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Sigma-Aldrich

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:
533-67-5
Molecular Weight:
134.13
Beilstein:
1721978
EC Number:
208-573-0
MDL number:
MFCD00135904
UNSPSC Code:
12352201
PubChem Substance ID:
57648512
NACRES:
NA.25

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Katarzyna Lamparska et al.
Nucleic acids research, 40(19), 9788-9801 (2012-08-02)
5-Aza-2'-deoxycytidine (5azaC-dR) has been employed as an inhibitor of DNA methylation, a chemotherapeutic agent, a clastogen, a mutagen, an inducer of fragile sites and a carcinogen. However, its effects are difficult to quantify because it rapidly breaks down in aqueous
Jean Cadet et al.
Free radical research, 46(4), 367-381 (2012-01-24)
A broad scientific community is involved in investigations aimed at delineating the mechanisms of formation and cellular processing of oxidatively generated damage to nucleic acids. Perhaps as a consequence of this breadth of research expertise, there are nomenclature problems for
Marina Rossi et al.
Physical review letters, 110(10), 107801-107801 (2013-03-26)
Concentrated solutions of ultrashort duplex-forming DNA oligomers may develop various forms of liquid crystal ordering among which is the chiral nematic phase, characterized by a macroscopic helical precession of molecular orientation. The specifics of how chirality propagates from the molecular
Xican Li
Food chemistry, 141(3), 2083-2088 (2013-07-23)
The deoxyribose degradation assay is widely used to evaluate the hydroxyl (OH) radical-scavenging ability of food or medicines. We compared the hydroxyl radical-scavenging activity of 25 antioxidant samples prepared in ethanol solution with samples prepared after removing the ethanol (residue).
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
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