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. 2016 Oct 20;11(11):e1249080. doi: 10.1080/15592324.2016.1249080

Table 1.

Concentrations of different metabolites detected in Valencia sweet orange (C. sinensis), orange jasmine (Murraya paniculata), and curry tree (Bergera koenegii) phloem sap (mM ± SD, n=6), using GC-MS.

compound Valencia Orange jasmine Curry leaf tree   Valencia Orange jasmine Curry leaf tree
Amino acids       Mono- and disaccharides     ND
L-Alaninea 0.28 ± 0.08 0.73 ± 0.33 0.42 ± 0.14 Threose ND ND ND
L-Valinea 0.19 ± 0.02 0.36 ± 0.10 0.18 ± 0.10 β-L-Arabinopyranose 1 0.49 ± 0.38 0.37 ± 0.13 0.16 ± 0.13
L-Isoleucinea 0.18 ± 0.02 0.02 ± 0.06 0.05 ± 0.09 Arabinosea 0.47 ± 0.18 ND ND
L-Prolinea 2.75 ± 1.83 25.55 ± 8.29 2.46 ± 2.11 Xylosea 0.25 ± 0.07 0.73 ± 0.49 0.32 ± 0.06
Glycinea 0.38 ± 0.16 0.81 ± 0.47 0.60 ± 0.17 β-L-Arabinopyranose 2 0.36 ± 0.21 ND ND
L-Serinea 0.55 ± 0.14 3.94 ± 0.55 1.12 ± 0.53 Unk Sugar furanose ND 0.58 ± 0.63 0.21 ± 0.13
L-Threoninea 2.19 ± 0.91 7.53 ± 1.71 1.39 ± 0.77 Fructosea 27.15±22.00 19.02 ± 7.67 6.71 ± 5.63
L-Argininea ND 7.00 ± 7.49 0.41 ± 0.20 Mannosea 0.52 ± 0.11 1.24 ± 0.59 0.47 ± 0.04
L-Aspartic acida 0.57 ± 0.40 1.38 ± 0.21 0.77 ± 0.80 Glucosea 51.61±32.83 18.94 ± 5.85 7.43 ± 5.36
L-Cysteinea 0.46 ± 0.35 0.00 ± 0.00 0.00 ± 0.00 Unk disaccharide (m/z 361) 0.13 ± 0.02 0.13 ± 0.04 0.11 ± 0.01
L-Asparagine 1a 1.86 ± 0.94 0.58 ± 0.15 0.57 ± 0 .13 Sucrosea 27.67±26 .81 39.77±18 .06 20.67 ± 5 .35
L-Ornithinea ND 6.96 ± 3 .19 0.28 ± 0 .69 Turanosea 3.79 ± 1 .55 0.14 ± 0 .03 0.13 ± 0 .02
L-Glutamic acida 0.27 ± 0 .08 0.16 ± 0 .12 0.17 ± 0 .09 Trehalosea ND ND ND
L-Phenylalaninea 0.21 ± 0 .05 0.53 ± 0 .17 0.18 ± 0 .09 Maltosea ND 0.19 ± 0 .08 0.16 ± 0 .04
L-Asparagine 2a 0.54 ± 0 .25 ND ND TOTAL 112.44 ± 84 .16 81.1 ± 33 .57 36.37 ± 16 .77
TOTAL 10.43 ± 5 .23 55.55 ± 22 .84 8.6 ± 5 .91 Sugar alcohols      
Other Amines       Erythritola 0.18 ± 0 .00 0.57 ± 0 .14 0.22 ± 0 .03
γ-Aminobutyric acida 1.80 ± 1 .18 8.50 ± 1 .69 1.71 ± 1 .75 Xylitola 0.25 ± 0 .07 0.22 ± 0 .03 0.22 ± 0 .04
Synephrinea 1.65 ± 0 .98 ND 0.40 ± 0 .32 Glucitola 0.47 ± 0 .23 ND ND
Putrescinea 5.13 ± 4 .78 122.19±16 .38 1.41 ± 0 .70 Mannitola 0.27 ± 0 .06 0.27 ± 0 .03 0.15 ± 0 .16
2-Aminopropanol 1.44 ± 1 .18 0.38 ± 0 .44 0.45 ± 0 .24 chiro-Inositola 22.64±16 .28 13.93 ± 8 .14 3.50 ± 1 .04
N-Carboxy-glycine 0.45 ± 0 .14 0.27 ± 0 .10 0.25 ± 0 .05 Unk S Alc (m/z 319) 2.90 ± 1 .65 1.51 ± 0 .58 0.90 ± 0 .04
N-Methyl-L-proline 1.01 ± 0 .37 0.59 ± 0 .13 2.10 ± 3 .47 scyllo-Inositola 9.70 ± 7 .02 2.09 ± 1 .29 1.10 ± 0 .28
N-Acetyl-L-Proline 0.29 ± 0 .14 ND ND Myo-Inositola 11.91 ± 5 .46 7.07 ± 2 .20 4.85 ± 1 .94
Unk Amine (m/z 116) 0.86 ± 1 .15 4.85 ± 5 .61 3.60 ± 1 .34 Unk S Alc (m/z 319) (BK) ND 1.09 ± 0 .55 0.42 ± 0 .46
TOTAL 12.63 ± 92 136.78±47 .20 9.90±7 .80 Unk S Alc (m/z 290) 1.62 ± 0 .56 2.07 ± 1 .68 0.94 ± 0 .06
Organic acids       TOTAL 49.94 ± 31 .33 28.82 ±14 .64 12.3 ± 4 .05
Pyruvic acid 0.20 ± 0 .23 0.08 ± 0 .03 0.05 ± 0 .03 Sugar acids      
Lactic acid 0.42 ± 0 .66 0.33 ± 0 .07 0.19 ± 0 .11 Glutaric acida 1.14 ± 0 .32 ND ND
Glycolic acida 0.14 ± 0 .17 0.24 ± 0 .11 0.11 ± 0 .09 2-Ketoglutonic acid 1.92 ± 1 .32 0.00 ± 0 .00 2.85 ± 0 .47
Oxalic acida 0.10 ± 0 .03 0.19 ± 0 .07 0.13 ± 0 .06 2-Ketoglutaric acida 1.14 ± 0 .32 0.11 ± 0 .29 0.40 ± 0 .44
Dimethylmalonic acida 0.09 ± 0 .08 ND ND 2-Hydroxyglutaric acid 1.46 ± 0 .20 ND ND±
Malonic acida 0.10 ± 0 .12 0.27 ± 0 .16 0.07 ± 0 .04 Ribonic acida 0.90 ± 0 .92 0.94 ± 0 .65 0.25 ± 0 .22
Benzoic acida 2.30 ± 3 .89 0.15 ± 0 .04 0.32 ± 0 .12 Galacturonic acid 1a ND 2.82 ± 1 .69 0.22 ± 0 .20
Butanoic acid 1.09 ± 0 .52 ND 0.33 ± 0 .31 Galacturonic acid 2a 2.36 ± 4 .56 ND ND
Maleic acida 0.17 ± 0 .11 0.50 ± 0 .17 0.13 ± 0 .03 Galactonic acid 0.25 ± 0 .15 0.05 ± 0 .07 0.13 ± 0 .08
Succinic acida 0.27 ± 0 .17 0.49 ± 0 .10 0.34 ± 0 .15 Gluconic acida ND 0.35 ± 0 .39 0.06 ± 0 .02
Propanoic, 1-oxo 0.12 ± 0 .08 0.46 ± 0 .11 5.90 ± 1 .49 Saccharica 12.45±11 .03 0.09 ± 0 .07 1.79 ± 1 .55
Fumaric acida 0.26 ± 0 .18 0.56 ± 0 .20 6.80 ± 5 .22 Galactaric acida 0.74 ± 0 .70 0.32 ± 0 .24 0.13 ± 0 .07
Malic acida 12.78 ± 9 .02 12.29±11 .83 ND Unk SA 1 (MP) 0.26 ± 0 .19 4.72 ± 2 .69 ND
Threonic acida 5.34 ± 0 .55 4.66 ± 0 .11 0.52 ± 0 .31 Arabino-hexaric acid 0.54 ± 0 .37 0.98 ± 0 .46 0.38 ± 0 .14
Tartaric acida ND 0.10 ± 0 .13 12.47 ± 3 .15 Glycerol-Glycoside 0.15 ± 0 .07 0.24 ± 0 .24 0.05 ± 0 .04
Shikimic acid 0.38 ± 0 .23 1.75 ± 2 .83 ND Glucuronic acid 0.10 ± 0 .11 0.62 ± 0 .57 0.01 ± 0 .03
Citric acida 2.84 ± 0 .82 41.75±12 .08 5.17 ± 4 .94 Unk SA 2 (Val) 0.68 ± 0 .36 ND ND
Isocitric acid 0.98 ± 0 .79 ND ND Unk SA 3 (Val) 1.63 ± 1 .80 ND ND
Quinic acida 35.25 ±21 .27 10.14 ± 6 .05 0.06 ± 0 .03 Unk SA 4 (Val) 1.34 ± 2 .08 0.52 ± 0 .72 0.03 ± 0 .04
TOTAL 62.83 ± 38 .92 73.96 ± 34 .09 32.59 ± 16 .08 Unk SA 5 (Val) 3.68 ± 3 .14 ND ND
Fatty acids       Unk SA 6 (Val) 4.26 ± 4 .30 ND ND
Myristic acida 3.41 ± 2 .28 0.00 ± 0 .00 0.15 ± 0 .37 TOTAL 35±31 .94 11.76 ± 8 .08 6.3±3 .3
Palmitic acida 1.28 ± 0 .50 6.21 ± 2 .82 7.15 ± 2 .87 Phosphates      
Stearic acida 4.45 ± 1 .15 9.74 ± 4 .41 8.51 ± 2 .84 Phosphoric acid 5.02 ± 4 .99 3.95 ± 0 .98 1.68 ± 0 .87
TOTAL 9.14 ± 3 .93 15.95 ± 7 .23 15.81 ± 6 .08 Glycerophosphate 0.00 ± 0 .00 0.00 ± 0 .00 ND
Phenolic compounds       Unk Sugar Phosphate 0.00 ± 0 .00 0.89 ± 0 .61 ND
Coumaric acid 1.63 ± 1 .42 0.13 ± 0 .06 0.04 ± 0 .04 TOTAL 5.02 ± 4 .99 4.84 ± 1 .59 1.68 ± 0 .87
Ferulic acida 0.68 ± 0 .37 2.97 ± 0 .86 0.14 ± 0 .07 Total metabolites 300.15 ± 212 .33 411.9 ± 147 .35 123.8±61 .06
Caffeic acid 0.41 ± 0 .12 0.06 ± 0 .04 0.05 ± 0 .02        
TOTAL 2.72 ± 1 .91 3.16 ± 0 .96 0.23 ± 0 .13        
a

Compound was identified by its identifier ions (m/z) and confirmed with references standard; otherwise tentatively identified by LRI and a matching score of 700 higher using NIST 2011 and Wiley 9th ed. mass spectral databases and by comparison with entries in the Golm Metabolome Database (http://gmd.mpimp-golm.mpg.de/).