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Experimental procedures and analytical data (1H and 13C NMR, MS) for all new compounds. This material is available free of charge via the Internet at .

Phytochem, Vol 23, Plenum Press, New York, pp.

Flores HE, Protacio CM, Signs MW 1989 Primary and secondary metabolism of polyamines in plants.

This third method is used in Virtual Singer.

Among the reported SAM analogues, a selenium-based -adenosyl--selenomethionine (SeAM, 2) analogue, ProSeAM, has received recent interest because it stands as the SAM analogue containing the smallest bioorthogonal functionality (a propargyl group) and, more importantly, demonstrates broad compatibility toward native methyltransferases. ProSeAM is featured by its selenonium moiety, which is equivalent to the sulfonium of other SAM analogues. The replacement of sulfonium with selenonium for this cofactor was shown to be essential for the suppression of undesired decomposition of the propargylic handle to a ketone byproduct. Another chemical feature of -alkyl SeAM analogues lies in their weaker chalcogen-carbon bonds in comparison with the equivalent sulfonium analogues. -Alkyl SeAM analogues were thus expected to be more reactive as cofactors in methyltransferase-catalyzed transalkylation reactions, although this has yet to be demonstrated broadly for the various classes of methyltransferases.

A Nutritional Take on Traditional Drink Recipes

Several groups have shown that bulky -alkyl SAM analogues lacking sulfonium-β-sp1/sp2 carbons as activating groups are typically inert as methyltransferase cofactor surrogates. The rationale for this observation involves β-sp1- or β-sp2-carbon conjugative stabilization of the transition state during enzyme-catalyzed SN2 transalkylation reactions. Given the weaker carbon–chalcogen bonds of selenium-based analogues, it is of general interest to examine whether the chalcogen-β-sp1 or -sp2 functionality is dispensable for enzyme-mediated transalkylation reactions.

In "Plant Nitrogen Metabolism" (JE Poulton, JT Romeo, EE Conn eds), Rec.

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7. Rapidity of onset of the antidepressant effect of parenteral S-adenosyl-L-methionine.
Fava M, Giannelli A, Rapisarda V, Patralia A, Guaraldi GP.
Depression Research Program, Massachusetts General Hospital,USA.
Psychiatry Res. 1995 Apr 28;56(3):295-7. PMID: 7568552 []

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8. Double-blind, placebo-controlled study of S-adenosyl-L-methionine in depressed postmenopausal women.
Salmaggi P, Bressa GM, Nicchia G, Coniglio M, La Greca P, Le Grazie C.
Obstetrics and Gynecology Department, University La Sapienza School of Medicine, Rome, Italy.
Psychother Psychosom. 1993;59(1):34-40. PMID: 8441793 []

BroccoMax® and Other Phytonutrients

10. Oral S-adenosylmethionine in depression: a randomized, double-blind, placebo-controlled trial.
Kagan BL, Sultzer DL, Rosenlicht N, Gerner RH.
Am J Psychiatry. 1990 May;147(5):591-5. PMID: 2183633 []

BroccoMax® and Other Phytonutrients

9. Efficacy of S-adenosyl-L-methionine in speeding the onset of action of imipramine.
Berlanga C, Ortega-Soto HA, Ontiveros M, Senties H.
Special Studies Clinic, Mexican Institute of Psychiatry
Psychiatry Res. 1992 Dec;44(3):257-62. PMID: 1289923 []

SAMe has been clinically shown to have the following benefits:

11. The antidepressant potential of oral S-adenosyl-l-methionine.
Rosenbaum JF, Fava M, Falk WE, Pollack MH, Cohen LS, Cohen BM, Zubenko GS.
Clinical Psychopharmacology Unit, Massachusetts General Hospital, Boston 02114.
Acta Psychiatr Scand. 1990 May;81(5):432-6. PMID: 2113347 []