Alanosine

Adipic acid Sugar beet Alanosine S. alanosinius... 

Alanosine is an antibiotic isolated from the fermentation broth of Streptomyces alanosinicus n. sp. 

Alston TA, Bright HJ. 1982. Enzymatic release of nitric oxide from L-alanosine, an antineoplastic antibiotic. Biochem. Bio-phys. Res. Commun. 105 560-66... 

Derivation Fermentation of Streptomyces alanosin-icus also synthetically. 

Webster, H. K., Whaun, J. M., Walker, M. D., and Bean, T. L. (1984a). Synthesis of adenosine nucleotides from hypoxanthine by human malaria parasites (Plasmodium falciparum) in continuous erythrocyte culture Inhibition by hadacidin but not alanosine. Biochem. Pharmacol. 33,1555-1557. 

L Alanosine, 3-(,Mydroxyrtitmftoam no)-v-alan ne L-2-amino-3-(hydroxynitrosoaminfnpropano tc acid L-2-amino-3-[(N-nitroso)hydroxylaimno]propionic acid. CjH7-N304 mol wt 149.11- C 24-16%, H 4.73%, N 28.18%, O 42 92%. Antibiotic substance from ihe fermentation of Streptomyces alanosinicus n. sp. Prepn Neth. pat, Appl. 

Nitroaminoalanine and its decarboxylation product A -nitroethylene-diamine (Fig. 31) were identified in Agaricus silvaticus 445). The isomeric compound alanosine and related N-nitroglycine were also found as natu-... 

N -Hydroxy-2,3-diaminopropionic acid alanosine Streptomyces alanosinicum 73), 74)... 

Anhydrous hydroxylamine which is explosive was used for the synthesis of alanosine (18) 161 N-hydroxylysine (74), N-hydroxyornithine (73) and lower homologues (136,137) 162). The ligand of amava-dine was synthesized as a racemate using this method (57). 

Nitrone intermediates have been used in syntheses of hadacidin (13) (189), alanosine (18) (190), -hydroxyornithine (73) and N -hyd-... 

Murthy, Y.K.S., J.E. Thiemann, C. Coronelli, and P. Sensi Alanosine, a New Antiviral and Antitumour Agent Isolated From a Streptomyces. Nature 211, 1198 (1966). 

---