Rhizoferrin (original) (raw)
Rhizoferrin is an organic compound with the formula (CH2CH2NHCOCH2C(OH)(CO2H)CH2CO2H)2. It is multifunctional molecule with two secondary alcohols, four carboxylic acid groups, and two amide groups. In aqueous solution, it is highly ionized, but the term rhizoferrin is still applied to these species. The compound is a siderophore, which means that is it serves to transport iron from outside the cell into a host organism. Iron(III) is bound tightly to the four carboxylate anions and two tertiary alcohols. The result is a monoanionic octahedral complex.
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| dbo:abstract | Rhizoferrin is an organic compound with the formula (CH2CH2NHCOCH2C(OH)(CO2H)CH2CO2H)2. It is multifunctional molecule with two secondary alcohols, four carboxylic acid groups, and two amide groups. In aqueous solution, it is highly ionized, but the term rhizoferrin is still applied to these species. The compound is a siderophore, which means that is it serves to transport iron from outside the cell into a host organism. Rhizoferrin is derived from conjugating a pair of citric acid molecules. The pair are connected via a diamide linkage between the putrescine (1,4-diaminobutane) and one of the two unhindered carboxylic acid groups of citric acid. The result is a C2-symmetric hexadentate ligand. A related siderophore is , where the two citric acid groups are linked by D-ornithine. The structure of rhizoferrin was established by total synthesis. Iron(III) is bound tightly to the four carboxylate anions and two tertiary alcohols. The result is a monoanionic octahedral complex. (en) |
| dbo:iupacName | (2R)-2-[2-({4-[(3S)-3,4-Dicarboxy-3-hydroxybutanamido]butyl}amino)-2-oxoethyl]-2-hydroxybutanedioic acid (en) |
| dbo:thumbnail | wiki-commons:Special:FilePath/Rhizoferrin_w_stereochem.svg?width=300 |
| dbo:wikiPageID | 65993970 (xsd:integer) |
| dbo:wikiPageLength | 3508 (xsd:nonNegativeInteger) |
| dbo:wikiPageRevisionID | 1023014447 (xsd:integer) |
| dbo:wikiPageWikiLink | dbr:Putrescine dbc:Carboxylic_acids dbc:Iron(III)_compounds dbr:Organic_compound dbr:Citric_acid dbr:Amide dbr:Carboxylic_acid dbc:Amides dbc:Siderophores dbr:Ornithine dbr:Siderophore dbr:Secondary_alcohol dbr:File:Ferric_rhizoferrin.svg dbr:Staphyloferrin_A |
| dbp:imagefile | Rhizoferrin w stereochem.svg (en) |
| dbp:imagesize | 326 (xsd:integer) |
| dbp:pin | -2 (xsd:integer) |
| dbp:wikiPageUsesTemplate | dbt:Chembox dbt:Chembox_Hazards dbt:Chembox_Identifiers dbt:Chembox_Properties dbt:Chembox_Related |
| dcterms:subject | dbc:Carboxylic_acids dbc:Iron(III)_compounds dbc:Amides dbc:Siderophores |
| rdf:type | owl:Thing dul:ChemicalObject dbo:ChemicalSubstance wikidata:Q11173 dbo:ChemicalCompound |
| rdfs:comment | Rhizoferrin is an organic compound with the formula (CH2CH2NHCOCH2C(OH)(CO2H)CH2CO2H)2. It is multifunctional molecule with two secondary alcohols, four carboxylic acid groups, and two amide groups. In aqueous solution, it is highly ionized, but the term rhizoferrin is still applied to these species. The compound is a siderophore, which means that is it serves to transport iron from outside the cell into a host organism. Iron(III) is bound tightly to the four carboxylate anions and two tertiary alcohols. The result is a monoanionic octahedral complex. (en) |
| rdfs:label | Rhizoferrin (en) |
| owl:sameAs | wikidata:Rhizoferrin https://global.dbpedia.org/id/FWfmx |
| prov:wasDerivedFrom | wikipedia-en:Rhizoferrin?oldid=1023014447&ns=0 |
| foaf:depiction | wiki-commons:Special:FilePath/Ferric_rhizoferrin.svg wiki-commons:Special:FilePath/Rhizoferrin_w_stereochem.svg |
| foaf:isPrimaryTopicOf | wikipedia-en:Rhizoferrin |
| is foaf:primaryTopic of | wikipedia-en:Rhizoferrin |
