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D6539

Sigma-Aldrich

2-Deoxy-α-D-ribose 1-phosphate bis(cyclohexylammonium) salt

≥97% (TLC)

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About This Item

Empirical Formula (Hill Notation):
C5H11O7P · 2C6H13N
CAS Number:
102783-28-8
Molecular Weight:
412.46
Beilstein/REAXYS Number:
3785872
UNSPSC Code:
12352201
PubChem Substance ID:
329798830
NACRES:
NA.25

biological source

synthetic (organic)

Quality Level

200

assay

≥97% (TLC)

form

powder

color

white

solubility

water: 50 g/L at 20 °C

storage temp.

−20°C

SMILES string

NC1CCCCC1.NC2CCCCC2.OC[C@H]3O[C@@H](C[C@@H]3O)OP(O)(O)=O

InChI

1S/2C6H13N.C5H11O7P/c2*7-6-4-2-1-3-5-6;6-2-4-3(7)1-5(11-4)12-13(8,9)10/h2*6H,1-5,7H2;3-7H,1-2H2,(H2,8,9,10)/t;;3-,4+,5+/m..0/s1

InChI key

GVYUZZDUVZHJAM-CGKAESPRSA-N

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Application

2-Deoxyribose 1-phosphate (2dR1P) may be used in pyrimidine metabolism research to identify and characterize thymidine phosphorylase(s)/platelet-derived endothelial cell growth factor(s)(PD-ECGF)/gliostatin(s). 2-Deoxyribose 1-phosphate may be used to study processes such as angiogenesis in tumor cells at the level of thymidine phosphorylase activity. 2-Deoxy-a-D-ribose 1-phosphate (dR-1-P) is used in the organic synthesis of 2′-deoxynucleosides such as cladribine.

Preparation Note

Enzymatically prepared

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)

Certificates of Analysis (COA)

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Hironori Komatsu et al.
Nucleosides, nucleotides & nucleic acids, 24(5-7), 1127-1130 (2005-10-27)
Our chemo-enzymatic method was successfully applied to the synthesis of 2-chloro-2'-deoxyadenosine (CdA, cladribine) in two ways: 1) direct conversion of chemically synthesized 2-deoxy-alpha-D-ribose 1-phosphate (dRP) to CdA; 2) a two-step route via 9-(2-deoxy-beta-D-ribos-1-yl)-2, 6-dichloropurine (Cl2Pu-dR, 5).
Candida Deves et al.
Molecular bioSystems, 10(3), 592-604 (2014-01-11)
Human Thymidine Phosphorylase (HTP), also known as the platelet-derived endothelial cell growth factor (PD-ECGF) or gliostatin, catalyzes the reversible phosphorolysis of thymidine (dThd) to thymine and 2-deoxy-α-d-ribose-1-phosphate (2dR1P). HTP is a key enzyme in the pyrimidine salvage pathway involved in
Dina S Vara et al.
Thrombosis and haemostasis, 109(6), 1108-1119 (2013-03-16)
Using direct injection mass spectrometry (DIMS) we discovered that deoxyribose-1-phosphate (dRP) is released by platelets upon activation. Interestingly, the addition of exogenous dRP to human platelets significantly increased platelet aggregation and integrin αIIbβ3 activation in response to thrombin. In parallel
Shin-ichi Akiyama et al.
Cancer science, 95(11), 851-857 (2004-11-18)
Thymidine phosphorylase (TP), an enzyme involved in pyrimidine metabolism, is identical with an angiogenic factor, platelet-derived endothelial cell growth factor (PD-ECGF). TP is overexpressed in various tumors and plays an important role in angiogenesis, tumor growth, invasion and metastasis. The

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