L-Azetidine-2-carboxylic Acid

L-Azetidine-2-carboxylic Acid

CAT N°: 33189
Price:

From 55.00 46.75

L-Azetidine-2-carboxylic acid is a non-proteinogenic amino acid derivative of L-proline that has been found in C. majalis and has diverse biological activities.{52949,52951,52950,52952} It is toxic to a variety of bacteria, but the bacteria E. agglomerans and E. amnigenus metabolize it for use as a source of nitrogen. L-Azetidine-2-carboxylic acid induces misfolding of proteins when incorporated into the nascent polypeptide chain.{52949} It destabilizes the collagen triple helix and reduces the extracellular localization of collagen.{52951} L-Azetidine-2-carboxylic acid inhibits growth of type IV collagen-producing 450.1 murine mammary cancer cells in vitro (IC50 = 7.6 µg/ml) but is inactive in a 450.1 murine model of mammary cancer when administered at doses ranging from 12.5 to 200 mg/kg twice per day and induces liver toxicity at the highest dose.{52950} It is teratogenic to, and disrupts skeletal development in, hamster fetuses when administered to pregnant hamsters at a dose of 300 mg/kg on gestational day 11.{52952}

Territorial Availability: Available through Bertin Technologies only in France

  • Synonyms
    • (2S)-2-azetidinecarboxylic acid
  • Correlated keywords
    • A-2C A2C Aze L-AZC LACA Convallaria Enterobacter Erwinia
  • Product Overview:
    L-Azetidine-2-carboxylic acid is a non-proteinogenic amino acid derivative of L-proline that has been found in C. majalis and has diverse biological activities.{52949,52951,52950,52952} It is toxic to a variety of bacteria, but the bacteria E. agglomerans and E. amnigenus metabolize it for use as a source of nitrogen. L-Azetidine-2-carboxylic acid induces misfolding of proteins when incorporated into the nascent polypeptide chain.{52949} It destabilizes the collagen triple helix and reduces the extracellular localization of collagen.{52951} L-Azetidine-2-carboxylic acid inhibits growth of type IV collagen-producing 450.1 murine mammary cancer cells in vitro (IC50 = 7.6 µg/ml) but is inactive in a 450.1 murine model of mammary cancer when administered at doses ranging from 12.5 to 200 mg/kg twice per day and induces liver toxicity at the highest dose.{52950} It is teratogenic to, and disrupts skeletal development in, hamster fetuses when administered to pregnant hamsters at a dose of 300 mg/kg on gestational day 11.{52952}

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