Ribitol
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MedKoo CAT#: 574104

CAS#: 488-81-3

Description: 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

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Ribitol
CAS# 488-81-3
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 574104
Name: Ribitol
CAS#: 488-81-3
Chemical Formula: C5H12O5
Exact Mass: 152.07
Molecular Weight: 152.150
Elemental Analysis: C, 39.47; H, 7.95; O, 52.58

Price and Availability

Size Price Availability Quantity
10g USD 220
25g USD 380
50g USD 620
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Synonym: Ribitol, Adonitol, NSC 16868

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:
Product Data
Instruction:
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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/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 33.3 216.06
Water 100.0 657.25

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.

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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).