5'-DEOXY-5'-METHYLTHIOADENOSINE
- Product Name
- 5'-DEOXY-5'-METHYLTHIOADENOSINE
- CAS No.
- 2457-80-9
- Chemical Name
- 5'-DEOXY-5'-METHYLTHIOADENOSINE
- Synonyms
- MTA;Methylthioadenosine;Adenylthiomethylpentose;MESADO;Adenosyl Methionine Impurity 1;beta-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio-;(2R,3R,4S,5S)-2-(6-Amino-9H-purin-9-yl)-5-((methylthio)methyl)tetrahydrofuran-3,4-diol;SKL060;NSC 335422;vitaminl(sub2)
- CBNumber
- CB9392566
- Molecular Formula
- C11H15N5O3S
- Formula Weight
- 297.33
- MOL File
- 2457-80-9.mol
5'-DEOXY-5'-METHYLTHIOADENOSINE Property
- Melting point:
- 210-213 °C (dec.)
- Boiling point:
- 642.7±65.0 °C(Predicted)
- Density
- 1.85±0.1 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- DMF (Sparingly), DMSO (Slightly), Methanol (Slightly)
- pka
- 13.10±0.70(Predicted)
- form
- White solid
- color
- White to Off-White
- BRN
- 42420
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- D5011
- Product name
- 5?-Deoxy-5?-methylthioadenosine
- Packaging
- 1g
- Price
- $1150
- Updated
- 2024/03/01
- Product number
- 260585
- Product name
- 5?-Deoxy-5?-methylthioadenosine
- Packaging
- 50mg
- Price
- $144
- Updated
- 2024/03/01
- Product number
- 15593
- Product name
- 5?-Deoxy-5?-methylthioadenosine
- Purity
- ≥99%
- Packaging
- 25mg
- Price
- $41
- Updated
- 2024/03/01
- Product number
- 15593
- Product name
- 5?-Deoxy-5?-methylthioadenosine
- Purity
- ≥99%
- Packaging
- 50mg
- Price
- $78
- Updated
- 2024/03/01
- Product number
- D5011
- Product name
- 5?-Deoxy-5?-methylthioadenosine
- Packaging
- 25mg
- Price
- $74.2
- Updated
- 2024/03/01
5'-DEOXY-5'-METHYLTHIOADENOSINE Chemical Properties,Usage,Production
Uses
5′-Deoxy-5′-(methylthio)adenosine has been used as a protein methylation inhibitor to reduce E2F transcription factor 1 (E2F1) protein abundance in hepatocellular carcinoma (HCC) cells. It has also been used to inhibit histone methylation modification and study its role in hypoxia inducible factor-1 (Hif-1) nuclear transport.
Definition
ChEBI: Adenosine with the hydroxy group at C-5' substituted with a methylthio (methylsulfanyl) group.
Biological Activity
ki = 62 μm for s49-derived high-affinity camp phosphodiesterasemethylthioadenosine (mta) is a naturally occurring sulfur-containing nucleoside in all mammalian tissues. mta is mainly produced from s-adenosylmethionine via the polyamine biosynthetic pathway, behaving as a powerful inhibitory product.
Biochem/physiol Actions
5′-Deoxy-5′-(methylthio)adenosine (Methylthioadenosine) may be used as a substrate to study the specificity and kinetics of 5′-methylthioadenosinephosphorylase (MTAP) (EC2.4.2.28), a tumor suppressor gene expressed enzyme that supports the S-adenosylmethionine (AdoMet) and methionine salvage pathways.
in vitro
mta was found to be solely metabolized by mta-phosphorylase, to yield 5-methylthioribose-1-phosphate and adenine, which was a key step in methionine and purine salvage pathways, respectively. previous studies suggested that mta coud affect various cellular processes. mta had been shown to be albe to influence plenty of critical cell responses, such as proliferation, gene expression regulation, differentiation as well as apoptosis. though most of such responses had been only observed at the pharmacological level, their specificity made it tempting to speculate that endogenous mta might play a regulatory role in the cell [1].
in vivo
the hepatoprotective effects of mta had been evaluated in a model of ccl4-induced chronic liver damage in rats. in this study, mta could reproduce the human lesions induced by alcohol and viral infections of the liver. in addition, replenishment of the hepatic pool of mta showed strong anti-oxidant effects and also reduced liver cell damage and fibrosis [2].
Purification Methods
Recrystallise it from H2O and sublime it at 200o/0.004mm. [v.Euler & Myrb.ck Hoppe Seyler's Z physiol Chem 177 237 1928, Weygand & Trauth Chem Ber 84 633 1951, Baddiley et al. J Chem Soc 2662 1953.] The hydrochloride has m 161-162o [Kuhn & Henkel Hoppe Seyler's Z Physiol Chem 269 41 1941]. The picrate has m 183o(dec) (from H2O). [Beilstein 26 III/IV 3675.]
References
[1] avila ma,garcía-trevijano er,lu sc,corrales fj,mato jm. methylthioadenosine. int j biochem cell biol.2004 nov;36(11):2125-30.
[2] pascale rm,simile mm,de miglio mr,feo f. chemoprevention of hepatocarcinogenesis: s-adenosyl-l-methionine. alcohol.2002 jul;27(3):193-8.
5'-DEOXY-5'-METHYLTHIOADENOSINE Preparation Products And Raw materials
Raw materials
Preparation Products
5'-DEOXY-5'-METHYLTHIOADENOSINE Suppliers
- Tel
- 15384069853
- 2048571647@qq.com
- Country
- China
- ProdList
- 344
- Advantage
- 58
- Tel
- 010-82848833 400-666-7788
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 94838
- Advantage
- 76
- Tel
- 021-20908456
- Fax
- 021-58180499
- sales@BioChemBest.com
- Country
- China
- ProdList
- 6011
- Advantage
- 61
- Tel
- 021-50135380
- shchemsky@sina.com
- Country
- China
- ProdList
- 32344
- Advantage
- 50
- Tel
- 21-21-56491756 13512199871
- Fax
- 021-5649-1756
- sales@panhongchem.com
- Country
- China
- ProdList
- 4001
- Advantage
- 55
- Tel
- 0871-65217109 13211707573;
- Fax
- 0871-65215563
- y.liu@mail.biobiopha.com
- Country
- China
- ProdList
- 5654
- Advantage
- 65
- Tel
- 0755-4000505016 13380397412
- Fax
- 0755 28094224
- 3001272453@qq.com
- Country
- China
- ProdList
- 4978
- Advantage
- 50
- Tel
- +86057186818502 13588463833
- Fax
- Pls mail us for more information!
- info@sagechem.com
- Country
- China
- ProdList
- 10269
- Advantage
- 58
- Tel
- 021-33632979 15002134094
- Fax
- 021-33632979
- marketing@targetmol.com
- Country
- China
- ProdList
- 7934
- Advantage
- 58
- Tel
- 021-33632979
- Fax
- 021-34692979
- info@tsbiochem.com
- Country
- China
- ProdList
- 8073
- Advantage
- 58
View Lastest Price from 5'-DEOXY-5'-METHYLTHIOADENOSINE manufacturers
- Product
- Methyl-thioadenosine 2457-80-9
- Price
- US $0.00-0.00/mg
- Min. Order
- 10mg
- Purity
- 0.98
- Supply Ability
- 10g
- Release date
- 2024-04-26
- Product
- 5'-S-Methyl-5'-thioadenosine 2457-80-9
- Price
- US $376.00-1719.00/g
- Min. Order
- 1g
- Purity
- 0.98
- Supply Ability
- 10kh
- Release date
- 2023-12-18
- Product
- Adenylthiomethylpentose 2457-80-9
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- Min98% HPLC
- Supply Ability
- G/KG/TON
- Release date
- 2020-01-31