ChemicalBook--->CAS DataBase List--->50-69-1

50-69-1

50-69-1 Structure

50-69-1 Structure
IdentificationMore
[Name]

D-Ribose
[CAS]

50-69-1
[Synonyms]

ALPHA-D-RIBOFURANOSE
D-RIB
D-(-)-RIBOSE
D-RIBOSE
FEMA 3793
RIBOSE, D-(-)-
d-ribos
D(-)Ribose (1.07605)
D(minus)ribose cell culture tested
ribose, pure
D-RIBOSE 98+%
D(-)RIBOSE PLANT CELL CULTURE TESTED
D-RiboseForBiochemistry
D(-)-Ribose, 99.5+%
D-Ribose-UL-13C5
D-RIBOSE,REAGENT
RIBOSE, D-(-)-(RG)
D-RIBOSE ULTRA PURE
D-RIBOSE, GRANULAR
D-RIBOSE, NATURAL
[EINECS(EC#)]

200-059-4
[Molecular Formula]

C5H10O5
[MDL Number]

MFCD00135453
[Molecular Weight]

150.13
[MOL File]

50-69-1.mol
Chemical PropertiesBack Directory
[Appearance]

White powder
[Melting point ]

88-92 °C(lit.)
[alpha ]

-20.8 º (c=4, H2O)
[Boiling point ]

191.65°C (rough estimate)
[bulk density]

480kg/m3
[density ]

1.1897 (rough estimate)
[FEMA ]

3793
[refractive index ]

-21 ° (C=1, H2O)
[storage temp. ]

2-8°C
[solubility ]

H2O: 0.1 g/mL, clear, colorless to light yellow
[form ]

Crystalline Powder
[pka]

12.46±0.20(Predicted)
[color ]

White to light beige or slightly yellow
[PH]

7 (20°C, 10g/L in H2O)
[PH Range]

7
[biological source]

microbial (fermentation)
[Optical Rotation]

[α]21/D 19.7°, c = 4 in H2O
[Water Solubility ]

Soluble in water. Insoluble in ether.
[Sensitive ]

Hygroscopic
[Merck ]

14,8204
[BRN ]

1723081
[Major Application]

flavors and fragrances
[Cosmetics Ingredients Functions]

SKIN CONDITIONING
HUMECTANT
[InChI]

1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4+,5-/m0/s1
[InChIKey]

HMFHBZSHGGEWLO-SOOFDHNKSA-N
[SMILES]

OC[C@@H](O)[C@@H](O)[C@@H](O)C([H])=O
[LogP]

-1.47
[CAS DataBase Reference]

50-69-1(CAS DataBase Reference)
[NIST Chemistry Reference]

D-Ribose(50-69-1)
[EPA Substance Registry System]

50-69-1(EPA Substance)
[CAS Number Unlabeled]

50-69-1
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P271-P261-P280
[Hazard Codes ]

Xi
[Risk Statements ]

R36/38:Irritating to eyes and skin .
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[RTECS ]

VJ2275000
[F ]

3-10
[TSCA ]

Yes
[REACH Registrations]

Active
[HS Code ]

29400090
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

D(+)-Glucose-->3-amino-3,6-didesoxyglucose-->D-Glyceraldehyde-->Water-->GLYCOLALDEHYDE-->D-Galactose
[Preparation Products]

Spinosyn A-->Spinosad D-->Ribavirin-->Coenzyme A-->5-Deoxy-D-ribose-->D-(-)-THREOSE-->2,3,5-TRI-O-BENZYL-L-ARABINOFURANOSE-->5'-Guanylic acid-->2-O,3-O,4-O,5-O-Tetrakis(trimethylsilyl)-D-ribose-->D-Ribose 5-phosphate disodium salt
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

D-Ribose(50-69-1).msds
Hazard InformationBack Directory
[Description]

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

D-Ribose is a five-carbon sugar with strong water solubility and sweet taste, also known as D-ribofuranose. It is used by all living cells and is an essential component in living organisms for energy production. It is widely present in the furan form.
[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.
[Definition]

ChEBI: D-ribose is a ribofuranose having D-configuration. It is a naturally occurring monosaccharide found in the cells and particularly in the mitochondria is essential in energy production.
[Preparation]

D-Ribose is obtained by using D-glucose as a raw material, inserting bacteria or Bacillus subtilis for fermentation, and separating and refining the fermentation product.(By fermentation technology)
[Biological Functions]

D-ribose is a penta-sugar precursor of some amino acids like glutamate, histidine, proline, and arginine. This substance is transformed into piruvate, enters Krebs's cycle, and has a crucial role in energetic metabolism; it is also involved in glycogen synthesis. The non-oxidative transketolase PPP reaction can be directly synthesized by transferring a keto group to glyceraldehyde 3-phoshate from fructose 6-phosphate. Both these substrates are intermediate products of glycolysis[1].
[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.
[Biochem/physiol Actions]

Ribose is an aldopentose monosaccharide that is phosphorylated into D-ribose 5-phosphate by ribokinase.
[Side effects]

D-ribose is a dietary supplement approved by the US FDA. It is generally considered safe for dosage of ribose is less than 15g/d. However, possible side effects include diarrhea, stomach discomfort, nausea, headache, and low blood sugar.
[storage]

Store at -20°C
[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.]
[Research]

D-ribose, a pentose sugar involved in adenine nucleotide and adenosine triphosphate (ATP) resynthesis, may support metabolic recovery in ischemic environments. Local delivery of a D-ribose-loaded hydrogel modulated necrosis progression and improved wound stability in a rabbit random-pattern skin flap model[2].
[References]

[1] Simonetta Croci. “Potassium bicarbonate and D-ribose effects on A72 canine and HTB-126 human cancer cell line proliferation in vitro.” Cancer Cell International 11 (2011): 30.
Spectrum DetailBack Directory
[Spectrum Detail]

D-Ribose(50-69-1)MS
D-Ribose(50-69-1)1HNMR
D-Ribose(50-69-1)IR1
D-Ribose(50-69-1)IR2
D-Ribose(50-69-1)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

D(-)-Ribose, 99.5+%(50-69-1)
[Alfa Aesar]

D-(-)-Ribose, 98%(50-69-1)
[Sigma Aldrich]

50-69-1(sigmaaldrich)
[TCI AMERICA]

D-(-)-Ribose,>98.0%(GC)(50-69-1)
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