1126/science.1226135
- PubMed:
- 23224553
- PubMed Central:
- PMC4046837
- http://dx.doi.org/10.1126/science.1226135