MedKoo Cat#: 574104 | Name: Ribitol
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ribitol is a pentose sugar alcohol derived from ribose in vivo via the pentose phosphate pathway. It is a component of the glycopolymer teichoic acid in bacterial cell walls. Levels of ribitol are increased in the brain, cerebrospinal fluid, urine, and plasma of a patient with ribose-5-phosphate isomerase (RPI) deficiency, an extremely rare inborn error of metabolism characterized by a heterozygous frameshift mutation and missense allele in the RPI gene leading to leukoencephalopathy and mild peripheral polyneuropathy.

Chemical Structure

Ribitol
Ribitol
CAS#488-81-3

Theoretical Analysis

MedKoo Cat#: 574104

Name: Ribitol

CAS#: 488-81-3

Chemical Formula: C5H12O5

Exact Mass: 152.0685

Molecular Weight: 152.15

Elemental Analysis: C, 39.47; H, 7.95; O, 52.58

Price and Availability

Size Price Availability Quantity
10g USD 220.00
25g USD 380.00
50g USD 620.00
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Related CAS #
No Data
Synonym
Ribitol; Adonitol; NSC 16868; ribitolum
IUPAC/Chemical Name
(2R,3s,4S)-pentane-1,2,3,4,5-pentaol
InChi Key
HEBKCHPVOIAQTA-ZXFHETKHSA-N
InChi Code
InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5-
SMILES Code
OC[C@@H]([C@@H]([C@@H](CO)O)O)O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO and water
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO and water
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
Levels of ribitol are increased in the brain, cerebrospinal fluid, urine, and plasma of a patient with ribose-5-phosphate isomerase (RPI) deficiency, an extremely rare inborn error of metabolism characterized by a heterozygous frameshift mutation and missense allele in the RPI gene leading to leukoencephalopathy and mild peripheral polyneuropathy.
In vitro activity:
In breast cancer cells, ribitol supplementation enhances utilization of glucose by glycolysis. Ribitol supplementation also increased levels of reduced glutathione. Treatment with ribitol also enhanced nucleotide biosynthesis. Reference: PLoS One. 2022 Dec 7;17(12):e0278711. https://pubmed.ncbi.nlm.nih.gov/36477459/
In vivo activity:
Oral administration of ribitol increases levels of ribitol-5-phosphate and CDP-ribitol and restores therapeutic levels of F-α-DG in skeletal and cardiac muscles in fukutin-related protein (FKRP)-mutant mice. Ribitol given before and after disease phenotype onset reduces skeletal muscle pathology, decreases cardiac fibrosis, and improves skeletal and respiratory functions in FKRP mutant mice. Reference: Nat Commun. 2018 Aug 27;9(1):3448. https://pubmed.ncbi.nlm.nih.gov/30150693/
Solvent mg/mL mM
Solubility
DMSO 33.3 216.06
Water 100.0 657.25
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 152.15 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Tucker JD, Doddapaneni R, Lu PJ, Lu QL. Ribitol alters multiple metabolic pathways of central carbon metabolism with enhanced glycolysis: A metabolomics and transcriptomics profiling of breast cancer. PLoS One. 2022 Dec 7;17(12):e0278711. doi: 10.1371/journal.pone.0278711. PMID: 36477459; PMCID: PMC9728907. 2. Ury B, Potelle S, Caligiore F, Whorton MR, Bommer GT. The promiscuous binding pocket of SLC35A1 ensures redundant transport of CDP-ribitol to the Golgi. J Biol Chem. 2021 Jan-Jun;296:100789. doi: 10.1016/j.jbc.2021.100789. Epub 2021 May 18. PMID: 34015330; PMCID: PMC8192872. 3. Cataldi MP, Lu P, Blaeser A, Lu QL. Ribitol restores functionally glycosylated α-dystroglycan and improves muscle function in dystrophic FKRP-mutant mice. Nat Commun. 2018 Aug 27;9(1):3448. doi: 10.1038/s41467-018-05990-z. PMID: 30150693; PMCID: PMC6110760. 4. Wu B, Drains M, Shah SN, Lu PJ, Leroy V, Killilee J, Rawls R, Tucker JD, Blaeser A, Lu QL. Ribitol dose-dependently enhances matriglycan expression and improves muscle function with prolonged life span in limb girdle muscular dystrophy 2I mouse model. PLoS One. 2022 Dec 1;17(12):e0278482. doi: 10.1371/journal.pone.0278482. PMID: 36454905; PMCID: PMC9714851.
In vitro protocol:
1. Tucker JD, Doddapaneni R, Lu PJ, Lu QL. Ribitol alters multiple metabolic pathways of central carbon metabolism with enhanced glycolysis: A metabolomics and transcriptomics profiling of breast cancer. PLoS One. 2022 Dec 7;17(12):e0278711. doi: 10.1371/journal.pone.0278711. PMID: 36477459; PMCID: PMC9728907. 2. Ury B, Potelle S, Caligiore F, Whorton MR, Bommer GT. The promiscuous binding pocket of SLC35A1 ensures redundant transport of CDP-ribitol to the Golgi. J Biol Chem. 2021 Jan-Jun;296:100789. doi: 10.1016/j.jbc.2021.100789. Epub 2021 May 18. PMID: 34015330; PMCID: PMC8192872.
In vivo protocol:
1. Cataldi MP, Lu P, Blaeser A, Lu QL. Ribitol restores functionally glycosylated α-dystroglycan and improves muscle function in dystrophic FKRP-mutant mice. Nat Commun. 2018 Aug 27;9(1):3448. doi: 10.1038/s41467-018-05990-z. PMID: 30150693; PMCID: PMC6110760. 2. Wu B, Drains M, Shah SN, Lu PJ, Leroy V, Killilee J, Rawls R, Tucker JD, Blaeser A, Lu QL. Ribitol dose-dependently enhances matriglycan expression and improves muscle function with prolonged life span in limb girdle muscular dystrophy 2I mouse model. PLoS One. 2022 Dec 1;17(12):e0278482. doi: 10.1371/journal.pone.0278482. PMID: 36454905; PMCID: PMC9714851.
1. Huck, J.H.J., Verhoeven, N.M., Struys, E.A., et al. Ribose-5-phosphate isomerase deficiency: New inborn error in the pentose phosphate pathway associated with a slowly progressive leukoencephalopathy. Am. J. Hum. Genet. 74(4), 745-751 (2004). 2. Vinogradov, E., Sadovskaya, I., Li, J., et al. Structural elucidation of the extracellular and cell-wall teichoic acids of Staphylococcus aureus MN8m, a biofilm forming strain. Carbohydr. Res. 341(6), 738-743 (2006).