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Background on SAMe (continued)

N

N N

N

NH

2

O

HO OH

S

OOC

H

2

N

+

_

H

(S)

(S)

CH

3

(S, S) S - Adenosyl-L-Methionine

Chemistry

SAMe

Bio-Active, (S,S)

Racemization

SAMe

Bio-Inactive, (R,S)

Reversible

,

Insignificant

(1)

S-adenosyl-L-homocysteine (SAH)

Adenosine (ADE)

Deoxy-methylthioadenosine (DMTA)

etc…

Irreversible, Significant

Challenge: SAMe’s Extreme Instability