Retinyl glucoside
Retinyl glucoside is a lipid glucoside and metabolite of Vitamin A [2] [3]. Glycosylation of vitamins exert various nutritional and metabolic effects [1].
As a product of in vitro enzymatic glycosylation, retinyl glucoside was hydrolyzed by two mammalian broad specificity β-glucosidases, the cytosolic and membrane-associated β-glucosidases of guinea pig liver [1] [2].
In vitamin A-deficient rats, retinyl β-glucose exhibited 67-100% of the growth-promoting, and was quickly hydrolyzed to retinol in metabolic studies [3].
References:
1. Gregory JF 3rd. Nutritional Properties and significance of vitamin glycosides. Annu Rev Nutr. 1998;18:277-96. Review. PubMed PMID: 9786648.
2. Vanderjagt DJ, Fry DE, Glew RH. Human glucocerebrosidase catalyses transglucosylation between glucocerebroside and retinol. Biochem J. 1994 Jun1;300 ( Pt 2):309-15. PubMed PMID: 8002933; PubMed Central PMCID: PMC1138163.
3. Barua AB, Olson JA. Chemical synthesis, growth-promoting activity, and metabolism of all-trans retinyl beta-glucose in the rat. Int J Vitam Nutr Res. 1992;62(4):298-302. PubMed PMID: 1291531.
| Storage | Store at -20°C |
| M.Wt | 448.59 |
| Cas No. | 136778-12-6 |
| Formula | C26H40O6 |
| Synonyms | Retinyl β-D-glucoside |
| Solubility | Soluble in DMSO |
| Chemical Name | (2R,3R,4S,5S,6R)-2-(((2E,4E,6E,8Z)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol |
| SDF | Download SDF |
| Canonical SMILES | CC1(C)CCCC(C)=C1/C=C\C(C)=C\C=C\C(C)=C\CO[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2 |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
Quality Control & MSDS
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Purity = 98.00%
- COA (Certificate Of Analysis)
- MSDS (Material Safety Data Sheet)
- Datasheet
Chemical structure
