Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
Synthesis of 9-CD3-9-cis-retinal cofactor of isorhodopsin. / Navidi, Mozhgan; Yadav, Shreya; Struts, Andrey V.; Brown, Michael F.; Nesnas, Nasri.
в: Tetrahedron Letters, Том 59, № 51, 19.12.2018, стр. 4521-4524.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - Synthesis of 9-CD3-9-cis-retinal cofactor of isorhodopsin
AU - Navidi, Mozhgan
AU - Yadav, Shreya
AU - Struts, Andrey V.
AU - Brown, Michael F.
AU - Nesnas, Nasri
PY - 2018/12/19
Y1 - 2018/12/19
N2 - We report the synthesis of 9-CD3-9-cis-retinal via a six-step procedure from β-ionone. The steps involve an initial deuteration of the methyl ketone of β-ionone followed by two consecutive Horner-Wadsworth-Emmons (HWE) coupling reactions and their corresponding DIBAL reductions. A final oxidation of the allylic alcohol of the retinol leads to the target compound. This deuterium labeled retinoid is an important cofactor for studying protein-retinoid interactions in isorhodopsin.
AB - We report the synthesis of 9-CD3-9-cis-retinal via a six-step procedure from β-ionone. The steps involve an initial deuteration of the methyl ketone of β-ionone followed by two consecutive Horner-Wadsworth-Emmons (HWE) coupling reactions and their corresponding DIBAL reductions. A final oxidation of the allylic alcohol of the retinol leads to the target compound. This deuterium labeled retinoid is an important cofactor for studying protein-retinoid interactions in isorhodopsin.
KW - 9-CD-9-cis-retinal
KW - Isorhodopsin
KW - Labeled retinal
KW - Retinoids
KW - Rhodopsin
KW - LOCATION
KW - CHROMOPHORE
KW - ISOMERIZATION
KW - NEUTRON-DIFFRACTION
KW - EFFICIENT SYNTHESIS
KW - 9-CD3-9-cis-retinal
KW - RHODOPSIN
KW - DYNAMICS
KW - H-2 NMR
KW - STEREOSELECTIVE-SYNTHESIS
KW - VISUAL PIGMENT
UR - http://www.scopus.com/inward/record.url?scp=85056473566&partnerID=8YFLogxK
U2 - 10.1016/j.tetlet.2018.11.034
DO - 10.1016/j.tetlet.2018.11.034
M3 - Article
AN - SCOPUS:85056473566
VL - 59
SP - 4521
EP - 4524
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 51
ER -
ID: 36383372