2734. Cycloleucine

Nomenclature

CAS number: 52-52-8
1-Aminocyclopentanecarboxylic acid; ACPC; CB-1639; NSC-1026.
C6H11NO2; mol wt 129.16.
C 55.79%, H 8.58%, N 10.84%, O 24.77%.

Description and references

Synthetic amino acid thought to act as a valine antagonist. Prepn: Zelinsky, Stadnikoff, Z. Physiol. Chem. 75, 350 (1911); Connors, Ross, J. Chem. Soc. 1960, 2119; Cremlyn, ibid. 1962, 3977; Sudo, Ichihara, Bull. Chem. Soc. Jpn. 36, 34 (1963). Manuf: NL 6607754 (1966 to Rohm & Haas), C.A. 67, 73159b (1967). Review: R. B. Ross et al., J. Med. Pharm. Chem. 3, 1 (1961). Immunopharmacology: Rosenthale et al., J. Pharmacol. Exp. Ther. 180, 501 (1972); Brambilla et al., Cancer Chemother. Rep. Part 1 56, 579 (1972).

Chemical structure

Properties

Crystals from ethanol-water, mp 330° (dec). Soly in water approx 5 g/100 ml. Forms stable metal salts.

Derivative

Hydrochloride.

Nomenclature

CAS number: 92398-48-6; 66146-62-1 (monohydrate)

Properties

Prismic crystals from water, mp 274° (dec). LD50 in mice, rats (mg/kg): 309, 290 orally; in rats (mg/kg): 340 i.v. (Ross).

Use

Biological testing material for immunosuppressive properties in mice; for amino acid transport studies.