Encyclopedia / Cardiovascular Agents / Food Additives / Pharmaceutical Intermediates

D-Ribose

CAS：50-69-1
MW:150.13
MF：C5H10O5

For pharmaceutical raw materials, health products, intermediates, food additives and so onRibose-5-phosphate, supports biosynthesis of tryptophan and histidine, and is one of the components of the phosphate pentose synthesis pathway. View more+

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Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
NMR Spectrum
Other Information
Computational chemical data
Related Questions
Realated Product Infomation

1. Names and Identifiers

1.1 Name: D-Ribose

1.2 Synonyms: (2R,3R,4R)-2,3,4,5-Tetrahydroxypentanal; D-(−)-Ribose; D-(-)-RIBOSE; D-RIB; d-ribos; D-Ribose/D(-)-Ribose; EINECS 200-059-4; FEMA 3793; MFCD00135453; RIBONIC ACID-Gamma-LACTONE, D-(+)-(RG); Ribose; Ribose (300 mg); Ribose, D-; RIBOSE, D-(-)-; RIBOSE,D-(-); ribose,pure; R-RIBOSE;

1.3 CAS No.: 50-69-1

1.4 CID: 5311110

1.5 EINECS: 200-059-4

1.6 Molecular Formula: C5H10O5

1.7 Inchi: InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4+,5-/m0/s1

1.8 InChkey: PYMYPHUHKUWMLA-LMVFSUKVSA-N

1.9 Canonical Smiles: C(C(C(C(C=O)O)O)O)O

1.10 Isomers Smiles: C([C@H]([C@H]([C@H](C=O)O)O)O)O

2. Properties

2.1 Solubility: H2O: 0.1?g/mL, clear, colorless to light yellow

2.2 Appearance: white to off-white crystalline powder

2.3 Storage: Hygroscopic. Ambient temperatures.

2.4 Chemical Properties: White powder

2.5 Color/Form: White to light beige or slightly yellow

2.6 pKa: 12.46±0.20(Predicted)

2.7 Water Solubility: Soluble in water. Insoluble in ether.

2.8 StorageTemp: 2-8°C

3. Use and Manufacturing

3.1 Definition: ChEBI: A ribofuranose having D-configuration.

3.2 Description

D-Ribose(mixture of isomers) is an energy enhancer, and acts as a sugar moiety of ATP, and widely used as a metabolic therapy supplement for chronic fatigue syndrome or cardiac energy metabolism. D-Ribose(mixture of isomers) is active in protein glycation, induces NF-κB inflammation in a RAGE-dependent manner[1].

Aldehydo-D-ribose is a D-ribose and an aldehydo-ribose. It is an enantiomer of an aldehydo-L-ribose.|Ribose is under investigation in clinical trial NCT01727479 (Ribose and Sport Performance).|A pentose active in biological systems usually in its D-form.

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3.3 Purification Methods: Crystallise -D(-)-ribose from aqueous 80% EtOH, dry it under vacuum at 60o over P2O5 and store it in a vacuum desiccator. It exhibits a complex mutarotation with : [] D 10 -23.1o (1.5minutes), -21.3o (5minutes), -19.5o (10minutes), -19.1o (30minutes), -21.2o (60minutes), -23.1o (120minutes), -23.7o (300minutes), (c 4.5, H2O) [Phelps et al. J Am Chem Soc 56 748 1934]. 1H NMR in D2O at 44o shows 17% -pyranose, 59% -pyranose, 9% -furanose and 15% -furanose forms with furanose -H at 5.34ppm (J 3.0Hz) and -H at 5.31 (J 1.7Hz) [Angyal Adv Carbohydr Chem 42 15 1984, Angyal & Pickles Aust J Chem 25 1711 1972]. The phenylhydrazone crystallises from aqueous pyridine in yellow needles, m 163-164o, and the benzylphenylhydrazone has m 127-128o [Snowden J Am Chem Soc 72 808 1950.] [Beilstein 1 IV 4211.] D-Ribose Preparation Products And Raw materials Preparation Products

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3.4 Usage: It is produced by microorganism fermentation of glucose in a fermentation culture medium without adding calcium carbonate.

4. Safety and Handling

4.1 Safety: Hazard Codes:Xi
Risk Statements:36/38
36/38:Irritating to eyes and skin
Safety Statements:24/25-37/39-26
24/25:Avoid contact with skin and eyes
37/39:Wear suitable protective clothing, gloves and eye/face protection
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany:3
HS Code:29400090

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4.2 Sensitive: Hygroscopic

4.3 Specification: White powder
usageEng:It is produced by microorganism fermentation of glucose in a fermentation culture medium without adding calcium carbonate.
Safety Statements:24/25-37/39-26
24/25:Avoid contact with skin and eyes
37/39:Wear suitable protective clothing, gloves and eye/face protection
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice

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5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Not classified.

2.2 GHS label elements, including precautionary statements

Pictogram(s)	No symbol.
Signal word	No signal word.
Hazard statement(s)	none
Precautionary statement(s)
Prevention	none
Response	none
Storage	none
Disposal	none

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

IR : KBr disc

IR : nujol mull

Mass

7. Synthesis Route

50-69-1Total: 64 Synthesis Route

58-96-8 359 Suppliers

50-69-1 455 Suppliers

65-46-3 357 Suppliers

50-69-1 455 Suppliers

71-30-7 438 Suppliers

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8. Precursor and Product

precursor:

58-61-7

65-46-3

50-00-0

58-96-8

57-48-7

58-63-9

58-86-6

product:

12650-69-0

10323-20-3

2009-64-5

583-50-6

488-81-3

38838-06-1

43179-09-5

13035-61-5

71980-98-8

5460-34-4

9. Computed Properties

Molecular Weight：150.13g/mol
Molecular Formula：C₅H₁₀O₅
Compound Is Canonicalized：True
XLogP3-AA：150.05282342
Monoisotopic Mass：150.05282342
Complexity：104
Rotatable Bond Count：4
Hydrogen Bond Donor Count：4
Hydrogen Bond Acceptor Count：5
Topological Polar Surface Area：98
Heavy Atom Count：：10
Defined Atom Stereocenter Count：3
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADccBgOAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAGgAACAAACBSggAIAAAAAAgAIAAgQgAIAAAAAAAAAAAFAAAABEBYAAAAAQAAFIAABAADKBAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

10.Other Information

Usage: D-(-)-Ribose is mainly used as a very basic source of metabolism of life. It is also used as a precursor for virazole, adenosine, thymidine, cytidine, fluoro-thymidine, 2-methyl adenosine, pyrromonazole toxina and adenosine methionine. It is further used in the synthesis of vitamin B2 (riboflavin), tetra-O-acetyl-ribose and nucleoside. It finds application as food additives and as supplement in cell culture.

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Merck: 14,8204

BRN: 1723081

Description: D-ribose is an important five-carbon monosaccharide with the chemical formula C5H10O5[1]. It is an important constituent of ribonucleic acid (RNA) and ATP, and plays an important role in the formation of life. D-ribose is also an important pharmaceutical intermediate for the production of various nucleic acid drugs.

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Chemical Properties: White powder

Chemical Properties: D-Ribose is a carbohydrate, or sugar, used by all living cells and is an essential component in living organisms for energy production. It has a sweet taste.

Occurrence: Reported found in boiled crab, hen egg, catfish, whitefish, haddock, stored beef, stored veal, milk, applesauce, potato, rapeseed, roasted coffee, fresh coffee and shrimp.

Uses: D-Ribose is produced by microorganism fermentation of glucose in a fermentation culture medium without adding calcium carbonate.

Uses: It is produced by microorganism fermentation of glucose in a fermentation culture medium without adding calcium carbonate.

Definition: ChEBI: A ribofuranose having D-configuration.

Preparation: By fermentation technology.

Biological Activity: D-ribose is a natural sugar that our bodies produce for a variety of purposes most notably encrgy in the form of ATP(adenosine triphosphate), which powers every cell in our body. Ribose is crucial for the synthesis of energy (ATP) and without it, your cells run out of energy and the health of the cell is compromised. Supplementing with ribose improves cell function by restoring energy.
One of the most vital organs to suffer energy depletion is the heart. That is why so much of the research on D-ribose has focused on the impact of supplement ribose in heart disease. Although ribose is classified as a sugar, when taken orally, it does not have any impact on blood sugar like glucose. Instead, it is used for energy production and energy recovery. Every cell in the body has the capacity to make ribose. But more ribose may be needed than the cell can produce when cells are metabolically stressed, such as with strenuous exercise or disease. When the cells are metabolically stressed they tend to consume more glucose rather than producing more ribose. This can dramatically affect recovery.

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Biochem/physiol Actions: Ribose is an aldopentose monosaccharide that is phosphorylated into D-ribose 5-phosphate by ribokinase.

Purification Methods: Crystallise -D(-)-ribose from aqueous 80% EtOH, dry it under vacuum at 60o over P2O5 and store it in a vacuum desiccator. It exhibits a complex mutarotation with : [] D 10 -23.1o (1.5minutes), -21.3o (5minutes), -19.5o (10minutes), -19.1o (30minutes), -21.2o (60minutes), -23.1o (120minutes), -23.7o (300minutes), (c 4.5, H2O) [Phelps et al. J Am Chem Soc 56 748 1934]. 1H NMR in D2O at 44o shows 17% -pyranose, 59% -pyranose, 9% -furanose and 15% -furanose forms with furanose -H at 5.34ppm (J 3.0Hz) and -H at 5.31 (J 1.7Hz) [Angyal Adv Carbohydr Chem 42 15 1984, Angyal & Pickles Aust J Chem 25 1711 1972]. The phenylhydrazone crystallises from aqueous pyridine in yellow needles, m 163-164o, and the benzylphenylhydrazone has m 127-128o [Snowden J Am Chem Soc 72 808 1950.] [Beilstein 1 IV 4211.]

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Mesh Entry Terms: D Ribose

11. Toltal 412 Suppliers View more