4aα,4bβ-Gibbane-1α,10β-dicarboxylic acid, 1,4a-dimethyl-8-methylene-, dimethyl ester

• Formula: C₂₂H₃₂O₄
• Molecular weight: 360.4871
• IUPAC Standard InChI: InChI=1S/C22H32O4/c1-13-11-22-12-14(13)7-8-15(22)20(2)9-6-10-21(3,19(24)26-5)17(20)16(22)18(23)25-4/h14-17H,1,6-12H2,2-5H3 Copy

  
• IUPAC Standard InChIKey: PWWAKLGQWQLLIY-UHFFFAOYSA-N Copy
• CAS Registry Number: 22882-62-8
• Chemical structure:
  This structure is also available as a 2d Mol file
• Other names: Dimethyl 1,4a-dimethyl-8-methylenegibbane-1,10-dicarboxylate, (1α,4aα,4bβ,10β)-; GA12, Me; GA12 methyl ester; GA12, Me-TMS; GA12, Methylated; Trachylo-GA12, methyl ester
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• Information on this page:
  • Mass spectrum (electron ionization)
  • Gas Chromatography
  • References
  • Notes
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Mass spectrum (electron ionization)

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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

Spectrum

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Additional Data

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, 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, Mass spectrum (electron ionization), Gas Chromatography, Notes

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

Tanno, Yokota, et al., 1992
Tanno, N.; Yokota, T.; Abe, M.; Okagami, N., Identification of endogenous gibberellins in dormant bulbils of Chinese yam, Dioscorea opposita, Plant Physiol., 1992, 100, 4, 1823-1826, https://doi.org/10.1104/pp.100.4.1823 . [all data]

Talon M., Koornneef M., et al., 1990
Talon M.; Koornneef M.; Zeevaart J.A.D., Accumulation of C19-gibberelins in the gibbrellin-insensitive dwarf mutant gai if Arabidopsis thaliana (L.) Heynh, Planta, 1990, 182, 4, 501-505, https://doi.org/10.1007/BF02341024 . [all data]

Talon, Koornneef, et al., 1990
Talon, M.; Koornneef, M.; Zeevaart, J.A.D., Endogenous gibberellins in Arabidopsis thaliana and possible steps blocked in the biosynthetic pathways of the semidwarf ga4 and ga5 mutants, Proc. Nat. Acad. Sci. U.S.A., 1990, 87, 20, 7983-7987, https://doi.org/10.1073/pnas.87.20.7983 . [all data]

Talon and Zeevaart, 1990
Talon, M.; Zeevaart, J.A.D., Gibberellins and stem growth as related to photoperiod in Silene armeria L., Plant Physiol., 1990, 92, 4, 1094-1100, https://doi.org/10.1104/pp.92.4.1094 . [all data]

Kim, Lee, et al., 2003
Kim, S.-K.; Lee, S.-C.; Shin, D.-H.; Jang, S.-W.; Nam, J.-W.; Park, T.-S.; Lee, I.-J., Quantification of endogenous gibberellins in leaves and tubers of Chinese yam, Dioscorea opposita Thunb. cv. Tsukune during tuber enlargement, Plant Growth Regul., 2003, 39, 2, 125-130, https://doi.org/10.1023/A:1022569506883 . [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]

Kobayashi, Spray, et al., 1996
Kobayashi, M.; Spray, C.R.; Phinney, B.O.; Gaskin, P.; MacMillan, J., Gibberellin metabolism in maize. The stepwise conversion of gibberellin A₁₂-aldehyde to gibberellin A₂₀, Plant Physiol., 1996, 110, 413-418. [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]

Hedden, Hoad, et al., 1993
Hedden, P.; Hoad, G.V.; Gaskin, P.; Lewis, M.J.; Green, J.R.; Furber, M.; Mander, L.N., Kaurenoids and gibberellins, including the newly characterized gibberellin A₈₈, in developing apple seeds, Phytochemistry, 1993, 32, 2, 231-237, https://doi.org/10.1016/S0031-9422(00)94973-2 . [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]

Oyama, Yamauchi, et al., 1996
Oyama, N.; Yamauchi, T.; Yamane, H.; Murofushi, N.; Agatsuma, M.; Pour, M.; Mander, L.N., Identification of gibberellins and 9,15-cyclogibberellins in developing apple seeds, Biosci. Biotechnol. Biochem., 1996, 60, 2, 305-308, https://doi.org/10.1271/bbb.60.305 . [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]

Davidson, Elliott, et al., 2003
Davidson, S.E.; Elliott, R.C.; Helliwell, C.A.; Poole, A.T.; Reid, J.B., The PEa gene NA encodes ent-Kaurenoic acid oxidase, Plant Physiol., 2003, 131, 1, 335-344, https://doi.org/10.1104/pp.012963 . [all data]

Yamazaki, Nishijima, et al., 2002
Yamazaki, H.; Nishijima, T.; Koshioka, M.; Miura, H., Gibberellins do no act against abscisic acid in the regulation of bulb dormancy of Allium wakegi Araki, Plant Growth Regul., 2002, 36, 3, 223-229, https://doi.org/10.1023/A:1016577529378 . [all data]

Helliwell, Chandler, et al., 2001
Helliwell, C.A.; Chandler, P.M.; Poole, A.; Dennis, E.S.; Peacock, W.J., The CYP88A cytochrome P450, ent-kaurenoic acid oxidase, catalyzes three steps of the gibberellin biosynthesis pathway, Proc. Natl. Acad. Sci. U.S.A, 2001, 98, 4, 2065-2070, https://doi.org/10.1073/pnas.98.4.2065 . [all data]

Wang, Little, et al., 1996
Wang, Q.; Little, C.H.A.; Moritz, T.; Odén, P.C., Identification of endogenous gibberellins, and metabolism of tritiated and deuterated GA₄, GA₉, and GA₂₀, in Scots pine (Pinus sylvestris) shoots, Physiol. Plant., 1996, 97, 4, 764-771, https://doi.org/10.1111/j.1399-3054.1996.tb00542.x . [all data]

Kawaide, Sassa, et al., 1995
Kawaide, H.; Sassa, T.; Kamiya, Y., Plant-like biosynthesis of gibberellin A₁ in the fungus Phaeosphaeria Sp. L487, Phytochemistry, 1995, 39, 2, 305-310, https://doi.org/10.1016/0031-9422(95)00006-S . [all data]

Tanno, Nakayama, et al., 1995
Tanno, N.; Nakayama, M.; Kurosawa, H.; Wakatsuki, M.; Tanno, M.; Abe, M.; Okagami, N.; Yokota, T., Endogenous gibberellins from three East Asian Stenophora species of the genus Dioscorea (Yams), Z. Naturforsch., 1995, 50c, 193-198. [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]

Talon, Zeevaart, et al., 1991
Talon, M.; Zeevaart, J.A.D.; Gage, D.A., Identification of gibberellins in spinach and effects of light and darkness on their levels, Plant Physiol., 1991, 97, 4, 1521-1526, https://doi.org/10.1104/pp.97.4.1521 . [all data]

Notes

Go To: Top, Mass spectrum (electron ionization), Gas Chromatography, References

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