EMAIL THIS PAGE TO A FRIEND
D1771 Sigma-Aldrich

5′-Deoxyadenosine

methylthioadenosine/S-adenosylhomocysteine (MTA/SAH) nucleosidase substrate

Synonym: 5′-dAdo

  • CAS Number 4754-39-6

  • Empirical Formula (Hill Notation) C10H13N5O3

  • Molecular Weight 251.24

  •  MDL number MFCD00056003

  •  PubChem Substance ID 24893539

  •  NACRES NA.51

Purchase

Properties

Related Categories Biochemicals and Reagents, Nucleoside Analogs, Nucleosides, Nucleotides, Oligonucleotides More...
Quality Level   200
assay   ≥98% (TLC)
form   powder
solubility   hot water: 19.60-20.40 mg/mL, clear, colorless
storage temp.   2-8°C
SMILES string   C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23
InChI   1S/C10H13N5O3/c1-4-6(16)7(17)10(18-4)15-3-14-5-8(11)12-2-13-9(5)15/h2-4,6-7,10,16-17H,1H3,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
InChI key   XGYIMTFOTBMPFP-KQYNXXCUSA-N

Description

Application

5′-Deoxyadenosine has been used:
• as a standard in mass spectroscopy
• as an inhibitor for screening thymidine phosphorylase activity
• as a substrate in 5′-Deoxyadenosine deaminase (DadD) assay

Packaging

25 mg in glass bottle

Biochem/physiol Actions

5′-Deoxyadenosine is a substrate for the enzyme methylthioadenosine/S-adenosylhomocysteine (MTA/SAH) nucleosidase in microbes. 5′-Deoxyadenosine is a byproduct of cleavage of S-adenosylmethionine (SAM). High levels of 5′-Deoxyadenosine inhibits SAM dependent enzymes. It also inhibits biotin synthase (BioB) and lipoyl synthase (LipA) enzymes.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D1771.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
AU7358650
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

Please Enter a Lot Number
Protocols & Articles

Articles

HPLC Analysis of Nucleosides on Ascentis® Phenyl

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Nucleosides on Ascentis® Phenyl
Keywords: Chromatography, High performance liquid chromatography

MSMLS Online Plate Map

Metabolite descriptors included with the software download upon purchase of the product include: Name, Parent CID, molecular formula, molecular weight, CAS, ChEBI, HMDB ID, PubChem Compound and Subst...
Keywords: Mass spectrometry, Metabolites

Peer-Reviewed Papers
15

References

Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?