 | |
| Names | |
|---|---|
| IUPAC name 9-Methoxy-6a,11a-dihydro-6H-[1]benzofuro[3,2-c]chromen-3-ol | |
| Other names 3-Hydroxy-9-methoxypterocarpan | |
| Identifiers | |
3D model (JSmol) | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| KEGG | |
PubChem CID | |
| UNII | |
| |
| |
| Properties | |
| C16H14O4 | |
| Molar mass | 270.27 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Medicarpin is a pterocarpan, a derivative of isoflavonoids.
Medicarpin is found in Medicago truncatula and Swartzia madagascariensis . It can also be found in Maackia amurensis cell cultures. [1]
The root nodule formation by Sinorhizobium meliloti [2] is apparently dependent on the flavonoids pathway. [3]
Pterocarpin synthase has 3 substrates : medicarpin, NADP+ and H2O, and 3 products : vestitone, NADPH and H+. [4]
Medicago is a genus of flowering plants, commonly known as medick or burclover, in the legume family (Fabaceae). It contains at least 87 species and is distributed mainly around the Mediterranean basin. The best-known member of the genus is alfalfa, an important forage crop, and the genus name is based on the Latin name for that plant, medica, from Greek: μηδική (πόα) Median (grass). Most members of the genus are low, creeping herbs, resembling clover, but with burs. However, alfalfa grows to a height of 1 meter, and tree medick is a shrub. Members of the genus are known to produce bioactive compounds such as medicarpin and medicagenic acid. Chromosome numbers in Medicago range from 2n = 14 to 48.
Rhizobia are diazotrophic bacteria that fix nitrogen after becoming established inside the root nodules of legumes (Fabaceae). To express genes for nitrogen fixation, rhizobia require a plant host; they cannot independently fix nitrogen. In general, they are gram negative, motile, non-sporulating rods.
Ensifer meliloti are an aerobic, Gram-negative, and diazotrophic species of bacteria. S. meliloti are motile and possess a cluster of peritrichous flagella. S. meliloti fix atmospheric nitrogen into ammonia for their legume symbionts, such as alfalfa. S. meliloti forms a symbiotic relationship with legumes from the genera Medicago, Melilotus and Trigonella, including the model legume Medicago truncatula. This symbiosis promotes the development of a plant organ, termed a root nodule. Because soil often contains a limited amount of nitrogen for plant use, the symbiotic relationship between S. meliloti and their legume hosts has agricultural applications. These techniques reduce the need for inorganic nitrogenous fertilizers.
Root nodules are found on the roots of plants, primarily legumes, that form a symbiosis with nitrogen-fixing bacteria. Under nitrogen-limiting conditions, capable plants form a symbiotic relationship with a host-specific strain of bacteria known as rhizobia. This process has evolved multiple times within the legumes, as well as in other species found within the Rosid clade. Legume crops include beans, peas, and soybeans.
Nod factors, are signaling molecules produced by soil bacteria known as rhizobia in response to flavonoid exudation from plants under nitrogen limited conditions. Nod factors initiate the establishment of a symbiotic relationship between legumes and rhizobia by inducing nodulation. Nod factors produce the differentiation of plant tissue in root hairs into nodules where the bacteria reside and are able to fix nitrogen from the atmosphere for the plant in exchange for photosynthates and the appropriate environment for nitrogen fixation. One of the most important features provided by the plant in this symbiosis is the production of leghemoglobin, which maintains the oxygen concentration low and prevents the inhibition of nitrogenase activity.
Isoflavones are substituted derivatives of isoflavone, a type of naturally occurring isoflavonoids, many of which act as phytoestrogens in mammals. Isoflavones are produced almost exclusively by the members of the bean family, Fabaceae (Leguminosae).
Sharon Rugel Long is an American plant biologist. She is the Steere-Pfizer Professor of Biological Science in the Department of Biology at Stanford University, and the Principal Investigator of the Long Laboratory at Stanford.
Daidzein is a naturally occurring compound found exclusively in soybeans and other legumes and structurally belongs to a class of compounds known as isoflavones. Daidzein and other isoflavones are produced in plants through the phenylpropanoid pathway of secondary metabolism and are used as signal carriers, and defense responses to pathogenic attacks. In humans, recent research has shown the viability of using daidzein in medicine for menopausal relief, osteoporosis, blood cholesterol, and lowering the risk of some hormone-related cancers, and heart disease. Despite the known health benefits, the use of both puerarin and daidzein is limited by their poor bioavailability and low water solubility.
In enzymology, an isoflavone 7-O-methyltransferase is an enzyme that catalyzes the chemical reaction
Formononetin is an O-methylated isoflavone.
Prenylated flavonoids or prenylflavonoids are a sub-class of flavonoids. They are widely distributed throughout the plant kingdom. Some are known to have phytoestrogenic or antioxidant properties. They are given in the list of adaptogens in herbalism. Chemically they have a prenyl group attached to their flavonoid backbone. It is usually assumed that the addition of hydrophobic prenyl groups facilitate attachment to cell membranes. Prenylation may increase the potential activity of its original flavonoid.
Retusin is an O-methylated isoflavone, a type of flavonoid. It can be found in Fabaceae species like Dipteryx odorata, in Dalbergia retusa and in Millettia nitida. It can also be found in Maackia amurensis cell cultures.
enod40, also known as early nodulin 40, is a gene found in flowering plants. The gene has characteristics of both protein and Non-coding RNA genes. There is some evidence that the non-coding characteristics of this gene are more widely conserved than the protein coding sequences. In soyabeans enod40 was found to be expressed during early stages of formation of nitrogen-fixing root nodules that are associated with symbiotic soil rhizobial bacteria. The gene is also active in roots containing fungi forming phosphate-acquiring arbuscular mycorrhiza. An interaction with a novel RNA-binding protein MtRBP1 investigated in the development of Root nodule suggests ENOD40 has a function of cytoplasmic relocalization of nuclear proteins. In the study of non-legume plants, the over-expression of ENOD40 in transgenic Arabidopsis lines was observed a reduction of cell expansion.
Pterocarpans are derivatives of isoflavonoids found in the family Fabaceae. It is a group of compounds which can be described as benzo-pyrano-furano-benzenes which can be formed by coupling of the B ring to the 4-one position.
Within genetics, post-genomic research has rendered bacterial small non-coding RNAs (sRNAs) as major players in post-transcriptional regulation of gene expression in response to environmental stimuli. The Alphaproteobacteria includes Gram-negative microorganisms with diverse life styles; frequently involving long-term interactions with higher eukaryotes.
2,7,4'-Trihydroxyisoflavanone 4'-O-methyltransferase is an enzyme with systematic name S-adenosyl-L-methionine:2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase . This enzyme catalyses the following chemical reaction
4′,7-Dihydroxyflavone is a flavone. It is found in Medicago truncatula in relation with the root nodulation symbiont Sinorhizobium meliloti or in seeds of Sophora viciifolia.
Pisatin (3-hydroxy-7-methoxy-4′,5′-methylenedioxy-chromanocoumarane) is the major phytoalexin made by the pea plant Pisum sativum. It was the first phytoalexin to be purified and chemically identified. The molecular formula is C17H14O6.
Felix Dapare Dakora, is a Ghanaian plant biologist investigating biological nitrogen fixation at the Tshwane University of Technology in South Africa. He currently serves as President of The African Academy of Sciences for the 2017–2023 terms. Dakora was awarded the UNESCO-Equatorial Guinea International Prize for Research in the Life Sciences and the African Union Kwame Nkrumah Scientific Award. Dakora is a Fellow of the Academy of Science of South Africa.
Ensifer numidicus is a nitrogen fixing symbiont of Fabaceae. gram-negative, aerobic, non-spore forming, rod-shaped bacterium of the family Rhizobiaceae. First described in 2010; more biovars have since been isolated and described with ORS 1407 considered the representative organism. Most examples have been found in arid and infra-arid regions of Tunisia.
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