Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:55:36 UTC
Update Date2024-04-30 19:44:43 UTC
Metabolite IDMMDBc0030144
Metabolite Identification
Common Name3-Aminopropylphosphonate
Description3-aminopropylphosphonate is a member of the chemical class known as Organic Phosphonic Acids and Derivatives. These are organic compounds containing phosphonic acid or a derivative thereof. . Phosphonates (Pn) are a large class of organophosphorus molecules that have direct carbon-phosphorus (C-P) bonds in place of the carbon-oxygen-phosphorus ester bond. In bacteria two pathways exist for Pn breakdown for use as a P source: the phosphonatase and C-P lyase pathways. These pathways differ both in regard to their substrate specificity and their cleavage mechanism. The phosphonatase pathway acts on the natural Pn alpha-aminoethylphosphonate (AEPn). In a two-step process it leads to cleavage of the C-P bond by a hydrolysis reaction requiring an adjacent carbonyl group. In contrast the C-P lyase pathway has a broad substrate specificity. It leads to cleavage of substituted Pn (such as AEPn) as well as unsubstituted Pn by a mechanism involving redox or radical chemistry. Due to its broad substrate specificity, the C-P lyase pathway is generally thought to be responsible for the breakdown of Pn herbicides (such as glyphosate) by bacteria.
Structure
Synonyms
ValueSource
3-APPAChEBI
3-APPnChEBI
3-AminopropylphosphonateGenerator
Aminopropylphosphonate, sodium saltHMDB
3-Aminopropylphosphonic acidChEMBL, Generator, ChEBI
Molecular FormulaC3H10NO3P
Average Mass139.0902
Monoisotopic Mass139.039829703
IUPAC Name(3-aminopropyl)phosphonic acid
Traditional Name3-aminopropylphosphonic acid
CAS Registry NumberNot Available
SMILES
NCCCP(O)(O)=O
InChI Identifier
InChI=1S/C3H10NO3P/c4-2-1-3-8(5,6)7/h1-4H2,(H2,5,6,7)
InChI KeyGSZQTIFGANBTNF-UHFFFAOYSA-N