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Sigma-Aldrich

2-Deoxy-L-ribose

≥97.0% (TLC)

Synonym(s):

2-Deoxy-L-erythro-pentose

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About This Item

Empirical Formula (Hill Notation):
C5H10O4
CAS Number:
18546-37-7
Molecular Weight:
134.13
MDL number:
MFCD09880214
UNSPSC Code:
12352201
PubChem Substance ID:
329766173
NACRES:
NA.25

Assay

≥97.0% (TLC)

form

powder

optical activity

[α]/D 54.0±2.0°, 24 hr, c = 1 in H2O

storage temp.

2-8°C

SMILES string

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

InChI

1S/C5H10O4/c6-2-1-4(8)5(9)3-7/h2,4-5,7-9H,1,3H2/t4-,5+/m1/s1

InChI key

ASJSAQIRZKANQN-UHNVWZDZSA-N

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Biochem/physiol Actions

Inhibitor of enzymes and valuable building block for synthesis

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

Certificates of Analysis (COA)

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Masao Shiozaki et al.
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KRN7000 is one of the α-galactosylceramides, which has a 2-hexacosanoylamino-3,4-dihydroxyoctadecyl group. This compound, known as a ligand for the activation of CD1d mediated invariant natural killer T cells (iNKT cells) which release both T helper 1 (Th1) cytokines such as
Warfarin glycosylation invokes a switch from anticoagulant to anticancer activity.
Pauline Peltier-Pain et al.
ChemMedChem, 6(8), 1347-1350 (2011-06-30)
Ryuji Ikeda et al.
Biochemical and biophysical research communications, 291(4), 806-812 (2002-02-28)
An angiogenic factor, platelet-derived endothelial cell growth factor/thymidine phosphorylase (PD-ECGF/TP), stimulates the chemotaxis of endothelial cells and confers resistance to apoptosis induced by hypoxia. 2-deoxy-D-ribose, a degradation product of thymidine generated by TP enzymatic activity partially prevented hypoxia-induced apoptosis. 2-Deoxy-D-ribose
Aqeel Ahmed et al.
Journal of the American Chemical Society, 128(44), 14224-14225 (2006-11-02)
The reaction of 70 unprotected, diversely functionalized free reducing sugars with methoxyamine-appended colchicine led to the production of a 58-member glycorandomized library. High-throughput cytotoxicity assays revealed glycosylation to modulate specificity and potency. Library members were also identified which, unlike the
Yuichi Nakajima et al.
Cancer research, 64(5), 1794-1801 (2004-03-05)
Thymidine phosphorylase (TP) catalyzes the reversible conversion of thymidine to thymine, thereby generating 2-deoxy-D-ribose-1-phosphate, which upon dephosphorylation forms 2-deoxy-D-ribose (D-dRib), a degradation product of thymidine. We have previously shown that D-dRib promotes angiogenesis and chemotaxis of endothelial cells and also
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