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ASPARAGINE

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Originally appearing in Volume V02, Page 765 of the 1911 Encyclopedia Britannica.
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ASPARAGINE , C4HsN203, a naturally occurring See also:

base, found in See also:plants belonging to the natural orders See also:Leguminosae and See also:Cruciferae. It occurs in two optically active forms, namely, as laevo-asparagine and dextro-asparagine. Laevo-asparagine was isolated in 18os by L. N. See also:Vauquelin. A. Piutti (Gazz. chim. Ital., 1887, 17, p. 126; 1888, 18, p. 457) synthesized the asparagines from the monomethyl ester of inactive aspartic See also:acid by See also:heating it with alcoholic See also:ammonia. In this way a mixture of the two asparagines was obtained, which were separated by picking out the hemihedral crystals. HOOC•CH•NH2•CH2•COOC2H5+NH3 = See also:C2H SOH +H000•CH• NH2•CH2•CONH2.

Laevo-asparagine is slightly soluble in See also:

cold See also:water and readily soluble in hot water. It crystallizes in prisms, containing one See also:molecule of water of See also:crystallization, the anhydrous See also:form melting at 234–235° C. Nitrous acid converts it into malic acid, HOOC•CHOH•CHZ•COOH. It is laevo-rotatory in aqueous or in alkaline See also:solution, and dextro-rotatory in acid solution (L. See also:Pasteur, See also:Ann.Chim. Phys., 1851 [21, 31, p. 67). Dextro-asparagine was first found in 1886 in the shoots of the See also:vetch (Piutti). It forms rhombic crystals possessing a sweet See also:taste. It is dextrorotatory in aqueous or alkaline solution, and laevo-rotatory in acid solution. See also:Hydrolysis by means of acids or alkalis converts the asparagines into aspartic acid; whilst on heating with water in a sealed See also:tube they are converted into ammonium aspartate. The constitution of the asparagines has been determined by A.

Piutti (Gazz. chim. Ital., 1888, 18, p. 457).

End of Article: ASPARAGINE

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