CAS 7685-50-9 | [(2R,3S)-2,3-dihydroxy-5-oxo-pentoxy]phosphonic acid | CAS Number 7685-50-9

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7685-50-9 | [(2R,3S)-2,3-dihydroxy-5-oxo-pentoxy]phosphonic acid

CAS No: 7685-50-9 Catalog No: AG005HJD MDL No:

Product Description

Catalog Number:

AG005HJD

Chemical Name:

[(2R,3S)-2,3-dihydroxy-5-oxo-pentoxy]phosphonic acid

CAS Number:

7685-50-9

Molecular Formula:

C5H11O7P

Molecular Weight:

214.1104

IUPAC Name:

[(2R,3S)-2,3-dihydroxy-5-oxopentyl] dihydrogen phosphate

InChI:

InChI=1S/C5H11O7P/c6-2-1-4(7)5(8)3-12-13(9,10)11/h2,4-5,7-8H,1,3H2,(H2,9,10,11)/t4-,5+/m0/s1

InChI Key:

ALQNUOMIEBHXQG-CRCLSJGQSA-N

SMILES:

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

Properties

Complexity:

199

Compound Is Canonicalized:

Yes

Covalently-Bonded Unit Count:

Defined Atom Stereocenter Count:

Defined Bond Stereocenter Count:

Exact Mass:

214.024g/mol

Formal Charge:

Heavy Atom Count:

Hydrogen Bond Acceptor Count:

Hydrogen Bond Donor Count:

Isotope Atom Count:

Molecular Weight:

214.11g/mol

Monoisotopic Mass:

214.024g/mol

Rotatable Bond Count:

Topological Polar Surface Area:

124A^2

Undefined Atom Stereocenter Count:

Undefined Bond Stereocenter Count:

XLogP3:

-3.4

Literature

Title	Journal
Cloning and characterisation of a new 2-deoxy-D-ribose-5-phosphate aldolase from Rhodococcus erythropolis.	Journal of biotechnology 20121015
Amino acid-mediated aldolase immobilisation for enhanced catalysis and thermostability.	Bioprocess and biosystems engineering 20120601
Selection of a new whole cell biocatalyst for the synthesis of 2-deoxyribose 5-phosphate.	Applied biochemistry and biotechnology 20120101
Efficient production of a thermophilic 2-deoxyribose-5-phosphate aldolase in glucose-limited fed-batch cultivations of Escherichia coli by continuous lactose induction strategy.	Applied biochemistry and biotechnology 20110901
Stable and efficient immobilization technique of aldolase under consecutive microwave irradiation at low temperature.	Bioresource technology 20110101
Mechanism of acetaldehyde-induced deactivation of microbial lipases.	BMC biochemistry 20110101
The fed-batch production of a thermophilic 2-deoxyribose-5-phosphate aldolase (DERA) in Escherichia coli by exponential feeding strategy control.	Applied biochemistry and biotechnology 20101101
Accumulation of thymidine-derived sugars in thymidine phosphorylase overexpressing cells.	Biochemical pharmacology 20100915
Production of 2-deoxyribose 5-phosphate from fructose to demonstrate a potential of artificial bio-synthetic pathway using thermophilic enzymes.	Journal of biotechnology 20100802
The crystal structure of the Escherichia coli autoinducer-2 processing protein LsrF.	PloS one 20090101
Directed evolution of aldolases for exploitation in synthetic organic chemistry.	Archives of biochemistry and biophysics 20080615
The multiple Maillard reactions of ribose and deoxyribose sugars and sugar phosphates.	Carbohydrate research 20071210
Microbial production of 4-hydroxybenzylidene acetone, the direct precursor of raspberry ketone.	Letters in applied microbiology 20070701
Kinetic effect of a downstream strand and its 5'-terminal moieties on single nucleotide gap-filling synthesis catalyzed by human DNA polymerase lambda.	The Journal of biological chemistry 20061124
Biochemical retrosynthesis of 2'-deoxyribonucleosides from glucose, acetaldehyde, and a nucleobase.	Applied microbiology and biotechnology 20060801
One-pot microbial synthesis of 2'-deoxyribonucleoside from glucose, acetaldehyde, and a nucleobase.	Biotechnology letters 20060601
Efficient production of 2-deoxyribose 5-phosphate from glucose and acetaldehyde by coupling of the alcoholic fermentation system of Baker's yeast and deoxyriboaldolase-expressing Escherichia coli.	Bioscience, biotechnology, and biochemistry 20060601
Contributions of an endonuclease IV homologue to DNA repair in the African swine fever virus.	Biochemistry 20060307
Analysis of the class I aldolase binding site architecture based on the crystal structure of 2-deoxyribose-5-phosphate aldolase at 0.99A resolution.	Journal of molecular biology 20041029
Structure of aldolase from Thermus thermophilus HB8 showing the contribution of oligomeric state to thermostability.	Acta crystallographica. Section D, Biological crystallography 20041001
A mechanism for the exclusion of low-fidelity human Y-family DNA polymerases from base excision repair.	Genes & development 20031115
Modulation of the 3'-->5'-exonuclease activity of human apurinic endonuclease (Ape1) by its 5'-incised Abasic DNA product.	The Journal of biological chemistry 20030919
Microbial production of 2-deoxyribose 5-phosphate from acetaldehyde and triosephosphate for the synthesis of 2'-deoxyribonucleosides.	Bioscience, biotechnology, and biochemistry 20030401
The first crystal structure of archaeal aldolase. Unique tetrameric structure of 2-deoxy-d-ribose-5-phosphate aldolase from the hyperthermophilic archaea Aeropyrum pernix.	The Journal of biological chemistry 20030321
Mode of inhibition of short-patch base excision repair by thymine glycol within clustered DNA lesions.	The Journal of biological chemistry 20030314
Structure-based mutagenesis approaches toward expanding the substrate specificity of D-2-deoxyribose-5-phosphate aldolase.	Bioorganic & medicinal chemistry 20030102
One-pot two-step enzymatic coupling of pyrimidine bases to 2-deoxy-D-ribose-5-phosphate. A new strategy in the synthesis of stable isotope labeled deoxynucleosides.	The Journal of organic chemistry 20020308
Observation of covalent intermediates in an enzyme mechanism at atomic resolution.	Science (New York, N.Y.) 20011012
Role of enzyme-ribofuranosyl contacts in the ground state and transition state for orotidine 5'-phosphate decarboxylase: a role for substrate destabilization?	Biochemistry 20010529