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Merck

31170

Sigma-Aldrich

2-Deoxy-D-ribose

≥99.0% (TLC)

Sinónimos:

2-Deoxy-D-arabinose, 2-Deoxy-D-erythropentose, Thyminose

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About This Item

Fórmula empírica (notación de Hill):
C5H10O4
Número de CAS:
Peso molecular:
134.13
Beilstein/REAXYS Number:
1721978
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥99.0% (TLC)

form

solid

optical activity

[α]20/D −56±2°, 24 hr, c = 1% in H2O

impurities

<0.5% Sulphated ash

ign. residue

≤0.5% (as SO4)

loss

≤1% loss on drying, 20 °C (HV)

color

white

mp

89-90 °C (lit.)

solubility

water: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

OC[C@@H](O)[C@@H](O)CC=O

InChI

1S/C5H10O4/c6-2-1-4(8)5(9)3-7/h2,4-5,7-9H,1,3H2/t4-,5+/m0/s1

InChI key

ASJSAQIRZKANQN-CRCLSJGQSA-N

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Application

2-Deoxy-D-ribose is used to study processes of oxidative stress and glycation in vivo and in vitro. 2-Deoxy-D-ribose, an endothelial-cell chemoattractant and angiogenesis-inducing factor, is used to study processes of tumor angiogenesis and progression mediated at the level of thymidine phosphorylase activity.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Manuel Ellermann et al.
Acta crystallographica. Section D, Biological crystallography, 68(Pt 3), 253-260 (2012-02-22)
The biological activity of catechol neurotransmitters such as dopamine in the synapse is modulated by transporters and enzymes. Catechol-O-methyltransferase (COMT; EC 2.1.1.6) inactivates neurotransmitters by catalyzing the transfer of a methyl group from S-adenosylmethionine to catechols in the presence of
Buthina Al-Oudat et al.
Bioorganic & medicinal chemistry letters, 23(3), 854-859 (2012-12-26)
Well-defined substrates for the study of oxidative processes are important for the elucidation of the role of DNA damage in the etiology of diseases such as cancer. We have synthesized 3'-modified oligodeoxyribonucleotides (ODNs) using 5'→3' 'reverse' DNA synthesis for the
Tymofii Yu Nikolaienko et al.
Physical chemistry chemical physics : PCCP, 14(44), 15554-15561 (2012-10-18)
Relaxed force constants (RFC) and vibrational root-mean-square (VRMS) deviations are used for comparative characterization of mechanical properties of canonical 2'-deoxyribonucleosides (2DRs) and 1,2-dideoxyribose molecule, their model sugar residue. It has been shown that RFC and VRMS should be preferred over
Anita R Peoples et al.
Nucleic acids research, 40(13), 6060-6069 (2012-04-03)
Our mechanistic understanding of damage formation in DNA by the direct effect relies heavily on what is known of free radical intermediates studied by EPR spectroscopy. Bridging this information to stable product formation requires methods with comparable sensitivities, a criterion
Kazumi Taniho et al.
Bioorganic & medicinal chemistry letters, 22(7), 2518-2521 (2012-03-02)
To elucidate the role of the sugar moiety in the two natural nucleotides of the 3'-overhang region of small interfering RNA (siRNA), we synthesized siRNAs that incorporated two abasic nucleosides, 1-deoxy-D-ribofuranose (R(H)). We improved the method for preparing an O-protected

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