D5011

5′-Deoxy-5′-(methylthio)adenosine

• Sinônimo(s): Methylthioadenosine, MTA
• Fórmula empírica (Notação de Hill): C₁₁H₁₅N₅O₃S
• Número CAS: 2457-80-9
• Peso molecular: 297.33
• Beilstein: 42420
• Número MDL: MFCD00010533
• Código UNSPSC: 41106305
• ID de substância PubChem: 24893915
• NACRES: NA.51

Propriedades

• fonte biológica: synthetic (organic)
• Ensaio: ≥98% (HPLC)
• Formulário: powder
• solubilidade: DMF: 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow
• temperatura de armazenamento: −20°C
• cadeia de caracteres SMILES: CSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23
• 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
• chave InChI: WUUGFSXJNOTRMR-IOSLPCCCSA-N
• Informações sobre genes: human ... ADORA2B(136) , ADORA3(140) ; mouse ... Mtap(66902) ; rat ... Adora1(29290) , Adora2a(25369)

Descrição

Aplicação

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.

Ações bioquímicas/fisiológicas

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.

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable
• Equipamento de proteção individual: Eyeshields, Gloves, type N95 (US)