New polar constituents of the pupae of the silkworm Bombyx mori L. I. Isolation and identification of methionine sulfoxide, methionine sulfone, and γ-cyclic di-L-glutamate

Bioscience, Biotechnology and Biochemistry

Volumn 71, Issue 12, 2007, Pages 3055-3062

  Tanaka, Ryuichiro ^a  

^a SETSUNAN UNIVERSITY   (Japan)

Author keywords

cyclic di L glutamate; Bombyx mori; D(+) methionine sulfoxide; Pupa; Silkworm

Indexed keywords

DIASTEREOMERIC MIXTURE; METHIONINE SULFOXIDE; SILKWORM;

AMINO ACIDS; GENE EXPRESSION; ISOMERS; METHANOL;

LIVING SYSTEMS STUDIES;

5,10 DIOXO 1,6 DIAZACYCLODECANE 2,7 DICARBOXYLIC ACID; 5,10-DIOXO-1,6-DIAZACYCLODECANE-2,7-DICARBOXYLIC ACID; CYCLOPEPTIDE; DRUG DERIVATIVE; METHIONINE; METHIONINE SULFONE; METHIONINE SULFOXIDE; UNCLASSIFIED DRUG;

ANIMAL; ARTICLE; CHEMISTRY; GROWTH, DEVELOPMENT AND AGING; INSECT; LARVA; SILKWORM;

ANIMALS; BOMBYX; LARVA; METHIONINE; PEPTIDES, CYCLIC; PUPA;

BOMBYX MORI; HEXAPODA;

EID: 37649001649     PISSN: 09168451     EISSN: 13476947     Source Type: Journal    
DOI: 10.1271/bbb.70457     Document Type: Article

References (12)

1. Marfey, P., Determination of D-amino acids. II. Use of a bifunctional reagent, 1, 5- difuluoro-2,4-dinitrobenzene. Carlsberg Res. Commun., 49, 591-596 (1984).
2. Folch, J., Lees, M., and Sloane Stanley, G. H., A simple method for the isolation and purification of total lipids from animal tissues. J. Biol. Chem., 226, 497-509 (1957).
3. Fusaoka, Y., Ozeki, E., Kimura, S., and Imanishi, Y., Synthesis and interaction with metal ions of cyclic oligopeptides bearing carboxyl groups. Int. J. Pept. Prot. Res., 34, 104-110 (1989).
4. Parrish, A., and Mathias, J., Five- and six-membered ring opening of pyroglutamic diketopiperazine. J. Org. Chem., 67, 1820-1826 (2002).
5. Kajtár, M., Hollósi, M., and Snatzke, G., Conformational studies on peptides. I. Circular dichroism of cyclo-γ-oligoglutamic acid. Tetrahedron, 27, 5659-5671 (1971).
6. Hollósi, M., and Kajtár, M., Synthesis of cyclo-γ-oligoglutamic acid derivatives. Acta Chim. Acad. Sci. Hung., 73, 247-254 (1972).
7. Wöllmann, H., Effect of antifungal substances on the acid metabolism. Pharmazie, 32, 185-186 (1977).
8. Kobayashi, K., Shida, R., Hasegawa, T., Satoh, M., Seko, Y., Tohyama, C., Kuroda, J., Shibata, N., Imura, N., and Himeno, S., Induction of hepatic metallothionein by trivalent cerium: role of interleukin 6. Biol. Pharm. Bull., 28, 1859-1863 (2005).
9. Lucas, F., and Levenbook, L., The isolation of L(+)-methionine sulfoxide from the blowfly Phormia regina Meigen. Biochem. J., 100, 473-478 (1966).
10. Yang, J., Kimura, M., Kuwano, E., and Suzuki, K., Isolation of L(+)-methionine sulfoxide related to diapause induction in the silkworm, Bombyx mori. Insect Biochem. Mol. Biol., 25, 975-980 (1995).
11. Ronzio, R., Rowe, W., and Meister, A., Studies on the mechanism of inhibition of glutamine synthetase by methionine sulfoximine. Biochemistry, 8, 1066-1075 (1969).
12. Rowe, W., and Meister, A., Studies on the inhibition of glutamine synthetase by methionine sulfone. Biochemistry, 12, 1578-1582 (1973).