Structural Formula Vector Image
Title: Linatine
CAS Registry Number: 10139-06-7
CAS Name: 1-[(4-Amino-4-carboxy-1-oxobutyl)amino]-D-proline
Additional Names: N-(D-2-carboxy-1-pyrrolidinyl)-L-glutamine; 1-[N-(g-L-glutamyl)amino]-D-proline
Molecular Formula: C10H17N3O5
Molecular Weight: 259.26
Percent Composition: C 46.33%, H 6.61%, N 16.21%, O 30.86%
Literature References: A vitamin B6 antagonist. The first reported naturally occurring hydrazino acid having antibacterial properties. Isoln from flaxseed (Linum usitatissimum), characterization, and synthesis: Klosterman et al., Biochemistry 6, 170 (1967); Lamoureux, Diss. Abstr. B 28, 4908 (1968). Bacterial inhibition: Parsons et al., Antimicrob. Agents Chemother. 1967, 415.
Properties: Amorphous powder. [a]D25 +46.4° (c = 2.8 in water). Attempts to obtain well-defined crystals have failed; melts with dec over a wide temperature range. Very sol in water. Practically insol in anhydr organic solvents.
Optical Rotation: [a]D25 +46.4° (c = 2.8 in water)
Derivative Type: L-Isomer
Properties: Amorphous solid. [a]D24 -34.6° (c = 2 in water).
Optical Rotation: [a]D24 -34.6° (c = 2 in water)

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