6477-44-7

Basic information

• Product Name: apiose
• Synonyms: apiose;(-)-L-Apiose;[S,(-)]-2,3,4-Trihydroxy-3-(hydroxymethyl)butyraldehyde;L-Apiose
• CAS NO: 6477-44-7
• Molecular Formula: C₅H₁₀O₅
• Molecular Weight: 150.13
• Product Categories: Carbohydrates & Derivatives
• Mol File: 6477-44-7.mol
• Article Data: 95

Chemical Properties

• Boiling Point: 368.8±35.0 °C(Predicted)
• Appearance: /
• Density: 1.518±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly), Water
• PKA: 12.51±0.29(Predicted)
• CAS DataBase Reference: apiose(CAS DataBase Reference)
• NIST Chemistry Reference: apiose(6477-44-7)
• EPA Substance Registry System: apiose(6477-44-7)

Safety Data

• Hazardous Substances Data: 6477-44-7(Hazardous Substances Data)

Usage

Description

Apiose, also known as L-Apiose, is a synthetic isomer of D-Apiose (A726650), which is a naturally occurring branched-chain sugar found in parsley and other plant species. It is a monosaccharide that plays a significant role in the structure and function of various plant polysaccharides and glycoproteins.

Uses

Apiose is used as a building block in the synthesis of complex carbohydrates and glycoconjugates for research purposes. It is also used in the development of new pharmaceuticals and therapeutic agents targeting various diseases.
Used in Pharmaceutical Industry:
Apiose is used as a key component in the development of novel drugs and therapeutic agents for the treatment of various diseases, including cancer, inflammatory disorders, and infectious diseases. Its unique structure and properties make it a promising candidate for drug discovery and development.
Used in Research and Development:
Apiose is used as a valuable tool in the study of carbohydrate chemistry, glycobiology, and glycoengineering. It helps researchers understand the role of carbohydrates in biological processes and develop new strategies for the synthesis and modification of complex carbohydrates and glycoconjugates.
Used in Food Industry:
Apiose can be used as a natural sweetener and flavor enhancer in the food industry. Its unique taste and properties make it a potential alternative to traditional sweeteners and additives.

Upstream product

• 70147-50-1 (3S)-O²,O³-isopropylidene-β-L-apiofuranose 
• 1252575-33-9 ent-kauran-3α,16α,17-triol-19-al 3-O-[5-O-vanilloyl-β-D-apiopyranosyl(1->6)]-β-D-glucopyranoside 
• 872286-58-3 4-acetoxy-3-acetoxymethyl-crotonaldehyde diethylacetal 
• 1160707-54-9 phenylethyl 1-O-β-D-apiofuranosyl-(1->4)-β-D-glucopyranoside 
• 1309071-51-9 4-O-β-D-apifuranosyl-(1->2)-β-D-glucopyranosyl-2-hydroxy-6-methoxyacetophenone 
• 1252680-63-9 1-O-(D-apio-β-D-furanosyl)-3-O-(β-D-glucopyranosyl)orcinol 
• 1252680-65-1 1-O-(D-apio-β-D-furanosyl-(1->2)-β-D-glucopyranosyl)orcinol 
• 1191300-14-7 β-D-xylopyranosyl-(1->4)-α-L-rhamnopyranosyl-(1->2)-{[β-D-apio-D-furanosyl-(1->3)]-4-O-(9-oxo-16-β-[(D-xylopyranosyl)oxy]hexadecanoyl)}-α-L-arabinopyranosyl 3-O-β-D-glucopyranosyl-2β,3β,23-trihydroxyolean-12-en-28-oate 
• 1191300-13-6 β-D-xylopyranosyl-(1->4)-α-L-rhamnopyranosyl-(1->2)-{[β-D-apio-D-furanosyl-(1->3)]-4-O-(8-oxo-16-β-[(D-xylopyranosyl)oxy]hexadecanoyl)}-α-L-arabinopyranosyl 3-O-β-D-glucopyranosyl-2β,3β,23-trihydroxyolean-12-en-28-oate 

Downstream Products

• 64481-63-6 methyl 3-C-(hydroxymethyl)-α-L-threofuranoside 
• 64481-62-5 methyl 3-C-(hydroxymethyl)-β-L-threofuranoside 
• 64481-65-8 methyl 3-C-(hydroxymethyl)-β-D-erythrofuranoside 
• 64481-64-7 methyl 3-C-(hydroxymethyl)-α-D-erythrofuranoside 
• 10592-17-3 (3S)-2-hydroxymethylbutane-1,2,3,4-tetrol 
• 109941-37-9 3-hydroxymethyl-[2]tetrosulose-bis-(2,5-dichloro-phenylhydrazone) 
• 34724-16-8 1,2;3,3'-di-O-isopropylidene-3-C-(hydroxymethyl)-α-D-erythrofuranose 

Relevant articles and documents

Structural characterization of phenolic constituents from the rhizome of Imperata cylindrica var. major and their anti-inflammatory activity

As one of raw materials, the rhizome of Imperata cylindrica var. major (Nees) C.E. Hubb. is used in kinds of preparations curing inflammation related diseases, while its effective substances are not yet clear. In this paper, its chemical constituents and their anti-inflammatory activities were investigated. As results, ten compounds, named as imperphenoside A (1), imperphenols B (2) and C (3), imperphenosides D–F (4–6), and imperlignanosides A–D (7–10), along with previously reported thirty-seven known ones (11–47) were obtained from it. Their structures were ascertained basing on the extensive spectroscopic methods and electronic circular dichroism data analysis. Meanwhile, compounds 4, 11, 12, 24, 27, 31, 32, 37, 43, 45, and 47 exhibited nitric oxide inhibitory effects in concentration dependent at 3, 10, and 30 μM on lipopolysaccharides induced RAW 264.7 cells. Moreover, the western blot analysis indicated that compounds 4, 11, 43, and 47 could restrain the phosphorylation of nuclear factor kappa-B kinase to down-regulate the protein expression of inflammatory cytokines such as inducible nitric oxide synthase, interleukin-6 and tumor necrosis factor-α. In conclusion, they might play the anti-inflammatory effects through regulating NF-κB signaling pathway.

Anti-inflammatory active components of the roots of Datura metel

One new phenolic glycoside, methyl 3,4-dihydroxyphenylacetate-4-O-[2-O-β-D-apisoyl-6-O-(2-hydroxybenzoyl)]-β-D-glucopyranoside (1), together with 10 known compounds (2–11), were isolated from the roots of Datura metel. The structures of these compounds we

New Phenolic Glycosides and Lignans from the Roots of Lilium dauricum

Three new phenolic glycosides, carvacrol-2- O - β -D-apiofuranosyl-(1 → 6)- β -D-glucopyranoside (1), 1-methyl-3-isopropylphenol-4- O - β -D-apiofuranosyl-(1 → 6)- β -D-glucopyranoside (2), p -methoxythymol-5- O - β -D-apiofuranosyl-(1 → 6)- β -D-glucopyranoside (3), and a pair of new 8- O -4′ neolignan enantiomers (5a / 5b), together with 26 known compounds (4, 6 - 30) were isolated from the roots of Lilium dauricum. The structures of the new compounds were elucidated based on extensive spectroscopic and chemical methods, and the absolute configurations of 5a and 5b were established by electronic circular dichroism analysis. Nine compounds (1, 3, 4, 8, 9, 17, 25, 29, and 30) exhibited potent α -glucosidase inhibitory activity with IC 50values ranging from 73.4 μM to 988.2 μM. Besides, compound 19 displayed strong anticomplementary activity (CH 50: 71.6 μM).