Azetidine-2-carboxylic acid

Names

[ Name ]:
Azetidine-2-carboxylic acid

[Synonym ]:
Azetidine-2-carboxylic acid
(±)-2-Azetidinecarboxylic Acid
UNII:775261TI36
2-Azetidinecarboxylic acid
2-azetidine-carboxylic acid
2-carboxyazetidine
azetidinecarboxylic acid
azethidine-2-carboxylic acid
1-AZETIDINESULFONAMIDE
azetidine-1-sulphonamide
EINECS 219-740-2

Biological Activity

[Description]:

Azetidine-2-carboxylic acid is a non proteinogenic amino acid homologue of proline. Found in common beets. Azetidine-2-carboxylic acid can be misincorporated into proteins in place of proline in many species, including humans. Toxic and teratogenic agent[1][2].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Cancer

Natural Products >> Others

[In Vitro]

Azetidine-2-carboxylic acid (375-5oo μg per day) is incorporated into the collagen synthesized by chick embryo cartilage in vitro[3].

[References]

[1]. Rubenstein E, et al. Azetidine-2-carboxylic acid in the food chain. Phytochemistry. 2009 Jan;70(1):100-4.

[2]. Rubenstein E, et al. Misincorporation of the proline analog azetidine-2-carboxylic acid in the pathogenesis of multiple sclerosis: a hypothesis. J Neuropathol Exp Neurol. 2008 Nov;67(11):1035-40.

[3]. Lane JM, et al. Effect of the proline analogue azetidine-2-carboxylic acid on collagen synthesis in vivo. I. Arrest of collagen accumulation in growing chick embryos. Biochim Biophys Acta. 1971 Jun 29;236(3):517-27.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
242.0±33.0 °C at 760 mmHg

[ Melting Point ]:
217°C (rough estimate)

[ Molecular Formula ]:
C₄H₇NO₂

[ Molecular Weight ]:
101.104

[ Flash Point ]:
100.1±25.4 °C

[ Exact Mass ]:
101.047676

[ PSA ]:
49.33000

[ LogP ]:
-0.83

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.499

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
Xi

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%