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54 results for “Chemical synthesis”
Fig. 17 in Glucosinolate structural diversity, identification, chemical synthesis and metabolism in plants
Fig. 17. Two novel glucosinolates demonstrated by NMR and MS, but without conclusion of a single structure since the position of the methyl group is undetermined in each case.
Fig. 29 in Glucosinolate structural diversity, identification, chemical synthesis and metabolism in plants
Fig. 29. Possible sites for formation of isomers of the constant part of glucosinolates. Very high numbers of isomers of glucosinolates suggested in two recent publications could potentially be such "isoglucosinolates".
Fig. 16 in Glucosinolate structural diversity, identification, chemical synthesis and metabolism in plants
Fig. 16. Definition of the term selenoglucosinolate, precursor of an isoselenocyanate, according to the discoverers, Bertelsen et al. (1988).
Fig. 14 in Glucosinolate structural diversity, identification, chemical synthesis and metabolism in plants
Fig. 14. The usefulness of the J-resolved (JRES) spectrum for resolving overlapping signals. (A) The upfield part of the 1 H NMR spectrum of d40R in D O 2 and dioxane as internal standard (i.s.). A minor impurity (imp.) of MeOH from the HPLC isolation is seen. (B) In the JRES 1 H NMR spectrum, the splitting of signals is plotted (almost) perpendicular to the chemical shift x-axis, allowing resolution of signals at nearly identical chemical shift. The known coupling constants of the 6′a double doublet signal can be used for estimating coupling constants in the newly revealed signals. Three obvious triplets with coupling constant (J) of ca. 8 Hz can be seen. In addition, the complex multiplet of the 5′ proton is visible as a line of low intensity signals. Singlets from the i. s. and imp. do not show coupling, and all signals are seen at the same chemical shift coordinate as in the 1D spectrum. Unpublished results from identification of 40R (Agerbirk et al., 2001a).
Fig. 12 in Glucosinolate structural diversity, identification, chemical synthesis and metabolism in plants
Fig. 12. Complex coupling within branched aliphatic side chains in desulfoglucosinolates (dGSLs), and simplifying effect of substitution. (A) Side chain region of the 1 H NMR spectrum of 3-methylpentyl dGSL (d58) in D O 2 (Agerbirk et al., 2008, 2010a; Olsen et al., 2016). (B) Corresponding region of the spectrum of a hydroxyl derivative, 2-hydroxy-3-methylpentyl dGSL (d149) in D2O (Olsen et al., 2016). It is evident that the coupling of the 1a and 1b signals in B is now first order, and that the signals of the position 2 protons have disappeared from the illustrated range of chemical shifts (to be found at 3.95ppm). Occasional minor impurity peaks (imp) are generally recognizable by having peak areas less than unity.
Fig. 10 in Glucosinolate structural diversity, identification, chemical synthesis and metabolism in plants
Fig. 10. Logical sub-divisions in the group of "aromatic glucosinolates", defined as glucosinolates containing one or more aromatic moieties.
Fig. 2 in Glucosinolate structural diversity, identification, chemical synthesis and metabolism in plants
Fig. 2. Definition of the parent glucosinolate ion (A), and its use in naming natural derivatives (B, D), with numbering system indicated, using the originally proposed writing of names in one word (Dateo, 1961). The numbering system is retained in the isothiocyanate product (C). The modern practice by many authors of splitting glucosinolate anion names in two (given below each name) is followed in the rest of the text. Both practices are considered generally accepted.
Fig. 3 in Glucosinolate structural diversity, identification, chemical synthesis and metabolism in plants
Fig. 3. Examples of glucosinolates derived directly from a standard amino acid precursor, and meaning of the abbreviation 'GSL' in condensed structures.
Fig. 7 in Glucosinolate structural diversity, identification, chemical synthesis and metabolism in plants
Fig. 7. Biosynthesis of the rare, unusual glucosinolate (GSL) 3-methoxycarbonylpropyl GSL (Kjaer and Gmelin, 1957a) as evidenced by traditional tracer studies in an Erysimum sp. (Chisholm, 1973). Positions of radiolabeling are indicated with asterisks. Apart for the terminal methyl group derived from Met, the GSL was biosynthesized from homoGlu (probably derived from Glu), making it the only documented GSL biosynthesis from Glu. A more recent paper (Radulović et al., 2011) reported the free carboxylic acid, 3-carboxypropyl isothiocyanate from autolyzed Erysimum diffusum Ehrh. (diffuse wallflower), further supporting GSL biosynthesis from homoGlu in Erysimum spp. The brackets indicate the lack of modern spectroscopic confirmation of this structure, which is, however, based on very solid classical work.
Fig. 1. A in Glucosinolate structural diversity, identification, chemical synthesis and metabolism in plants
Fig. 1. A simple glucosinolate (GSL) and its enzymatic conversion to an isothiocyanate (ITC). (A) Structure of benzyl GSL and hydrolysis to the aglucone. (B) Spontaneous rearrangement of the aglucone to benzyl ITC. (C) Configuration of the thiohydroximate double bond and some common terms used in discussing GSL structures. (D) The relation of a thiohydroximate ion to thiohydroxamic and –imic acids.
Fig. 5 in Glucosinolate structural diversity, identification, chemical synthesis and metabolism in plants
Fig. 5. Secondary modifications in glucosinolate (GSL) biosynthesis. (A) Biosynthesis of secondary modifications in Trp-derived GSLs ("indole GSLs") in Arabidopsis thaliana (Pfalz et al. 2011, 2016). (B) Biosynthesis of a more complex indole GSL is still unknown. (C) Two possible biosyntheses of p-hydroxybenzyl GSL (23), the relative importance of which in nature is not known. In the current paper, bold and square brackets around GSL numbers indicate incomplete MS and NMRdocumentation for their existence (Section 2).
Fig. 4 in Glucosinolate structural diversity, identification, chemical synthesis and metabolism in plants
Fig. 4. Biosynthesis of benzyl glucosinolate from Phe (Wittstock and Halkier, 2000; Wittstock and Halkier, 2002; Mikkelsen et al., 2002). An oxime is the first intermediate, followed by a complex transformation to the thiohydroximate, and finally glucosylation and sulfation. By introduction of the sulfate group in the final step, the unstable intermediate that leads to isothiocyanate formation (Fig. 1) is avoided. The donor of the thioglucose S is glutathione (Schläppi et al., 2008; Geu-Flores et al., 2009a). The relevant (E)-oxime is the immediate product of the CYP79 (Clausen et al., 2015). In the further core biosynthesis not shown, the identity of one intermediate is yet uncertain (either an aci-nitro or a nitrile oxide functionality) (Sønderby et al., 2010a).
Data from: De novo synthesis of chemical defences in an aposematic moth
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An Integrated Self-Optimizing Programmable Chemical Synthesis and Reaction Engine
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RECOVERY OF HIGH MOLECULAR HYDROCARBONS FROM SYNTHESIS GAS AND PHYSICO-CHEMICAL CHARACTERISTICS OF THE CATALYST
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Code and Data for Digitization and validation of a chemical synthesis literature database in the ChemPU
<p>Code and data associated with paper. Code can be used for non commerical and academic use. </p>
Reproducible graphene synthesis by oxygen-free chemical vapor deposition
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Fig. 13 in Design and chemical synthesis of root gravitropism inhibitors: Bridged analogues of ku-76 have more potent activity
Fig. 13. (continued).
Fig. 3 in Design and chemical synthesis of root gravitropism inhibitors: Bridged analogues of ku-76 have more potent activity
Fig. 3. Design of stereochemically fixed analogues of ku-76.
Fig. 4 in Design and chemical synthesis of root gravitropism inhibitors: Bridged analogues of ku-76 have more potent activity
Fig. 4. Conformationally fixed analogues.
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