Gibberellic acid

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Gibberellic acid
Gibberellic acid.svg
Gibberellic-acid-from-xtal-3D-bs-17.png
Names
IUPAC name
(3S,3aS,4S,4aS,7S,9aR,9bR,12S)-7,12-Dihydroxy-3-methyl-6-methylene-2-oxoperhydro-4a,7-methano-9b,3-propenoazuleno[1,2-b]furan-4-carboxylic acid
Identifiers
3D model (JSmol)
54346
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.000.911 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 201-001-0
KEGG
PubChem CID
UNII
  • InChI=1S/C19H22O6/c1-9-7-17-8-18(9,24)5-3-10(17)19-6-4-11(20)16(2,15(23)25-19)13(19)12(17)14(21)22/h4,6,10-13,20,24H,1,3,5,7-8H2,2H3,(H,21,22)/t10-,11+,12-,13-,16+,17+,18+,19-/m1/s1 Yes check.svgY
    Key: IXORZMNAPKEEDV-SNTJWBGVSA-N Yes check.svgY
  • InChI=1/C19H22O6/c1-9-7-17-8-18(9,24)5-3-10(17)19-6-4-11(20)16(2,15(23)25-19)13(19)12(17)14(21)22/h4,6,10-13,20,24H,1,3,5,7-8H2,2H3,(H,21,22)/t10-,11+,12-,13-,16+,17+,18+,19-/m1/s1
    Key: IXORZMNAPKEEDV-SNTJWBGVBW
  • O=C1O[C@@]52\C=C/[C@H](O)[C@]1([C@H]5[C@H](C(=O)O)[C@]43[C@H]2CC[C@@](O)(C(=C)C3)C4)C
Properties
C19H22O6
Molar mass 346.379 g·mol−1
Melting point 233 to 235 °C (451 to 455 °F; 506 to 508 K) (decomposition)
5 g/L (20 °C)
Hazards
GHS labelling:
GHS-pictogram-exclam.svg
Warning
H319
P264, P280, P305+P351+P338, P337+P313
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)

Gibberellic acid (also called gibberellin A3 or GA3) is a hormone found in plants and fungi. [1] Its chemical formula is C19H22O6. When purified, it is a white to pale-yellow solid.

Plants in their normal state produce large amounts of GA3. It is possible to produce the hormone industrially using microorganisms. [2] Gibberellic acid is a simple gibberellin, a pentacyclic diterpene acid promoting growth and elongation of cells. It affects decomposition of plants and helps plants grow if used in small amounts, but eventually plants develop tolerance to it.[ citation needed ] GA stimulates the cells of germinating seeds to produce mRNA molecules that code for hydrolytic enzymes. Gibberellic acid is a very potent hormone whose natural occurrence in plants controls their development. Since GA regulates growth, applications of very low concentrations can have a profound effect while too much will have the opposite effect. [3] It is usually used in concentrations between 0.01 and 10 mg/L.[ citation needed ]

GA was first identified in Japan in 1926, as a metabolic by-product of the plant pathogen Gibberella fujikuroi (thus the name), which afflicts rice plants. Fujikuroi-infected plants develop bakanae ("foolish seedling"), which causes them to rapidly elongate beyond their normal adult height. The plants subsequently lodge due to lack of support, and die. [2]

Gibberellins have a number of effects on plant development. They can stimulate rapid stem and root growth, induce mitotic division in the leaves of some plants, and increase seed germination rates. [4]

Gibberellic acid is sometimes used in laboratory and greenhouse settings to trigger germination in seeds that would otherwise remain dormant. [3] It is also widely used in the grape-growing industry as a hormone to induce the production of larger bunches and bigger grapes, especially Thompson seedless grapes. In the Okanagan and Creston valleys, it is also used as a growth regulator in the cherry industry. It is used on Clementine Mandarin oranges, which may otherwise cross-pollinate with other citrus and produce undesirable seeds. Applied directly on the blossoms as a spray, it allows for Clementines to produce a full crop of seedless fruit.

GA is widely used in the barley malting industry. A GA solution is sprayed on the barley after the steeping process is completed. This stimulates growth in otherwise partly dormant kernels and produces a uniform and rapid growth.

See also

Related Research Articles

<span class="mw-page-title-main">Germination</span> Process by which an organism grows from a spore or seed

Germination is the process by which an organism grows from a seed or spore. The term is applied to the sprouting of a seedling from a seed of an angiosperm or gymnosperm, the growth of a sporeling from a spore, such as the spores of fungi, ferns, bacteria, and the growth of the pollen tube from the pollen grain of a seed plant.

<span class="mw-page-title-main">Dormancy</span> State of minimized physical activity of an organism

Dormancy is a period in an organism's life cycle when growth, development, and physical activity are temporarily stopped. This minimizes metabolic activity and therefore helps an organism to conserve energy. Dormancy tends to be closely associated with environmental conditions. Organisms can synchronize entry to a dormant phase with their environment through predictive or consequential means. Predictive dormancy occurs when an organism enters a dormant phase before the onset of adverse conditions. For example, photoperiod and decreasing temperature are used by many plants to predict the onset of winter. Consequential dormancy occurs when organisms enter a dormant phase after adverse conditions have arisen. This is commonly found in areas with an unpredictable climate. While very sudden changes in conditions may lead to a high mortality rate among animals relying on consequential dormancy, its use can be advantageous, as organisms remain active longer and are therefore able to make greater use of available resources.

<span class="mw-page-title-main">Plant hormone</span> Chemical compounds that regulate plant growth and development

Plant hormones are signal molecules, produced within plants, that occur in extremely low concentrations. Plant hormones control all aspects of plant growth and development, including embryogenesis, the regulation of organ size, pathogen defense, stress tolerance and reproductive development. Unlike in animals each plant cell is capable of producing hormones. Went and Thimann coined the term "phytohormone" and used it in the title of their 1937 book.

<span class="mw-page-title-main">Parthenocarpy</span> Production of seedless fruit without fertilisation

In botany and horticulture, parthenocarpy is the natural or artificially induced production of fruit without fertilisation of ovules, which makes the fruit seedless. The phenomenon has been observed since ancient times but was first scientifically described by German botanist Fritz Noll in 1902.

<span class="mw-page-title-main">Auxin</span> Plant hormone

Auxins are a class of plant hormones with some morphogen-like characteristics. Auxins play a cardinal role in coordination of many growth and behavioral processes in plant life cycles and are essential for plant body development. The Dutch biologist Frits Warmolt Went first described auxins and their role in plant growth in the 1920s. Kenneth V. Thimann became the first to isolate one of these phytohormones and to determine its chemical structure as indole-3-acetic acid (IAA). Went and Thimann co-authored a book on plant hormones, Phytohormones, in 1937.

Gibberellins (GAs) are plant hormones that regulate various developmental processes, including stem elongation, germination, dormancy, flowering, flower development, and leaf and fruit senescence. GAs are one of the longest-known classes of plant hormone. It is thought that the selective breeding of crop strains that were deficient in GA synthesis was one of the key drivers of the "green revolution" in the 1960s, a revolution that is credited to have saved over a billion lives worldwide.

<span class="mw-page-title-main">Abscisic acid</span> Plant hormone

Abscisic acid is a plant hormone. ABA functions in many plant developmental processes, including seed and bud dormancy, the control of organ size and stomatal closure. It is especially important for plants in the response to environmental stresses, including drought, soil salinity, cold tolerance, freezing tolerance, heat stress and heavy metal ion tolerance.

<span class="mw-page-title-main">Sultana (grape)</span> "white" (pale green), oval seedless grape variety

The sultana is a "white", oval seedless grape variety also called the sultanina, Thompson Seedless, Lady de Coverly (England), and oval-fruited Kishmish. It is also known as İzmir üzümü in Turkey since this variety has been extensively grown in the region around İzmir. It is assumed to originate from Asia Minor, which later became part of the Ottoman Empire.

<i>Gibberella</i> Genus of fungi

Gibberella is a genus of fungi in the family Nectriaceae.

<span class="mw-page-title-main">Plant senescence</span> Process of aging in plants

Plant senescence is the process of aging in plants. Plants have both stress-induced and age-related developmental aging. Chlorophyll degradation during leaf senescence reveals the carotenoids, such as anthocyanin and xanthophylls, which are the cause of autumn leaf color in deciduous trees. Leaf senescence has the important function of recycling nutrients, mostly nitrogen, to growing and storage organs of the plant. Unlike animals, plants continually form new organs and older organs undergo a highly regulated senescence program to maximize nutrient export.

<span class="mw-page-title-main">Stenospermocarpy</span> Biological mechanism

Stenospermocarpy is the biological mechanism that produces parthenocarpy (seedlessness) in some fruits, notably many table grapes.

Aleurone is a protein found in protein granules of maturing seeds and tubers. The term also describes one of the two major cell types of the endosperm, the aleurone layer. The aleurone layer is the outermost layer of the endosperm, followed by the inner starchy endosperm. This layer of cells is sometimes referred to as the peripheral endosperm. It lies between the pericarp and the hyaline layer of the endosperm. Unlike the cells of the starchy endosperm, aleurone cells remain alive at maturity. The ploidy of the aleurone is (3n) [as a result of double fertilization].

Seed dormancy is an evolutionary adaptation that prevents seeds from germinating during unsuitable ecological conditions that would typically lead to a low probability of seedling survival. Dormant seeds do not germinate in a specified period of time under a combination of environmental factors that are normally conducive to the germination of non-dormant seeds.

A seedless fruit is a fruit developed to possess no mature seeds. Since eating seedless fruits is generally easier and more convenient, they are considered commercially valuable.

<i>Bakanae</i> Fungal disease of rice

Bakanae or bakanae disease, from the Japanese for "foolish seedling", is a disease that infects rice plants. It is caused by the fungus Gibberella fujikuroi, the metabolism of which produces a surplus of gibberellic acid. In the plant, this acts as a growth hormone, causing hypertrophy. The affected plants, which are visibly etiolated, chlorotic, and which are at best infertile with empty panicles, producing no edible grains; at worst, they are incapable of supporting their own weight, topple over, and die.

<i>Gibberella fujikuroi</i> Species of fungus

Gibberella fujikuroi is a fungal plant pathogen. It causes bakanae disease in rice seedlings.

<span class="mw-page-title-main">Pixie Grape</span> Variety of grape

The Pixie Grape is a new type of Vitis vinifera cultivar. The Pixie is a natural dwarf grapevine that is derived from the periclinal L1/L2 chimera Pinot Meunier. These dwarf grapevines tend to have short internodes and prefer to grow flowers instead of tendrils. They grow from 1 foot to 2 feet in height and produce clusters with a size on average of 4 inches. It is simple to cultivate in greenhouses and grows year round. Its purpose was to create an easy tool with which to conduct grapevine research. The grape was developed by grape rootstock breeder Dr. Peter Cousins of the USDA and David Tricoli of the Plant Transformation Facility, University of California Davis.

<span class="mw-page-title-main">Rhizophagus iranicus var. tenuihypharum</span> Variety of fungus

Glomus iranicum var. tenuihypharum is an arbuscular mycorrhizal fungus (AMF) that helps improve the physiochemical conditions of the soil and stimulates growth and productivity of the majority of plants. This species, isolated from an alkaline pH 9.5 soil with high concentrations of Mg, Ca and Mn salts, achieves good symbiosis with the majority of agricultural plants, including those under intensive agricultural conditions. It produces abundant extramatrical mycelium that can explore large volumes of soil, reproduces through spores generated inside the root, facilitates good transport of nutrients within the roots of the plant and tolerates high concentrations of nutritional salts in the soil, exhibiting good tolerance to the fertilisation protocols of intensive agriculture.

<span class="mw-page-title-main">Ethylene (plant hormone)</span> Alkene gas naturally regulating the plant growth

Ethylene (CH
2
=CH
2
) is an unsaturated hydrocarbon gas (alkene) acting as a naturally occurring plant hormone. It is the simplest alkene gas and is the first gas known to act as hormone. It acts at trace levels throughout the life of the plant by stimulating or regulating the ripening of fruit, the opening of flowers, the abscission (or shedding) of leaves and, in aquatic and semi-aquatic species, promoting the 'escape' from submergence by means of rapid elongation of stems or leaves. This escape response is particularly important in rice farming. Commercial fruit-ripening rooms use "catalytic generators" to make ethylene gas from a liquid supply of ethanol. Typically, a gassing level of 500 to 2,000 ppm is used, for 24 to 48 hours. Care must be taken to control carbon dioxide levels in ripening rooms when gassing, as high temperature ripening (20 °C; 68 °F) has been seen to produce CO2 levels of 10% in 24 hours.

<span class="mw-page-title-main">Photoblasticism</span>

Photoblasticism is a mechanism of seed dormancy. Photoblastic seeds require light in order to germinate. Once germination starts, the stored nutrients that have accumulated during maturation start to be digested which then supports cell expansion and overall growth. Within light-stimulated germination, Phytochrome B (PHYB) is the photoreceptor that is responsible for the beginning stages of germination. When red light is present, PHYB is converted to its active form and moves from the cytoplasm to the nucleus where it upregulates the degradation of PIF1. PIF1, phytochrome-interaction-factor-1, negatively regulates germination by increasing the expression of proteins that repress the synthesis of gibberellin (GA), a major hormone in the germination process. Another factor that promotes germination is HFR1 which accumulates in light in some way and forms inactive heterodimers with PIF1.

References

  1. Silva ALL, Rodrigues C, Costa JL, Machado MP, Penha RO, Biasi LA, Vandenberghe LPS, Soccol CR (2013). "Gibberellic acid fermented extract obtained by solid-state fermentation using citric pulp by Fusarium moniliforme: Influence on Lavandula angustifolia Mill. cultivated in vitro" (PDF). Pakistan Journal of Botany. 45 (6): 2057–2064. Retrieved 26 November 2014.
  2. 1 2 Camara, M. C. et al (2015) General Aspects and Applications of Gibberelins and Gibberellic Acid in Plants. In: Hardy, J.. (Org.). Gibberellins and Gibberellic Acid: Biosynthesis, Regulation and Physiological Effects. 1ed.Hauppauge: Nova Science Publishers, 2015, v., p. 1-21.
  3. 1 2 Riley, John M. "Gibberellic Acid for Fruit Set and Seed Germination" . Retrieved 26 Oct 2012.
  4. Edwards, Miriam (1976). "Dormancy in Seeds of Charlock (Sinapis arvensis L.)". Plant Physiol. 58 (5): 626–630. doi:10.1104/pp.58.5.626. PMC   542271 . PMID   16659732.