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Page 1
The antiproliferative and immunotoxic effects of L-canavanine and L-canaline.
Bence AK, Worthen DR, Adams VR, Crooks PA. Bence AK, et al. Anticancer Drugs. 2002 Mar;13(3):313-20. doi: 10.1097/00001813-200203000-00013. Anticancer Drugs. 2002. PMID: 11984075
L-Canavanine and its arginase-catalyzed metabolite, L-canaline, are two novel anticancer agents in development. Since the immunotoxic evaluation of agents in development is a critical component of the drug development process, the antiproliferative effects of L-canavanine …
L-Canavanine and its arginase-catalyzed metabolite, L-canaline, are two novel anticancer agents in development. Since the immunotoxic …
Mode of inhibition of ornithine aminotransferase by L-canaline.
Kito K, Sanada Y, Katunuma N. Kito K, et al. J Biochem. 1978 Jan;83(1):201-6. doi: 10.1093/oxfordjournals.jbchem.a131892. J Biochem. 1978. PMID: 624704 Free article.
The mechanism of inhibition of ornithine aminotransferase [EC 2.6.1.13] by L-canaline (alpha-amino-gamma-amino-oxybutyric acid) was investigated. Spectral changes of pyridoxal 5'-phosphate in ornithine aminotransferase on addition of L-canaline showed that L-cana
The mechanism of inhibition of ornithine aminotransferase [EC 2.6.1.13] by L-canaline (alpha-amino-gamma-amino-oxybutyric acid) was i …
DL-canaline and 5-fluoromethylornithine. Comparison of two inactivators of ornithine aminotransferase.
Bolkenius FN, Knödgen B, Seiler N. Bolkenius FN, et al. Biochem J. 1990 Jun 1;268(2):409-14. doi: 10.1042/bj2680409. Biochem J. 1990. PMID: 2363680 Free PMC article.
This demonstrates that the stereochemistry at C-2 of ornithine is not absolutely stringent. In vitro, canaline reacted faster than 5FMOrn with OAT. In vivo, however, only incomplete OAT inhibition was observed with canaline. Whereas intraperitoneal administration of …
This demonstrates that the stereochemistry at C-2 of ornithine is not absolutely stringent. In vitro, canaline reacted faster than 5F …
Radiochemical synthesis of DL-canaline and the colorimetric assay of canaline.
Rosenthal GA, Thomas D. Rosenthal GA, et al. Anal Biochem. 1984 Jul;140(1):246-9. doi: 10.1016/0003-2697(84)90160-x. Anal Biochem. 1984. PMID: 6486410
This procedure can be extended to the production of DL-[carboxy-14C]canavanine by guanidination of C-1-labeled DL-canaline with O-methylisourea. A markedly improved colorimetric assay for canaline has been achieved by a procedure involving carbamylation of canali
This procedure can be extended to the production of DL-[carboxy-14C]canavanine by guanidination of C-1-labeled DL-canaline with O-met …
L-canaline: a potent antimetabolite and anti-cancer agent from leguminous plants.
Rosenthal GA. Rosenthal GA. Life Sci. 1997;60(19):1635-41. doi: 10.1016/s0024-3205(96)00595-4. Life Sci. 1997. PMID: 9129118 Review.
L-Canaline, the L-2-amino-4-(aminooxy)butyric acid structural analog of L-ornithine' is a powerful antimetabolite stored in many leguminous plants. This nonprotein amino acid reacts vigorously with the pyridoxal phosphate moiety of vitamin B6-containing enzymes to form a c …
L-Canaline, the L-2-amino-4-(aminooxy)butyric acid structural analog of L-ornithine' is a powerful antimetabolite stored in many legu …
A mechanism of L-canaline toxicity.
Rosenthal GA. Rosenthal GA. Eur J Biochem. 1981 Feb;114(2):301-4. doi: 10.1111/j.1432-1033.1981.tb05149.x. Eur J Biochem. 1981. PMID: 7215357 Free article.
L-Canaline, a highly toxic structural analogue of L-ornithine, reacted with pyridoxal phosphate to form a stable, ninhydrin-positive complex. ...Spectral scans provided evidence that the loss in catalytic activity is associated with the reaction of canaline with the …
L-Canaline, a highly toxic structural analogue of L-ornithine, reacted with pyridoxal phosphate to form a stable, ninhydrin-positive …
Additive and Synergistic Growth-inhibiting Properties of the Canaline-Urea Cycle Amino Acids.
Rosenthal GA, Gulati DK, Sabharwal PS. Rosenthal GA, et al. Plant Physiol. 1976 Apr;57(4):493-6. doi: 10.1104/pp.57.4.493. Plant Physiol. 1976. PMID: 16659513 Free PMC article.
Growth studies with Lemna minor revealed the additive and synergistic growth-inhibiting properties of the canaline-urea cycle amino acids. Simultaneous canavanine and canaline treatment caused an additive reduction in frond production. Ureidohomoserine interacted wi …
Growth studies with Lemna minor revealed the additive and synergistic growth-inhibiting properties of the canaline-urea cycle amino a …
Proton affinity of canavanine and canaline, oxyanalogues of arginine and ornithine, from the extended kinetic method.
Andriole EJ, Colyer KE, Cornell E, Poutsma JC. Andriole EJ, et al. J Phys Chem A. 2006 Oct 12;110(40):11501-8. doi: 10.1021/jp063081f. J Phys Chem A. 2006. PMID: 17020263
The absolute proton affinities of the nonprotein amino acids canavanine and canaline have been determined using the extended kinetic method in an electrospray ionization quadrupole ion trap instrument. ...Absolute proton affinities of 1001+/-9 and 950+/-7 kJ/mol are obtain …
The absolute proton affinities of the nonprotein amino acids canavanine and canaline have been determined using the extended kinetic …
Human ornithine aminotransferase complexed with L-canaline and gabaculine: structural basis for substrate recognition.
Shah SA, Shen BW, Brünger AT. Shah SA, et al. Structure. 1997 Aug 15;5(8):1067-75. doi: 10.1016/s0969-2126(97)00258-x. Structure. 1997. PMID: 9309222 Free article.
RESULTS: The structures of human OAT bound to the inhibitors gabaculine and L-canaline were solved to 2.3 A at 110K by difference Fourier techniques. ...Aromatic-aromatic interactions occur between the bound gabaculine molecule and active-site residues Tyr85 and Phe177, wh …
RESULTS: The structures of human OAT bound to the inhibitors gabaculine and L-canaline were solved to 2.3 A at 110K by difference Fou …
85 results