Table II. Phenolic profiling of sugarcane stems.
Phenolic profiling was performed in young and mature stem regions of the varieties IACSP04-529 and IACSP04-683 with reverse-phase ultra-HPLC in connection with a Synapt HDMS quadrupole time-of-flight apparatus. Names of oligolignols are based on Morreel et al. (2004). The linkage type in the oligolignols is indicated in parentheses, and units derived from ferulic acid and coniferylaldehyde are designated FA and G′, respectively. The term “red” indicates reduced adjacent linkage. Ref indicates a bibliographic reference for mass spectrometry data as follows: Ref 1, Clifford (2003); Ref 2, Niggeweg et al. (2004); Ref 3, Duarte-Almeida et al. (2011); Ref 4, Morreel et al. (2010a); Ref 5, Morreel et al. (2010b); Ref 6, Colombo et al. (2006).
| Class | Compound (Reference) | Formula | Retention Time | Mass-to-Charge Ratio | Mass-to-Charge Ratio MS/MS | Δppm | Relative Abundance |
|||
|---|---|---|---|---|---|---|---|---|---|---|
| IACSP04-529 |
IACSP04-683 |
|||||||||
| Young | Mature | Young | Mature | |||||||
| Hydroxycinnamate esters | Caffeoyl-quinate (Ref 1) | C16H17O9 | 2.94 | 353.0859 | 191, 179, 135 | −4.5 | 4.54 × 105 | 7.48 × 103 | 3.97 × 105 | 7.42 × 104 |
| Caffeoyl-quinate (Ref 1) | C16H17O9 | 4.20 | 353.0859 | 191, 173, 161, 133, 127 | −3.7 | 1.54 × 105 | 5.53 × 104 | 1.14 × 105 | 1.68 × 105 | |
| Caffeoyl-quinate (Ref 1) | C16H17O9 | 4.51 | 353.0859 | 191, 179, 173, 135, 133 | 1.7 | 1.36 × 105 | 1.49 × 104 | 7.29 × 104 | 1.03 × 105 | |
| Caffeoyl-quinate (Ref 1) | C16H17O9 | 5.59 | 353.0859 | 191, 173, 161, 133, 127 | 2.5 | 2.05 × 104 | 2.42 × 103 | 2.50 × 104 | 1.99 × 104 | |
| Feruloyl-quinate (Ref 1) | C17H19O9 | 4.68 | 367.1029 | 193, 134 | −1.6 | 8.11 × 104 | 1.07 × 104 | 1.92 × 105 | 1.02 × 105 | |
| Feruloyl-quinate (Ref 1) | C17H19O9 | 6.74 | 367.1029 | 193, 191, 173, 134 | −1.9 | 3.58 × 104 | 4.92 × 103 | 4.31 × 104 | 2.52 × 104 | |
| Caffeoyl-shikimate (Ref 2) | C16H15O8 | 5.58 | 335.0767 | 191, 179, 173, 135 | −5.1 | 1.45 × 104 | 2.69 × 10 | 1.80 × 104 | 1.47 × 102 | |
| Caffeoyl-shikimate (Ref 2) | C16H15O8 | 6.96 | 335.0767 | −1.8 | 3.42 × 103 | 1.13 × 10 | 6.97 × 102 | 3.01 × 10 | ||
| Hydroxycinnamates | p-Coumaric acid (Ref 3) | C9H7O3 | 6.78 | 163.0395 | 119 | 1.8 | 3.45 × 104 | 5.70 × 104 | 3.09 × 104 | 3.65 × 103 |
| Caffeic acid (Ref 3) | C9H7O4 | 4.90 | 179.0344 | 135 | −2.3 | 1.22 × 104 | 8.98 × 102 | 7.09 × 103 | 6.20 × 103 | |
| Ferulic acid (Ref 3) | C10H9O4 | 7.94 | 193.0501 | −35.7 | 1.03 × 103 | 2.32 × 102 | 5.46 × 102 | 5.75 × 10 | ||
| Oligolignols | S(8-8)S (Ref 4) | C22H25O8 | 10.89 | 417.1549 | 402, 387, 181, 166, 151 | 1.0 | 3.70 × 102 | 1.13 × 103 | 1.49 × 102 | 1.49 × 103 |
| S(8-O-4)S′ (Ref 4) | C22H25O9 | 12.56 | 433.1487 | 418, 403, 385, 373 | −2.8 | 6.05 × 102 | 1.45 × 104 | 3.38 | 9.38 × 102 | |
| G(red8-5)G (Ref 4) | C20H23O6 | 10.59 | 359.1495 | −4.5 | 1.07 × 103 | 6.92 × 102 | 3.49 × 102 | 4.49 × 102 | ||
| G(t8-O-4)G (Ref 4) | C20H23O7 | 8.18 | 375.1444 | −4.8 | 3.57 × 102 | 1.57 × 103 | 7.87 × 10 | 3.29 × 102 | ||
| G(8-O-4)FA (Ref 4) | C20H21O8 | 10.91 | 389.1236 | 2.8 | 1.40 × 103 | 1.11 × 104 | 5.00 × 102 | 1.06 × 102 | ||
| G(red8-8)G, lariciresinol + hexose (Ref 4) | C26H33O11 | 10.71 | 521.2023 | 503, 491, 488, 476, 341, 329 | 2.7 | 4.60 × 103 | 1.23 × 104 | 4.15 × 103 | 2.28 × 104 | |
| G(8-O-4)S(8-5)G (Ref 5) | C31H35O11 | 14.74 | 583.2179 | 535, 505, 369, 357, 195, 165, 150 | −1.0 | 9.29 × 103 | 2.39 × 104 | 4.84 × 103 | 5.98 × 103 | |
| G(8-O-4)S(8-5)G (Ref 5) | C31H35O11 | 15.56 | 583.2179 | 535, 369, 357, 195, 165, 150 | −1.2 | 5.14 × 103 | 1.60 × 104 | 2.55 × 103 | 3.73 × 103 | |
| G(8-O-4)S(8-5)G′ (Ref 5) | C31H33O11 | 16.26 | 581.2023 | 369, 193 | −1.9 | 7.52 × 102 | 4.03 × 103 | 4.52 × 102 | 8.20 × 102 | |
| G(8-O-4)S(8-5)G′ (Ref 5) | C31H33O11 | 16.76 | 581.2023 | 551, 533, 503, 367, 355, 165, 150 | 0.9 | 4.13 × 103 | 3.05 × 104 | 1.21 × 103 | 4.56 × 103 | |
| S(8-O-4)S(8-5)G (Ref 5) | C32H37O12 | 16.69 | 613.2285 | 467, 369, 325, 195, 163 | −11.6 | 5.62 × 102 | 1.14 × 103 | 2.92 × 102 | 6.13 × 102 | |
| S(8-O-4)S(8-8)S (Ref 5) | C33H39O13 | 16.43 | 643.2404 | 595, 417, 225 | 2.0 | 2.27 × 102 | 1.34 × 103 | 1.27 × 102 | 1.22 × 103 | |
| G(8-O-4)S(8-8)S(4-O-8)G (Ref 5) | C42H49O16 | 18.02 | 809.3021 | 791, 761, 613, 565, 417 | 3.1 | 1.73 × 103 | 7.28 × 103 | 6.24 × 102 | 2.76 × 103 | |
| G(8-O-4)S(8-8)S(4-O-8)G (Ref 5) | C42H49O16 | 18.70 | 809.3021 | 791, 761, 613, 565, 417 | 4.4 | 1.61 × 103 | 5.98 × 103 | 8.13 × 102 | 2.62 × 103 | |
| Flavonoids | Tricin | C17H13O7 | 17.09 | 329.0661 | 314, 299, 271, 227 | 18.5 | 1.54 × 104 | 8.30 × 103 | 5.45 × 104 | 1.76 × 104 |
| Tricin-7-O-neohesperoside (Ref 6) | C29H33O16 | 10.87 | 637.1769 | 329 | −3.8 | 4.07 × 103 | 2.11 × 103 | 1.98 × 103 | 2.05 × 103 | |
| Tricin-7-O-neohesperoside (Ref 6) | C29H33O16 | 11.47 | 637.1769 | 329, 314 | −0.5 | 7.87 × 103 | 1.15 × 104 | 1.42 × 104 | 1.32 × 104 | |
| Tricin-7-O-glycoside (Ref 6) | C23H23O12 | 7.33 | 491.119 | 9.8 | 2.29 × 102 | 1.69 × 103 | 1.58 × 102 | 5.97 × 102 | ||
| Tricin-7-O-glycoside (Ref 6) | C23H23O12 | 9.99 | 491.119 | 461, 329 | 7.9 | 1.31 × 103 | 1.32 × 103 | 1.97 × 104 | 6.29 × 103 | |
| Tricin-7-O-glycoside (Ref 6) | C23H23O12 | 11.43 | 491.119 | 476, 461, 343, 329, 314 | −5.7 | 9.41 × 103 | 5.15 × 103 | 7.29 × 103 | 9.00 × 103 | |
| Tricin-4′-O-guaiacyl ether (Ref 6) | C27H25O11 | 18.02 | 525.1397 | 477, 329, 314, 299, 195, 165, 150 | −0.4 | 1.32 × 104 | 1.32 × 104 | 3.19 × 104 | 3.00 × 104 | |
| Tricin-4′-O-guaiacyl ether (Ref 6) | C27H25O11 | 18.74 | 525.1397 | 329, 314, 299, 195, 165, 150 | 2.7 | 8.73 × 103 | 7.52 × 103 | 2.46 × 104 | 2.45 × 104 | |
| Tricin-4′-O-guaiacyl ether-7- O-glucopyranoside (Ref 6) | C33H35O16 | 12.86 | 687.1925 | 525, 491, 329, 314, 195, 165, 150 | −0.3 | 1.27 × 104 | 1.06 × 104 | 1.31 × 104 | 3.07 × 104 | |
| Tricin-4′-O-guaiacyl ether-7- O-glucopyranoside (Ref 6) | C33H35O16 | 13.60 | 687.1925 | 525, 491, 329, 195, 165, 150 | −1.7 | 8.36 × 103 | 6.56 × 103 | 4.74 × 103 | 1.24 × 104 | |