Interactions
Long-term administration of carbon tetrachloride to rats can induce liver cirrhosis and increase albumin synthesis, but concurrent administration of carbon tetrachloride and L-azacyclobutane-2-carboxylic acid can reduce albumin synthesis and restore serum albumin levels to normal. L-azacyclobutane-2-carboxylic acid can significantly inhibit nitrate reductase activity induced by nitrate in radish and cauliflower leaf tissues with low L-proline content. Simultaneous injection of L-proline can reverse this inhibitory effect.

(S)-Azacyclobutane-2-carboxylic acid is the (S)-enantiomer of azacyclobutane-2-carboxylic acid, and also the enantiomer of (R)-azacyclobutane-2-carboxylic acid. It has been reported that (S)-azacyclobutane-2-carboxylic acid exists in lily of the valley (Convallaria majalis), Clavulinopsis helvola, and other organisms with relevant data. See also: beet (partial). Mechanism of Action: Allyl glycine (0.1 mmol) inhibited the uptake of 0.1 μmol of 4,5-(3)H-labeled L-leucine (1 CUI/mmol) and U-(3)H-labeled L-proline (266 MCI/mmol) in rat brain slices. Leucine uptake was not linear with time; L-azacyclobutane-2-carboxylic acid also inhibited proline uptake. L-azacyclobutane-2-carboxylic acid effectively induced amnesia in a single avoidance conditioned reflex test in 2-day-old chicks and prevented mechanoinduced diffusion inhibition in the retinas isolated from 2-3-week-old chicks. In various protein synthesis systems, L-azacyclobutane-2-carboxylic acid can replace L-proline incorporation into proteins. Adding L-azacyclobutane-2-carboxylic acid to the culture medium of fetal rat skulls reduced intracellular free proline content by 40-70% and decreased the rate of proline incorporation into proteins and collagen by 40-70%. Changes in intracellular proline concentration (whether through alteration of extracellular proline concentration or inhibition of proline entry into the intracellular pool) may contribute to the regulation of collagen synthesis. Proline permease in Pseudomonas aeruginosa follows saturation kinetics and is specific for L-proline. L-azacyclobutane-2-carboxylic acid competitively inhibits proline uptake. It can also exchange with a pre-established intracellular pool of labeled proline.
Odontoblasts from 16-day-old mouse embryos treated with L-2-azacyclobutanecarboxylic acid (50, 100, and 200 γ) for 4 days were in late mitosis but unpolarized and did not secrete picric acid-furossing (collagen)-positive material. Odontoblasts from 18-day-old embryos treated with L-2-azacyclobutanecarboxylic acid did not contain picric acid-furossing or striated collagen fibers; pre-odontoblasts were in late mitosis but unpolarized.

C₄H₇NO₂

101.10

101.047

2133-34-8

16486

White to off-white solid powder

1.3±0.1 g/cm3

242.0±33.0 °C at 760 mmHg

206-207 ºC

100.1±25.4 °C

0.0±1.0 mmHg at 25°C

1.499

-0.83

2

3

1

7

91.7

1

C1CN[C@@H]1C(=O)O

IADUEWIQBXOCDZ-VKHMYHEASA-N

InChI=1S/C4H7NO2/c6-4(7)3-1-2-5-3/h3,5H,1-2H2,(H,6,7)/t3-/m0/s1

(2S)-azetidine-2-carboxylic acid

LAzetidine2carboxylic acid; L Azetidine 2 carboxylic acid

2934.99.9001

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: (1). This product requires protection from light (avoid light exposure) during transportation and storage.  (2). Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.

Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

H2O : ~100 mg/mL (~989.12 mM)
DMSO :< 1 mg/mL

Solubility in Formulation 1: 100 mg/mL (989.12 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

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 (Please use freshly prepared in vivo formulations for optimal results.)