Synthesis of all-trans-beta-carotene retinoids and derivatives labelled with 14C

Abstract

SummaryIn this paper we report the synthesis of all-trans Retinoic acid, Retinal, Retinol specifically labelled with I4C at position 7 and all-trans Beta-carotene labelled at positions 7 and 7', with more than 98 % radiochemical purity. All products were obtained with about 15 % overall yield from I4C sodium cyanide.

Anchorene is a carotenoid-derived regulatory metabolite required for anchor root formation in Arabidopsis

“…BP enrichment for different treatments in RNA-seq. References (61)(62)(63)(64) View/request a protocol for this paper from Bio-protocol.…”

“…Gene list (1.5-fold change) for different treatments in RNA-seq.Dataset S2. BP enrichment for different treatments in RNA-seq.References ( 61 – 64 )…”

Carbanionic displacement reactions at phosphorus. Part III. Cyanomethylphosphonate vs. cyanomethylenediphosphonate. Synthesis and solid-state structures

“…We should like to add some useful improvements to this often quoted procedure recommended by several investigators. [16][17][18][19][20][21][22] Results and discussion By monitoring in 31 P-NMR the reaction of diethyl chlorophosphate 1a with lithiated acetonitrile generated at low temperature with LDA (2 eq. ), we identified in the reaction mixture two products attributed to the anions of diethyl cyanomethylphosphononate 2a (δ P (THF)=+43 ppm) and tetraethyl cyanomethylenediphosphonate 4a (δ P (THF)=+33 ppm) in a 65 / 35 ratio (Scheme 1).…”

“…4 An added advantage of the carbanionic route is that the lithiated intermediate generated in situ can be directly employed in a subsequent reaction. [16][17][18][19][20][21][22] Moreover, ester appendages at phosphorus are easily suited to the reaction conditions. The only inconvenience of this approach is the loss of one half of the starting acetonitrile, unacceptable for homologous nitriles and for large-scale syntheses.…”

“…We should like to add some useful improvements to this often quoted procedure recommended by several investigators. [16][17][18][19][20][21][22]…”