527-52-6
Chemical Structure
Digitoxose
Synonym(s): D-(+)-Digitoxose
- CAS No.: 527-52-6
- Formula:C6H12O4
- Molecular Weight:148.16
IUPAC Name: (3S,4R,5R)-3,4,5-trihydroxyhexanal
InChIKey: JWFRNGYBHLBCMB-NGJCXOISSA-N
SMILES: O=CC[C@H](O)[C@H](O)[C@H](O)C
Biological Activity: Digitoxose (D-(+)-Digitoxose) is a 2,6-dideoxy-D-ribo-hexose and the dideoxysugar moiety of Digitoxin (HY-B1357) and Digoxin (HY-B1049). Digitoxose acts by competitively inhibiting D-Glucose (HY-B0389)-stimulated Insulin (HY-P0035) release from pancreatic islets and shifting the glucose dose-response curve to the right. Digitoxose can be used in research on non-insulin-dependent diabetes mellitus[1][2][3].
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Digitoxose | Digitoxose (D-(+)-Digitoxose) is a 2,6-dideoxy-D-ribo-hexose and the dideoxysugar moiety of Digitoxin (HY-B1357) and Digoxin (HY-B1049). Digitoxose acts by competitively inhibiting D-Glucose (HY-B0389)-stimulated Insulin (HY-P0035) release from pancreatic islets and shifting the glucose dose-response curve to the right. Digitoxose can be used in research on non-insulin-dependent diabetes mellitus. | |||||||||||||||||||||
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References
- [1]. G. Franz, et al. Biosynthesis of digitoxose and glucose in the purpurea glycosides of Digitalis purpurea, Phytochemistry, Volume 6, Issue 6, 1967, Pages 841-844, ISSN 0031-9422.
- [2]. Hussain M, et al. The effect of digitoxose on insulin release, glucose oxidation and oxygen consumption by islets of lean and genetically obese diabetic (ob/ob) mice. Biochemical and biophysical research communications. 1985 Jun 14;129(2):358-67. [Content Brief]
- [3]. Li K, et al. Digitoxose as powerful glycosyls for building multifarious glycoconjugates of natural products and un-natural products. Synthetic and systems biotechnology. 2024 Dec;9(4):701-712.
