5'-S-Methyl-5'-thioadenosine | CAS:2457-80-9

5'-S-Methyl-5'-thioadenosine

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Description:

S-Methyl-5′-thioadenosine can inhibit the activity of ThiC (4-amino-5-hydroxymethyl-2- methylpyrimidine phosphate synthase).

Targets:

Adenosine Receptor

In vitro:

J Biol Chem. 2013 Oct 18;288(42):30693-9.

The thiamine biosynthetic enzyme ThiC catalyzes multiple turnovers and is inhibited by S-adenosylmethionine (AdoMet) metabolites.[Pubmed: 24014032 ]

ThiC (4-amino-5-hydroxymethyl-2-methylpyrimidine phosphate synthase; EC 4.1.99.17) is a radical S-adenosylmethionine (AdoMet) enzyme that uses a [4Fe-4S](+) cluster to reductively cleave AdoMet to methionine and a 5'-deoxyadenosyl radical that initiates catalysis. In plants and bacteria, ThiC converts the purine intermediate 5-aminoimidazole ribotide to 4-amino-5-hydroxymethyl-2-methylpyrimidine phosphate, an intermediate of thiamine pyrophosphate (coenzyme B1) biosynthesis.
METHODS AND RESULTS:
In this study, assay conditions were implemented that consistently generated 5-fold molar excess of HMP, demonstrating that ThiC undergoes multiple turnovers. ThiC activity was improved by in situ removal of product 5'-deoxyadenosine. The activity was inhibited by AdoMet metabolites S-adenosylhomocysteine, adenosine, 5'-deoxyadenosine, S-methyl-5'-thioadenosine(5'-S-Methyl-5'-thioadenosine), methionine, and homocysteine.
CONCLUSIONS:
Neither adenosine nor S-methyl-5'-thioadenosine(5'-S-Methyl-5'-thioadenosine) had been shown to inhibit radical AdoMet enzymes, suggesting that ThiC is distinct from other family members. The parameters for improved ThiC activity and turnover described here will facilitate kinetic and mechanistic analyses of ThiC.

5'-S-Methyl-5'-thioadenosine Description

Source:	The herbs of Ephedra distachya
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Structure Identification:

Zhong Yao Cai. 2013 Oct;36(10):1620-2.

Isolation and structure elucidation of chemical constituents from Pinellia ternata.[Pubmed: 24761673]

To isolate and identify the chemical constituents of ethanol extract of Pinellia ternata.
METHODS AND RESULTS:
The constituents were isolated by silica-gel, Sephadex LH-20 chromatography and HPLC techniques. The structures were identified by spectroscopic analysis including 2D NMR techniques and chemical properties. Nine compounds were obtained and identified as uridine (1), 5'-S-Methyl-5'-thioadenosine (2), adenine (3), chrysophanol (4), 5-hydroxymethylfurfural (5), nicotinamide (6), (2S)-1-O-(9Z, 12Z-octadecadienoyl)-3-O-beta-galactopyranosylglycerol (7), daucosterol (8), beta-sitosterol (9).
CONCLUSIONS:
Compounds 2, 6, 7 are isolated from this plant for the first time.

Product Name	5'-S-Methyl-5'-thioadenosine
Price:
CAS No.:	2457-80-9
Catalog No.:	CFN98265
Molecular Formula:	C₁₁H₁₅N₅O₃S
Molecular Weight:	297.3 g/mol
Purity:	>=98%
Type of Compound:	Alkaloids
Physical Desc.:	Powder
Source:	The herbs of Ephedra distachya
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Download:	COA MSDS SDF Manual
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Inhibitors Compound Library Alkaloids Compound Library Adenosine Receptor Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	3.3636 mL	16.818 mL	33.6361 mL	67.2721 mL	84.0901 mL
5 mM	0.6727 mL	3.3636 mL	6.7272 mL	13.4544 mL	16.818 mL
10 mM	0.3364 mL	1.6818 mL	3.3636 mL	6.7272 mL	8.409 mL
50 mM	0.0673 mL	0.3364 mL	0.6727 mL	1.3454 mL	1.6818 mL
100 mM	0.0336 mL	0.1682 mL	0.3364 mL	0.6727 mL	0.8409 mL

CFN98566	Cordycepin	73-03-0	251.24	C₁₀H₁₃N₅O₃
CFN98992	Adenosine	58-61-7	267.2	C₁₀H₁₃N₅O₄
CFN91547	2'-Deoxyadenosine	16373-93-6	251.2	C₁₀H₁₃N₅O₃
CFN93249	Inosine	58-63-9	268.2	C₁₀H₁₂N₄O₅
CFN99004	Caffeine	58-08-2	194.2	C₈H₁₀N₄O₂
CFN89099	1,3,9-Trimethyluric acid	7464-93-9	210.19	C₈H₁₀N₄O₃
CFN80067	5'-IMPdisodium salt	4691-65-0	392.17	C₁₀H₁₁N₄Na₂O₈P
CFN99524	Crotonoside	1818-71-9	283.24	C₁₀H₁₃N₅O₅
CFN96592	Hypoxanthine	68-94-0	136.11	C₅H₄N₄O
CFN95087	3-Methylxanthine	1076-22-8	166.1	C₆H₆N₄O₂