D-(-)-Ribose

D-(-)-Ribose - Names and Identifiers

Name	D(-)-Ribose
Synonyms	D-RIB d-ribos D-Ribose R-RIBOSE Ribose, D- D(-)-Ribose ribose, pure D-(-)-Ribose RIBOSE, D-(-)- Ribose (300 mg) beta-D-ribofuranose D(-)Ribose (1.07605) D(minus)ribose cell culture tested RIBONIC ACID-Gamma-LACTONE, D-(+)-(RG)
CAS	50-69-1
EINECS	200-059-4
InChI	InChI=1/C5H10O5/c6-1-2-3(7)4(8)5(9)10-2/h2-9H,1H2/t2-,3-,4-,5-/m1/s1
InChIKey	HMFHBZSHGGEWLO-SOOFDHNKSA-N

D-(-)-Ribose - Physico-chemical Properties

Molecular Formula	C5H10O5
Molar Mass	150.13
Density	1.1897 (rough estimate)
Melting Point	88-92°C(lit.)
Boling Point	191.65°C (rough estimate)
Specific Rotation(α)	-20.8 º (c=4, H2O)
Flash Point	180.8°C
Water Solubility	Soluble in water. Insoluble in ether.
Solubility	It is soluble in water and methanol, is very easy to absorb moisture, has a tendency to supersaturation in water, and is slightly soluble in ethanol.
Vapor Presure	3.6E-07mmHg at 25°C
Appearance	White crystalline powder
Color	White to light beige or slightly yellow
Merck	14,8204
BRN	1723081
pKa	12.46±0.20(Predicted)
Storage Condition	2-8°C
Sensitive	Hygroscopic
Refractive Index	-21 ° (C=1, H2O)
MDL	MFCD00135453
Physical and Chemical Properties	Melting point 88-92°C specific optical rotation -20.8 ° (c = 4, H2O)
Use	Used as pharmaceutical raw materials, health products, intermediates, food additives

D-(-)-Ribose - Risk and Safety

Hazard Symbols	Xi - Irritant
Risk Codes	36/38 - Irritating to eyes and skin.
Safety Description	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
FLUKA BRAND F CODES	3-10
TSCA	Yes
HS Code	29400090

D-(-)-Ribose - Upstream Downstream Industry

Raw Materials

Dextrose Anhydrate

D-(-)-Ribose - Reference

Reference

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D-(-)-Ribose - Introduction

D-ribose, as a natural component in all cells, is closely related to the formation of adenylate and the regeneration of ATP, and is one of the most basic energy sources of life metabolism. It plays a key role in the metabolism of heart and bone collaterals, and can promote the recovery of ischemic tissue and local hypoxic tissue.

Last Update：2022-10-16 17:25:34

D-(-)-Ribose - Reference Information

FEMA	3793 \| D-RIBOSE
pH indicator color change ph range	7
NIST chemical information	Information provided by: webbook.nist.gov (external link)
EPA chemical information	Information provided by: ofmpub.epa.gov (external link)
What is D-ribose	D-ribose is a simple monosaccharide or pentose containing 5 carbon atoms. It is the genetic material in the organism-Ribonucleic acid (RNA) is an important component of the substance. D-ribose exists in all cells and is an important component of nucleotides, multiple coenzymes and genetic material nucleic acids, it is also the structural component of adenosine triphosphate (ATP), which has important physiological functions and application prospects. D-ribose has been widely used in medicine, food and beverage, nutrition and health care, clinical nutrition and other fields. In the field of medicine, D-ribose is an important intermediate and starting material for a variety of nucleosides, anti-tumor drugs and other drugs. Nearly 50% of the antiviral drugs currently used in clinical use are nucleoside drugs, such as capecitabine, ticagrelor and Redcevir, all use D-ribose as intermediates and starting materials.
physical properties	ribose has chiral carbon atom properties and has two configurations of l type and d type. In nature, L-ribose is extremely unstable, and ribose mainly exists in D-type form, namely D-ribose. D-ribose is a five-carbon sugar with strong water solubility and sweet taste, also known as D-furanose. It is a natural valerose found in all living cells and widely exists in furan type.
use	ATP is the "energy currency" of cells ". Under high-intensity exercise or disease, the decomposition rate of ATP will be greater than the synthesis rate, and the concentration of ATP will decrease. Most of the degradation products of ATP, IMP, can re-synthesize ATP through remedial means, and a small part of IMP will be further degraded and lost in the form of purine, which will lead to the continuous decline of nucleotide pool. Cells can make up for the loss of ATP by recycling and remedial synthesis, and the content of D-ribose is the limiting factor of its recovery rate. (1) The effect on the heart The content of ATP and nucleotide pool in the heart will gradually decrease, and their content is closely related to the degree of failure. Insufficient energy supply is considered to be an important cause of heart failure. Ribose can supplement ATP by accelerating the heavy and remedial synthesis of ATP. A large number of clinical experiments have shown that ribose can improve the heart function of patients with ischemic failure. However, Kiterie and others have not found that ribose can improve mice with non-ischemic chronic heart failure in animal experiments, and the reason is unknown. (2) The effect on exercise ability Wang Yakun et al. studied the recovery effect of D-ribose on the function of heart and skeletal muscle during exercise and recovery in rats with weight-bearing swimming rats. It was found that D-ribose significantly increased the synthesis rate of ATP in the gastrocnemius muscle and completely recovered the ATP consumed during exercise within 72 hours. Another study found that ribose did not show the effect of restoring ATP during intermittent high-intensity exercise. (3) Effect on blood sugar D-ribose is a monosaccharide. All monosaccharides have the effect of increasing insulin secretion. Therefore, the intake of ribose will cause a short-term decrease in blood sugar. It is generally recommended to use ribose for meals, but its short-term hypoglycemic effect cannot be ignored. Therefore, people with hypoglycemia should follow the doctor's advice when taking it. (4) The role of beauty and skin care With the increase of age, the collagen and elastic fibers in people's skin decrease, which is clinically manifested as lack of elasticity and increased wrinkles. With aging, the ATP in dermal cells gradually decreases, resulting in insufficient energy supply, which will change the function of cells. In some experiments, 20 women with dim skin color and more wrinkles were selected and given ribose facial lotion with 0.5% content. After one month, wrinkles were significantly reduced, proving that ribose has the effect of delaying skin aging. In addition, it has been reported that D-ribose can significantly improve the energy level and sleep quality of patients with fibrotic pain and chronic fatigue syndrome, make the mind more clear, and reduce the pain and clinical symptoms of patients. Ribose also has the effect of reducing the oxidative damage of the testis of mice after fatigue, and has a certain antioxidant effect. Other related physiological functions of ribose need to be further explored. D-ribose, as a natural component in all cells, is closely related to the formation of adenylate and the regeneration of ATP, and is one of the most basic energy sources of life metabolism. It plays a key role in the metabolism of heart and bone collaterals, and can promote the recovery of ischemic tissue and local hypoxic tissue. D-ribose is an important component of genetic material-nucleic acid in organisms. It is in a pivotal position in the metabolism of nucleoside, protein and fat. It has important physiological functions and broad application prospects. used as pharmaceutical raw materials, health products, intermediates, food additives, etc. ribose -5-phosphate supports the biosynthesis of tryptophan and histidine, and is also one of the components of pentose phosphate synthesis path D-ribose is an important component of nucleic acid, genetic material in organisms. It is in a pivotal position in the metabolism of nucleoside substances, protein and fat. It has important physiological functions and broad application prospects. D-ribose, as a natural component in all cells, is closely related to the formation of adenylate and the regeneration of ATP, and is one of the most basic energy sources of life metabolism. It plays a key role in the metabolism of heart and bone collaterals, and can promote the recovery of ischemic tissue and local hypoxic tissue. D-ribose is an important intermediate of many nucleotides, which can be used in the production of triazole nucleoside, adenosine, thymidine, cytidine, fluoropyrimidine nucleoside, 2-methyl adenosine, weitoxin, pyrazole toxin, adenosine denine, etc.
application	nucleic acid drugs are an important means for human beings to treat viruses, tumors and AIDS. D-ribose is an important intermediate for many nucleic acid drugs, it can be used in the production of many drugs such as triazole nucleoside, adenosine, thymidine, cytidine, fluoropyrimidine nucleoside, 2-methyladenosine, betatoxin, pyrazole toxin, adenosine denine, etc. It is mainly used in the manufacture of vitamin B2, ribofuran, ribonucleotide pyranose and antiviral anti-tumor nucleoside drugs. It can also be used as condiment and flavoring essence of sports health products.
safety	D-ribose is a dietary supplement on the U.S. market and is recognized by the U.S. FDA as a new food raw material. When the intake of ribose exceeds 200mg/(kg · h), it may cause diarrhea. D-ribose belongs to five-carbon sugar, which has strong water absorption. Excessive intake will cause intestinal dehydration. taking ribose may also cause mild symptoms such as nausea and dizziness in very few people. when the dosage of ribose is less than 15g/d, there are no side effects for most people. in addition, ribose has a relatively short half-life, reaching the highest value of about 120min after taking it for about 30 minutes. although ribose can effectively supplement ATP in muscles, sports experts do not recommend healthy young people to use ribose as a function enhancer to supplement energy.
production method	D-glucose is used as raw material, bacteria or Bacillus subtilis are added for fermentation, and the fermentation product is separated and refined. Preservation of bacteria → activation of inclined plane → seed tank culture → fermentation → fermentation broth → flocculation → supernatant → cation resin exchange → decolorization of activated carbon → concentration → refining → crystallization → product