S-(5′-Adenosyl)-L-methionine chloride dihydrochloride

SIGMA/A7007 - ≥75%

Synonym: SAM; Active methionine; AdoMet; SAM chloride dihydrochloride

CAS Number: 86867-01-8
Empirical Formula (Hill Notation): C₁₅H₂₃ClN₆O₅S · 2 HCl
Molecular Weight: 507.82
MDL Number: MFCD22571809
Linear Formula: C₁₅H₂₃ClN₆O₅S · 2 HCl
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-A7007-5MG	5 mg	$81.30 1/EA	Add To Favorites
45-A7007-25MG	25 mg	$106.00 1/EA	Add To Favorites
45-A7007-100MG	100 mg	$261.00 1/EA	Add To Favorites
45-A7007-500MG	500 mg	$930.00 1/EA	Add To Favorites
45-A7007-1G	1 g	$1490.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A7007-100MG

Properties
Descriptions
Safety Info.
Basic Data

application(s)	cell analysis
assay	≥75%
biological source	synthetic (chemical)
color	white to off-white
form	powder
InChI	1S/C15H22N6O5S.3ClH/c1-27(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;;;/h5-8,10-11,14,22-23H,2-4,16H2,1H3,(H2-,17,18,19,24,25);3*1H/t7-,8+,10+,11+,14+,27?;;;/m0.../s1
InChI key	KBAFOJZCBYWKPU-XQVUROGGSA-N
Quality Level	300
shipped in	dry ice
SMILES string	Cl.Cl.[Cl-].C[S+](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23
solubility	H₂O: 100 mg/mL
storage temp.	−20°C

Analysis Note:	Purity based on UV and HPLC.
Application:	S-(5′-Adenosyl)-L-methionine chloride dihydrochloride has been used as a medium supplement for S30 cell extract. It also has been used for measuring the interaction with catechol-O-methyltransferase (COMT) by quartz crystal microbalance (QCM), surface plasmon resonance (SPR) and isothermal titration calorimetry (ITC) with supported lipid bilayers and vesicles.
Biochem/physiol Actions:	Methyl donor; cofactor for enzyme-catalyzed methylations, including catechol O-methyltransferase (COMT) and DNA methyltransferases (DNMT).
Biochem/physiol Actions:	Methyl donor; cofactor for enzyme-catalyzed methylations, including catechol O-methyltransferase (COMT) and DNA methyltransferases (DNMT). Although present in all cells, it is concentrated in liver where 85% of all methylation reactions occur. It is also involved in regulating liver function, growth, and response to injury.
Disclaimer:	This material is 80-90% pure when prepared, but is very unstable. As much as 10% purity loss per day at 25 °C has been noted.
General description:	S-(5′-Adenosyl)-L-methionine chloride dihydrochloride (SAM) facilitates the transfer of methyl groups to proteins, lipids and nucleic acids. Methionine adenosyl transferase catalyses the synthesis of SAM from methionine and adenosine triphosphate (ATP). SAM functions to regulate various cellular functions like cell division, cell death, transcription, genetic stability, oxidant/antioxidant balance and polyamine homeostasis. Therapeutically, SAM finds its application as a nutritional supplement in humans for various diseases like osteoarthritis and liver injury. SAM also regulates transsulfuration reactions by binding to the regulatory domain of key enzyme cystathionine-β-synthase (CBS).
Packaging:	1 g in poly bottle
Packaging:	25, 100, 500 mg in poly bottle
Packaging:	5 mg in glass bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥75%
Storage Temp.	−20°C
UNSPSC	12352209

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