GA8 methyl ester TMS ether

• Formula: C₂₉H₅₀O₇Si₃
• Molecular weight: 594.9596
• IUPAC Standard InChI: InChI=1S/C29H50O7Si3/c1-18-15-27-17-28(18,36-39(10,11)12)14-13-20(27)29-16-19(34-37(4,5)6)23(35-38(7,8)9)26(2,25(31)33-29)22(29)21(27)24(30)32-3/h19-23H,1,13-17H2,2-12H3/t19-,20?,21?,22?,23-,26-,27-,28-,29+/m1/s1 Copy

  
• IUPAC Standard InChIKey: URXALWQXBINWJP-MASLEOCOSA-N Copy
• Chemical structure:
  This structure is also available as a 2d Mol file
• Stereoisomers:
  • [13C]GA8 methyl ester TMS ether
  • GA8-catabolite, MeTMS
  • GA56, MeTMSi
• Other names: GA8, MeTMSi; GA8, Me-TMS; Gibberellin GA8, methyl ester trimethylsilyl ether; Gibberelline GA8, methyl ester TMS ether; GA8, methyl ester TMS
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Gas Chromatography
  • References
  • Notes
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Gas Chromatography

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Kovats' RI, non-polar column, temperature ramp

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Kovats' RI, non-polar column, custom temperature program

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Van Den Dool and Kratz RI, non-polar column, custom temperature program

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Normal alkane RI, non-polar column, temperature ramp

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Normal alkane RI, non-polar column, custom temperature program

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References

Go To: Top, Gas Chromatography, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Schneider, Jensen, et al., 1992
Schneider, G.; Jensen, E.; Spray, C.R.; Phinney, B.O., Hydrolysis and reconjugation of gibberellin A₂₀ glucosyl ester by seedlings of Zea mays L., Proc. Nat. Acad. Sci. U.S.A., 1992, 89, 17, 8045-8048, https://doi.org/10.1073/pnas.89.17.8045 . [all data]

Emery, Pearce, et al., 2001
Emery, R.J.N.; Pearce, D.W.; Pharis, R.P.; Reid, D.M.; Chinnappa, C.C., Stem elongation and gibberellins in alpine and prairie ecotypes of Stellaria longipes, Plant Growth Regul., 2001, 35, 1, 17-29, https://doi.org/10.1023/A:1013823517189 . [all data]

Morvan-Bertrand, Ernstsen, et al., 2001
Morvan-Bertrand, A.; Ernstsen, A.; Lindgård, B.; Koshioka, M.; le Saos, J.; Boucaud, J.; Prud'homme, M.-P.; Junttila, O., Endogenous gibberellins in Lolium perenne and influence of defoliation on their contents in elongating leaf bases and in leaf sheaths, Physiol. Plant., 2001, 111, 2, 225-231, https://doi.org/10.1034/j.1399-3054.2001.1110214.x . [all data]

Odén, Wang, et al., 1995
Odén, P.C.; Wang, Q.; Högberg, K.-A.; Werner, M., Transport and metabolism of gibberellins in relation to flower bud differentiation in Norway spruce (Picea abies), Tree Physiol., 1995, 15, 7-8, 451-456, https://doi.org/10.1093/treephys/15.7-8.451 . [all data]

Poling, 1991
Poling, S.M., Identification of endogenous gibberellins in immature navel orange fruit, J. Agric. Food Chem., 1991, 39, 4, 677-680, https://doi.org/10.1021/jf00004a010 . [all data]

Croker, Hedden, et al., 1990
Croker, S.J.; Hedden, P.; Lenton, J.R.; Stoddart, J.L., Comparison of gibberellins in normal and slender barley seedlings, Plant Physiol., 1990, 94, 1, 194-200, https://doi.org/10.1104/pp.94.1.194 . [all data]

Talón, Hedden, et al., 1990
Talón, M.; Hedden, P.; Primo-Millo, E., Gibberellins in Citrus sinensis: a comparison between seeded and seedless varieties, J. Plant Growth Regul., 1990, 9, 4, 201-206, https://doi.org/10.1007/BF02041963 . [all data]

Hedden, Croker, et al., 1989
Hedden, P.; Croker, S.J.; Rademacher, W.; Jung, J., Effects of the triazole plant growth retardant BAS 111..W on gibberellin levels in oilseed rape, Brassica napus, Physiol. Plant., 1989, 75, 4, 445-451, https://doi.org/10.1111/j.1399-3054.1989.tb05607.x . [all data]

Frisse, Pimenta, et al., 2003
Frisse, A.; Pimenta, M.J.; Lange, T., Expression studies of gibberellin oxidases in developing pumpkin seeds, Plant Physiol., 2003, 131, 3, 1220-1227, retrieved from http://www.plantphysiol.org, https://doi.org/10.1104/pp.015206 . [all data]

Blake, Taylor, et al., 2002
Blake, P.S.; Taylor, J.M.; Finch-Savage, W.E., Identification of abscisic acid, indole-3-acetic acid, jasmonic acid, indole-3-acetonitrile, methyl jasmonate and gibberellins in developing, dormant and startified seeds of ash (Fraxinus excelsior), Plant Growth Regul., 2002, 37, 2, 119-125, https://doi.org/10.1023/A:1020504610172 . [all data]

Pearce, Hutt, et al., 2002
Pearce, D.W.; Hutt, O.E.; Rood, S.B.; Mander, L.N., Gibberellins in shoots and developing capsules of Populus species, Phytochemistry, 2002, 59, 6, 679-687, https://doi.org/10.1016/S0031-9422(02)00009-2 . [all data]

Blake, Browning G., et al., 2000
Blake, P.S.; Browning G.; Benjamin, L.J.; Mander, L.N., Gibberellins in seedlings and flowering trees of Prunus avium L., Phytochemistry, 2000, 53, 4, 519-528, https://doi.org/10.1016/S0031-9422(99)00597-X . [all data]

Taylor, Blake, et al., 2000
Taylor, D.R.; Blake, P.S.; Crisp, C.M., Identification of gibberellins in leaf tissues of day-neutral strawberry (Fragaria × ananassa Duch.) cultivars, Plant Growth Regul., 2000, 30, 1, 5-7, https://doi.org/10.1023/A:1006275024517 . [all data]

Roberts, Blake, et al., 1999
Roberts, A.V.; Blake, P.S.; Lewis, R.; Taylor, J.M.; Dunstan, D.I., The effect of gibberellins on flowering in roses, J. Plant Growth Regul., 1999, 18, 3, 113-119, https://doi.org/10.1007/PL00007058 . [all data]

Hisamatsu, Koshioka, et al., 1998
Hisamatsu, T.; Koshioka, M.; Kubota, S.; Nishijima, T.; Yamane, H.; King, R.W.; Mander, L.N., Isolation and identification of GA₁₁₂ (12β-hydroxy-GA₁₂) in Matthiola incana, Phytochemistry, 1998, 47, 1, 3-6, https://doi.org/10.1016/S0031-9422(97)00543-8 . [all data]

Webb, Appleford, et al., 1998
Webb, S.E.; Appleford, N.E.J.; Gaskin, P.; Lenton, J.R., Gibberellins in internodes and ears of wheat containing different dwarfing alleles, Phytochemistry, 1998, 47, 5, 671-677, https://doi.org/10.1016/S0031-9422(97)00684-5 . [all data]

Grünzweig, Rabinowitch, et al., 1997
Grünzweig, J.M.; Rabinowitch, H.D.; Katan, J.; Wodner, M.; Ben-Tal, Y., Endogenous gibberellins in foliage of tomato (Lycopersicon esculentum), Phytochemistry, 1997, 46, 5, 811-815, https://doi.org/10.1016/S0031-9422(97)00383-X . [all data]

Kappers, Jordi, et al., 1997
Kappers, I.F.; Jordi, W.; Maas, F.M.; van der Plas, L.H.W., Gibberellins in leaves of Alstroemeria hybrida: identification and quantification in relation to leaf age, J. Plant Growth Regul., 1997, 16, 4, 219-225, https://doi.org/10.1007/PL00007000 . [all data]

Spray, Kobayashi, et al., 1996
Spray, C.R.; Kobayashi, M.; Suzuki, Y.; Phinney, B.O.; Gaskin, P.; MacMillan, J., The dwarf-1 (dl) mutant of Zea mays blocks three steps in the gibberellin-biosynthetic pathway, Proc. Nat. Acad. Sci. U.S.A., 1996, 93, 19, 10515-10518, https://doi.org/10.1073/pnas.93.19.10515 . [all data]

Ridoutt, Pharis, et al., 1995
Ridoutt, B.G.; Pharis, R.P.; Sands, R., Identification and quantification of cambial region hormones of Eucalyptus globulus, Plant Cell Physiol., 1995, 36, 6, 1143-1147. [all data]

Santes, Hedden, et al., 1995
Santes, C.M.; Hedden, P.; Gaskin, P.; Garcia-Martinez, J.L., Gibberellins and related compounds in young fruits of pea and their relationship to fruit-set, Phytochemistry, 1995, 40, 5, 1347-1355, https://doi.org/10.1016/0031-9422(95)00489-T . [all data]

Kobayashi, Gaskin, et al., 1994
Kobayashi, M.; Gaskin, P.; Spray, C.R.; Phinney, B.O.; MacMillan, J., The metabolism of gibberellin A₂₀ to gibberellin A₁ by tall and dwarf mutants of Oryza sativa and Arabidopsis thaliana, Plant Physiol., 1994, 106, 1367-1372. [all data]

Pearce, Koshioka, et al., 1994
Pearce, D.W.; Koshioka, M.; Pharis, R.P., Chromatography of gibberellins, J. Chromatogr. A, 1994, 658, 1, 91-122, https://doi.org/10.1016/0021-9673(94)85210-3 . [all data]

Taylor, Blake, et al., 1994
Taylor, D.R.; Blake, P.S.; Browning, G., Identification of gibberellins in leaf tissues of strawberry (Fragaria × ananassa Duch.) grown under different photoperiods, Plant Growth Regul., 1994, 15, 3, 235-240, https://doi.org/10.1007/BF00029896 . [all data]

Waycott, Smith, et al., 1991
Waycott, W.; Smith, V.A.; Gaskin, P.; MacMillan, J.; Taiz, L., The endogenous gibberellins of dwarf mutants of lettuce, Plant Physiol., 1991, 95, 4, 1169-1173, https://doi.org/10.1104/pp.95.4.1169 . [all data]

Poling and Maier, 1988
Poling, S.M.; Maier, V.P., Identification of endogenous gibberellins in navel orange shoots, Plant Physiol., 1988, 88, 3, 639-642, https://doi.org/10.1104/pp.88.3.639 . [all data]

Heupel R.C., Phinney B.O., et al., 1985
Heupel R.C.; Phinney B.O.; Spray C.R.; Gaskin P.; MacMillan J.; Hedden P.; Graebe J.E., Native gibberellins and the metabolism of [14C] gibberellin A53 and of [17-C-13,17-3H)] gibberellin A-20 in tassels of Zea-mays, Phytochemistry, 1985, 24, 1, 47-53, https://doi.org/10.1016/S0031-9422(00)80805-5 . [all data]

Gaskin, Gilmour, et al., 1984
Gaskin, P.; Gilmour, S.J.; Lenton, J.R.; MacMillan, J.; Sponsel, V.M., Endogenous gibberellins and kauranoids identified from developing and germinating barley grain, J. Plant Growth Regul., 1984, 2, 1-4, 229-242, https://doi.org/10.1007/BF02042252 . [all data]

Park, Nakajima, et al., 2005
Park, S.-H.; Nakajima, M.; Sakane, M.; Xu, Z.-J.; Tomioka, K.; Yamaguchi, I., Gibberellin 2-oxidases from seedings of Adzuki bean (Vigna angularis) show high gibberellin-binding activity in the presence os 2-oxoglutarate and Co2+, Biosci. Biotechnol. Biochem., 2005, 69, 8, 1498-1507, https://doi.org/10.1271/bbb.69.1498 . [all data]

Fujioka, Yamane, et al., 1988
Fujioka, S.; Yamane, H.; Spray, C.R.; Gaskin, P.; Macmillan, J.; Phinney, B.O.; Takahashi, N., Qualitative and quantitative analyses of gibberellins in vegetative shoots of normal, dwarf-1, dwarf-2, dwarf-3, and dwarf-5 seedlings of Zea mays L., Plant Physiol., 1988, 88, 4, 1367-1372, https://doi.org/10.1104/pp.88.4.1367 . [all data]

Koshioka, Pharis, et al., 1988
Koshioka, M.; Pharis, R.P.; Matsuta, N.; Mander, L.N., Metabolism of [3H]gibberellin A5 and [2H]gibberellin A5 in cell suspension cultures of prunus persica, Phytochemistry, 1988, 27, 12, 3799-3805, https://doi.org/10.1016/0031-9422(88)83020-6 . [all data]

Chung, Kuo, et al., 2003
Chung, J.-D.; Kuo, S.-R.; Chien, C.-T., Identification and quantification of gibberellin transformation and dosage changes in good and poor flowering clones of Calocedrus formosana grafts, Taiwan J. For. Sci., 2003, 18, 4, 387-400. [all data]

Stokes, Mander, et al., 2003
Stokes, T.S.; Mander, L.N.; Croker, S.J.; Twitchin, B.; Hanke, D.E., 3β,13-Dihydroxylated C₂₀ gibberellins from inflorescences of Rumex acetosa L., Phytochemistry, 2003, 62, 2, 165-174, https://doi.org/10.1016/S0031-9422(02)00442-9 . [all data]

Sakamoto, Kobayashi, et al., 2001
Sakamoto, T.; Kobayashi, M.; Itoh, H.; Tahiri, A.; Kayano, T.; Tanaka, H.; Iwahori, S.; Matsuoka, M., Expression of a gibberellin 2-oxidase gene around the shoot apex is related to phase transition in rice, Plant Physiology, 2001, 125, 3, 1508-1516, https://doi.org/10.1104/pp.125.3.1508 . [all data]

Fos, Nuez, et al., 2000
Fos, M.; Nuez, F.; Garcia-Martinez, J.L., The gene pat-2, which induces natural partenocarpy, alters the gibberellin content in unpollinated tomato ovaries, Plant Physiol., 2000, 122, 2, 471-479, https://doi.org/10.1104/pp.122.2.471 . [all data]

Martínez-García, Santes, et al., 2000
Martínez-García, J.F.; Santes, C.M.; García-Martínez, J.L., The end-of-day far-red irradiation increases gibberellin A₁ content in cowpea (Vigna sinensis) epicotyls by reducing its inactivation, Physiol. Plant., 2000, 108, 4, 426-434, https://doi.org/10.1034/j.1399-3054.2000.t01-1-100413.x . [all data]

Pérez, Viani, et al., 2000
Pérez, F.J.; Viani, C.; Retamales, J., Bioactive gibberellins in seeded and seedless grapes: identification and changes in content during berry development, Am. J. Enol. Vitic, 2000, 51, 4, 315-318. [all data]

Ross, MacKenzie-Hose, et al., 1999
Ross, J.J.; MacKenzie-Hose, A.K.; Davies, P.J.; Lester, D.R.; Twitchin, B.; Reid, J.B., Further evidence for feedback regulation of gibberellin biosynthesis in pea, Physiol. Plant., 1999, 105, 3, 532-538, https://doi.org/10.1034/j.1399-3054.1999.105319.x . [all data]

Koshioka, Nishijama, et al., 1995
Koshioka, M.; Nishijama, T.; Mander, L.N., Gibberellin metabolism in suspension cultured cells of Raphanus Sativus, Phytochemistry, 1995, 38, 2, 359-363, https://doi.org/10.1016/0031-9422(94)00624-3 . [all data]

Lange, Hedden, et al., 1993
Lange, T.; Hedden, P.; Graebe, J.E., Biosynthesis of 12α- and 13-hydroxylated gibberellins in a cell-free system from Cucurbita maxima endosperm and the identification of new endogenous gibberellins, Planta, 1993, 189, 3, 340-349, https://doi.org/10.1007/BF00194430 . [all data]

Garcia-Martinez, Santes, et al., 1991
Garcia-Martinez, J.L.; Santes, C.; Croker, S.J.; Hedden, P., Identification, quantitation and distribution of gibberellins in fruits of Pisum sativum L. cv. Alaska during pod development, Planta, 1991, 184, 1, 53-60, https://doi.org/10.1007/BF00208236 . [all data]

Matheussen, Morgan, et al., 1991
Matheussen, A.-M.; Morgan, P.W.; Frederiksen, R.A., Implication of gibberellins in head smut (Sporisorium reilianum) of Sorghum bicolor, Plant Physiol., 1991, 96, 2, 537-544, https://doi.org/10.1104/pp.96.2.537 . [all data]

Nakayama, Yamane, et al., 1990
Nakayama, M.; Yamane, H.; Yokota, T.; Yamaguchi, I.; Murofushi, N.; Takahashi, N.; Nishijima, T.; Katsura, N.; Nonaka, M.; Gaskin, P.; MacMillan, J.; Mander, L.N.; Chu, A., Endogenous gibberellins in mature seed of Raphanus sativus L. cv. Taibyo-sobutori, Agric. Biol. Chem., 1990, 54, 3, 837-840, https://doi.org/10.1271/bbb1961.54.837 . [all data]

Notes

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• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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