CAS 2457-80-9

5′-(Methylthio)adenosine

Description:

5′-(Methylthio)adenosine, also known as MTA, is a naturally occurring compound that plays a significant role in various biological processes. It is a derivative of adenosine, where a methylthio group is attached to the 5' position of the ribose sugar. MTA is characterized by its involvement in cellular signaling and metabolism, particularly in the context of purine metabolism and as a potential modulator of cellular functions. It exhibits properties such as being a substrate for various enzymes and having implications in the regulation of immune responses and inflammation. MTA is also known for its role in the synthesis of polyamines, which are essential for cell growth and differentiation. In terms of solubility, it is generally soluble in water and polar solvents, making it accessible for various biochemical applications. Its CAS number, 2457-80-9, is used for identification in chemical databases and regulatory contexts. Overall, 5′-(Methylthio)adenosine is a compound of interest in both biochemical research and potential therapeutic applications.

Formula: C₁₁H₁₅N₅O₃S

InChI: InChI=1S/C11H15N5O3S/c1-20-2-5-7(17)8(18)11(19-5)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1

InChI key: InChIKey=WUUGFSXJNOTRMR-IOSLPCCCSA-N

SMILES: O[C@H]1[C@H](N2C=3C(N=C2)=C(N)N=CN3)O[C@H](CSC)[C@H]1O

Synonyms:

• 5'-(Methylthio)adenosine
• 5'-Deoxy-5'-Methylthioadenosine
• 5'-Methylthioadenosine
• 5'-S-Methyl-5'-thioadenosine
• 5'-S-Methylthioadenosine
• 5′-(Methylthio)-5′-deoxyadenosine
• 5′-Deoxy(methylthio)adenosine
• 9-(5-S-methyl-5-thiopentofuranosyl)-9H-purin-6-amine
• Adenosine, 5'-S-methyl-5'-thio-
• Brn 0042420
• Methylthioadenosine
• Nsc 335422
• Vitamin L(sub 2)
• Vitamin L2
• Vitamin L₂
• β-<span class="text-smallcaps">D</span>-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-5-S-methyl-5-thio-
• 4-26-00-03675 (Beilstein Handbook Reference)

Adenosine, 5'-S-methyl-5'-thio-

CAS: 2457-80-9

Formula: C₁₁H₁₅N₅O₃S

Purity: 95%

Color and Shape: Solid

Molecular weight: 297.3335

Ref: IN-DA002OLP

5'-Methylthioadenosine

CAS: 2457-80-9

5'-Methylthioadenosine

Purity: ≥98%

Molecular weight: 297.33g/mol

Ref: 54-BUP14383

5’-Methylthioadenosine

CAS: 2457-80-9

5’-Methylthioadenosine

Purity: 98%

Molecular weight: 297.33g/mol

Ref: 54-OR1011792

5''-Deoxy-5''-(methylthio)adenosine

CAS: 2457-80-9

Formula: C₁₁H₁₅N₅O₃S

Molecular weight: 297.33

Ref: 7W-GN7022

Adenosyl Methionine Impurity 1

CAS: 2457-80-9

Formula: C₁₁H₁₅N₅O₃S

Color and Shape: White To Off-White Solid

Molecular weight: 297.33

Ref: 4Z-A-106029

5'-Deoxy-5'-methylthioadenosine

CAS: 2457-80-9

Formula: C₁₁H₁₅N₅O₃S

Purity: >95.0%(T)(HPLC)

Color and Shape: White to Light yellow to Light orange powder to crystal

Molecular weight: 297.33

Ref: 3B-M3801

5'-S-Methyl-5'-thioadenosine

CAS: 2457-80-9

Formula: C₁₁H₁₅N₅O₃S

Purity: 95%~99%

Color and Shape: Powder

Molecular weight: 297.333

Ref: BP-SBP01153

5'-Methylthioadenosine

CAS: 2457-80-9

5'-Methylthioadenosine (Methylthioadenosine) is produced from S-adenosylmethionine and behaves as a powful inhibitory product.

Formula: C₁₁H₁₅N₅O₃S

Purity: 99.32% - 99.34%

Color and Shape: Solid

Molecular weight: 297.33

Ref: TM-T8227

Adenosyl Methionine Impurity 1-13C5

CAS: 2457-80-9

Formula: C₆₁₃C₅H₁₅N₅O₃S

Molecular weight: 302.29

Ref: 4Z-A-106046

5'-Deoxy-5'-(methylthio)adenosine-d3

Controlled Product

CAS: 2457-80-9

Applications Labelled 5'-Deoxy-5'-(methylthio)adenosine (D242600). 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. Methylthioadenosine is used in studies on bacterial quorum sensing pathways that envolve enzymes such as 5′-Methylthioadenosine/S-adenosylhomocysteine nucleosidase (MTAN).
References Pegg, A., et al.: Biochem. J., 115, 241 (1969), Olopade, O., et al.: Cancer Res., 53, 2410 (1993), Hartmann, S., et al.: Clin. Chem., 52, 1127 (2006), Penner, N., et al.: J. Pharm. Biomed. Anal., 52, 534 (2010),

Formula: C₁₁H₁₂D₃N₅O₃S

Color and Shape: Neat

Molecular weight: 300.35

Ref: TR-D242602

5'-Deoxy-5'-(methylthio)adenosine-13C

Controlled Product

CAS: 2457-80-9

Applications A Labelled isotope of 5'-Deoxy-5'-(methylthio)adenosine (D242600) which is used as a substrate to study the specificity and kinetics of 5′-methylthioadenosinephosphorylase (MTAP) (EC2.4.2.28)
References Hartmann, S., et al.: Clin. Chem., 52, 1127 (2006), Penner, N., et al.: J. Pharm. Biomed. Anal., 52, 534 (2010),

Formula: CC₁₀H₁₅N₅O₃S

Color and Shape: Neat

Molecular weight: 298.326

Ref: TR-D242604

5'-Deoxy-5'-(methylthio)adenosine

CAS: 2457-80-9

Applications 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. Methylthioadenosine is used in studies on bacterial quorum sensing pathways that envolve enzymes such as 5′-Methylthioadenosine/S-adenosylhomocysteine nucleosidase (MTAN).
References Pegg, A., et al.: Biochem. J., 115, 241 (1969), Olopade, O., et al.: Cancer Res., 53, 2410 (1993), Hartmann, S., et al.: Clin. Chem., 52, 1127 (2006), Penner, N., et al.: J. Pharm. Biomed. Anal., 52, 534 (2010),

Formula: C₁₁H₁₅N₅O₃S

Color and Shape: White To Off-White

Molecular weight: 297.33

Ref: TR-D242600

5'-Deoxy-5'-(methylthio)adenosine

CAS: 2457-80-9

5'-Deoxy-5'-(methylthio)adenosine is a nucleoside that has been shown to inhibit the growth of bowel cancer cells. 5'-Deoxy-5'-(methylthio)adenosine blocks the synthesis of DNA and RNA by inhibiting the action of enzymes involved in DNA metabolism. It also inhibits methionine synthase and phosphorylase, which are involved in protein synthesis. This compound has been shown to be effective in treating cancer tissues due to its ability to inhibit polymerase chain reactions and prevent the formation of cancerous cells.

Formula: C₁₁H₁₅N₅O₃S

Purity: (Hplc-Ms) Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 297.34 g/mol

Ref: 3D-ND07992

(2R,3R,4S,5S)-2-(6-Amino-9H-purin-9-yl)-5-((methylthio)methyl)tetrahydrofuran-3,4-diol

CAS: 2457-80-9

Formula: C₁₁H₁₅N₅O₃S

Purity: 96%

Molecular weight: 297.33

Ref: 10-F230436

5'-Deoxy-5'-(methylthio)adenosine-15N5

Controlled Product

CAS: 2457-80-9

Formula: C₁₁H₁₅₁₅N₅O₃S

Color and Shape: Neat

Molecular weight: 302.3

Ref: TR-D242603

5’-Deoxy-5’-(methylthio)adenosine

Controlled Product

CAS: 2457-80-9

Formula: C₁₁H₁₅N₅O₃S

Color and Shape: Neat

Molecular weight: 297.33

Ref: TR-D232740

5\'-Deoxy-5\'-(methylthio)adenosine

CAS: 2457-80-9

Formula: C₁₁H₁₅N₅O₃S

Molecular weight: 297.33

Ref: ST-EA-CP-A88010