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D5011

5′-Deoxy-5′-(methylthio)adenosine

≥98% (HPLC), synthetic (organic), powder

Synonym(s):

Methylthioadenosine, MTA

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25 mg

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$81.80
100 mg
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$245.00
250 mg
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$434.00
1 g
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$1,260.00

About This Item

Empirical Formula (Hill Notation):
C11H15N5O3S
CAS Number:
2457-80-9
Molecular Weight:
297.33
NACRES:
NA.51
PubChem Substance ID:
24893915
UNSPSC Code:
41106305
MDL number:
MFCD00010533
Beilstein/REAXYS Number:
42420
Assay:
≥98% (HPLC)
Biological source:
synthetic (organic)
Form:
powder
Solubility:
DMF: 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow
Storage temp.:
−20°C

$81.80

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Product Name

5′-Deoxy-5′-(methylthio)adenosine,

biological source

synthetic (organic)

Quality Segment

200

assay

≥98% (HPLC)

form

powder

solubility

DMF: 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow

storage temp.

−20°C

SMILES string

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

InChI key

WUUGFSXJNOTRMR-IOSLPCCCSA-N

Gene Information

human ... ADORA2B(136), ADORA3(140)
mouse ... Mtap(66902)
rat ... Adora1(29290), Adora2a(25369)

Application

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.

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.

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5′-Deoxy-5′-(methylthio)adenosine

Sigma-Aldrich

D5011

5′-Deoxy-5′-(methylthio)adenosine

2′-Deoxyadenosine monohydrate powder, BioReagent, suitable for cell culture

Sigma-Aldrich

D8668

2′-Deoxyadenosine monohydrate

2′-Deoxyadenosine monohydrate ≥99%

Sigma-Aldrich

D7400

2′-Deoxyadenosine monohydrate

5′-Deoxy-5′-methylthioadenosine A cell-permeable, reversible, and ATP-competitive naturally-occurring co-product of polyamine biosynthesis that acts as an endogenous substrate of methylthioadenosine phosphorylase (MTAP).

Sigma-Aldrich

260585

5′-Deoxy-5′-methylthioadenosine

description

-

description

powder, BioReagent, suitable for cell culture

description

≥99%

description

A cell-permeable, reversible, and ATP-competitive naturally-occurring co-product of polyamine biosynthesis that acts as an endogenous substrate of methylthioadenosine phosphorylase (MTAP).

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

assay

≥98% (HPLC)

assay

≥99% (HPLC)

assay

≥99%

assay

≥98% (HPLC)

form

powder

form

powder

form

powder

form

solid

solubility

DMF: 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow

solubility

H2O: soluble 25 mg/mL, clear to slightly hazy, colorless to faintly yellow

solubility

water: 25 mg/mL, clear to slightly hazy, colorless to faintly yellow

solubility

DMF: 25 mg/mL, DMSO: soluble

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

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Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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