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SML3851

Sigma-Aldrich

S-Adenosyl-L-methionine 1,4-butanedisulfonate

≥95% (HPLC)

Synonym(s):

5′-[[(3S)-3-Amino-3-carboxypropyl]methylsulfonio]-5′-deoxy-adenosine inner salt 1,4-butanedisulfonate, Adenosine, 5′-[[(3S)-3-amino-3-carboxypropyl]methylsulfonio]-5′-deoxy-, 1,4-butanedisulfonate (salt), 1,4-butanedisulfonate (salt) (2:1:2), AdoMet 1,4-butanedisulfonate, L-S-Adenosylmethionine 1,4-butanedisulfonate, S-Adenosyl-L-methionine disulfonate, SAM 1,4-butanedisulfonate, SAM-e 1,4-butanedisulfonate, SAMe 1,4-butanedisulfonate

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About This Item

Linear Formula:
C15H23N6O5S·C4H10O6S2·1/2C4H8O6S2
CAS Number:
UNSPSC Code:
12352200
NACRES:
NA.21

Quality Level

Assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

[S+](C[C@H]4O[C@H]([C@@H]([C@@H]4O)O)[n]5c6ncnc(c6nc5)N)(CC[C@H](N)C(=O)[O-])C.[S+](C[C@H]1O[C@H]([C@@H]([C@@H]1O)O)[n]2c3ncnc(c3nc2)N)(CC[C@H](N)C(=O)[O-])C.[S](=O)(=O)(O)CCCC[S](=O)(=O)O.[S](=O)(=O)(O)CCCC[S](=O)(=O)O.[S](=O)(=O)(O)CCCC[S](=O)(=O)O

InChI

1S/2C15H22N6O5S.3C4H10O6S2/c2*1-27(3-2-7(16)15(24)25)4-8-10(22)11(23)14(26-8)21-6-20-9-12(17)18-5-19-13(9)21;3*5-11(6,7)3-1-2-4-12(8,9)10/h2*5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25);3*1-4H2,(H,5,6,7)(H,8,9,10)/t2*7-,8+,10+,11+,14+,27?;;;/m00.

InChI key

QWARKYOPJRNOOU-RLUFNZFXSA-N

Biochem/physiol Actions

S-Adenosyl-L-methionine (SAMe) is an endogenous compound occurring in the body that regulates numerous biochemical pathways. It is commonly involved in transmethylation, transsulfuration, and aminopropylation. S-Adenosyl-L-methionine (SAMe) is orally available and brain penetrant. It is routinely prescribed in Europe for decades (depression and such). In US is available as dietary supplement call SAM-e

Caution

Hygroscopic

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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S-adenosylmethionine in liver health, injury, and cancer
Physiological Reviews, 92(4), 1515-1542 (2012)
s-Adenosylmethionine Levels Govern Innate Immunity through Distinct Methylation-Dependent Pathways
Cell Metabolism, 22(4), 633-645 (2015)
The Efficacy of S-Adenosyl Methionine and Probiotic Supplementation on Depression: A Synergistic Approach
Nutrients, 14(13), 2751-2751 (2022)

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