L-Azetidine-2-carboxylic Acid

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Cat No: 33189

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. agglome...

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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}

Size	100 mg
Shipping	dry ice
CAS Number	2133-34-8
Molecular Formula	C₄H₇NO₂
SMILES	OC([C@@H]1CCN1)=O
Molecular Weight	101,1
Formulation	A crystalline solid
Purity	≥95%
Custom Code	2933.99
UNSPSC code	12352100

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

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ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.