31170
2-Deoxy-D-ribose
≥99.0% (TLC)
Synonym(s):
2-Deoxy-D-arabinose, 2-Deoxy-D-erythropentose, Thyminose
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About This Item
Empirical Formula (Hill Notation):
C5H10O4
CAS Number:
Molecular Weight:
134.13
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
EC Number:
208-573-0
Beilstein/REAXYS Number:
1721978
MDL number:
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
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.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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N S Brown et al.
The Biochemical journal, 334 ( Pt 1), 1-8 (1998-08-07)
Angiogenesis is the term used to describe the formation of new blood vessels from the existing vasculature. In order to attract new vessels, a tissue must release an endothelial-cell chemoattractant. 2-Deoxy-D-ribose is produced in vivo by the catalytic action of
Guillaume Mata et al.
The Journal of organic chemistry, 77(20), 9006-9017 (2012-09-15)
An efficient method for the N-2-deoxyribosylation of modified nucleobases by 2-deoxythioriboside donors is reported. In the presence of an in situ silylated nucleobase, thioglycosides can be activated with NIS/HOTf to give nucleosides in high yields and with good β-selectivity. By
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