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ALLYL-BETA-D-GLUCOPYRANOSIDE is a glycoside chemical compound, characterized by a glucose molecule linked to an allyl group. It is naturally occurring in various sources such as garlic and onions, and is recognized for its distinct pungent odor and taste. ALLYL-BETA-D-GLUCOPYRANOSIDE has garnered interest due to its potential health benefits, including antioxidant, anti-inflammatory, and antimicrobial properties, and is being explored for its applications in food preservation and as a natural flavoring agent.

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  • 34384-79-7 Structure
  • Basic information

    1. Product Name: ALLYL-BETA-D-GLUCOPYRANOSIDE
    2. Synonyms: ALLYL-SS-D-GLUCOPYRANOSIDE;1-O-Allyl-β-D-glucopyranose;2-Propen-1-yl-beta-D-glucopyranosid;2-Propenyl-beta-D-glucoside;ALLYL-BETA-D-GLUCOPYRANOSIDE;Allylb-D-glucopyranoside;(2R,3R,4S,5S,6R)-2-(allyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;β-D-Glucopyranoside, 2-propen-1-yl
    3. CAS NO:34384-79-7
    4. Molecular Formula: C9H16O6
    5. Molecular Weight: 220.22
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 34384-79-7.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: ALLYL-BETA-D-GLUCOPYRANOSIDE(CAS DataBase Reference)
    10. NIST Chemistry Reference: ALLYL-BETA-D-GLUCOPYRANOSIDE(34384-79-7)
    11. EPA Substance Registry System: ALLYL-BETA-D-GLUCOPYRANOSIDE(34384-79-7)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 34384-79-7(Hazardous Substances Data)

34384-79-7 Usage

Uses

Used in Food Preservation:
ALLYL-BETA-D-GLUCOPYRANOSIDE is used as a natural preservative for its antimicrobial properties, helping to extend the shelf life of food products by inhibiting the growth of spoilage-causing microorganisms.
Used in Natural Flavoring:
ALLYL-BETA-D-GLUCOPYRANOSIDE is used as a flavoring agent in the food and beverage industry, leveraging its characteristic pungent taste to enhance the flavor profiles of various products.
Used in Health and Wellness Products:
ALLYL-BETA-D-GLUCOPYRANOSIDE is used as a dietary supplement or ingredient in health and wellness products for its antioxidant and anti-inflammatory properties, potentially contributing to overall health and well-being.
Used in Pharmaceutical Development:
ALLYL-BETA-D-GLUCOPYRANOSIDE is used in pharmaceutical research for its potential therapeutic applications, given its antioxidant, anti-inflammatory, and antimicrobial properties, which may contribute to the development of new treatments for various health conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 34384-79-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,4,3,8 and 4 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 34384-79:
(7*3)+(6*4)+(5*3)+(4*8)+(3*4)+(2*7)+(1*9)=127
127 % 10 = 7
So 34384-79-7 is a valid CAS Registry Number.

34384-79-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-prop-2-ynoxyoxane-3,4,5-triol

1.2 Other means of identification

Product number -
Other names 1-O-allyl-glucopyranoside

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:34384-79-7 SDS

34384-79-7Relevant articles and documents

Anomeric alkylations and acylations of unprotected mono- and disaccharides mediated by pyridoneimine in aqueous solutions

Dey, Kalyan,Jayaraman, Narayanaswamy

supporting information, p. 2224 - 2227 (2022/02/17)

A site-specific deprotonation followed by alkylations and acylations of sugar hemiacetals to the corresponding alkyl glycosides and acylated sugars in aqueous solutions is disclosed herein. Pyridoneimine as a new base is developed to mediate the deprotonation of readily available sugar hemiacetals and further reactions with alkylation and acylation agents.

Synthesis of the hyper-branched core tetrasaccharide motif of chloroviruses

Mishra, Bijoyananda,Manmode, Sujit,Walke, Gulab,Chakraborty, Saptashwa,Neralkar, Mahesh,Hotha, Srinivas

, p. 1315 - 1328 (2021/02/26)

Chemical synthesis of complex oligosaccharides, especially those possessing hyper-branched structures with one or multiple 1,2-cisglycosidic bonds, is a challenging task. Complementary reactivity of glycosyl donors and acceptors and proper tuning of the s

Synthesis, Conformational Analysis, and Complexation Study of an Iminosugar-Aza-Crown, a Sweet Chiral Cyclam Analog

Ardá, Ana,Blériot, Yves,Bordes, Alexandra,Désiré, Jér?me,Franconetti, Antonio,Guillard, Jer?me,Jiménez-Barbero, Jesús,Ménand, Micka?l,Perrin, Flavie,Poveda, Ana,Sollogoub, Matthieu,Tripier, Rapha?l,Troadec, Thibault

supporting information, (2020/03/26)

A new family of chiral C2 symmetric tetraazamacrocycles, coined ISAC for IminoSugar Aza-Crown, incorporating two iminosugars adopting a 4C1 conformation is disclosed. Multinuclear NMR experiments on the corresponding Cdsu

A Synthetic Carbohydrate-Protein Conjugate Vaccine Candidate against Klebsiella pneumoniae Serotype K2

Ravinder, Mettu,Liao, Kuo-Shiang,Cheng, Yang-Yu,Pawar, Sujeet,Lin, Tzu-Lung,Wang, Jin-Town,Wu, Chung-Yi

, p. 15964 - 15997 (2020/11/13)

Klebsiella pneumoniae causes pneumonia and liver abscesses in humans worldwide and contains virulence factor capsular polysaccharides and lipopolysaccharides linked to the cell wall. Although capsular polysaccharides are good antigens for vaccine producti

Preparation method of fondaparinux sodium disaccharide intermediate

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Paragraph 0053; 0054; 0055, (2020/02/19)

The invention discloses a preparation method of fondaparinux sodium disaccharide intermediate. 1-O-substituent sulfonyl-2,3-bis-O-benzyl-4,6-O-benzylidene-beta-D-glucopyranose directly reacts with 1,6-dehydrated-2-deoxy-2-azido-3-O-acetyl-beta-D-glucopyranose to prepare the fondaparinux sodium disaccharide intermediate as shown in a formula I; and meanwhile, the fondaparinux sodium intermediate asshown in the formula I can be used as a raw material to synthesize fondaparinux sodium intermediate as shown in a formula IV. The preparation method is simple and small in steps, the yield is high, the atomic utilization rate is high, the three wastes are small, and the preparation method is suitable for industrial large-scale production. Please see the description for the formula.

Synthesis, kinetics and inhibition of Escherichia coli Heptosyltransferase I by monosaccharide analogues of Lipid A

Nkosana, Noreen K.,Czyzyk, Daniel J.,Siegel, Zarek S.,Cote, Joy M.,Taylor, Erika A.

supporting information, p. 594 - 600 (2018/02/19)

Gram-negative bacteria comprise the majority of microbes that cause infections that are resistant to pre-existing antibiotics. The complex cell wall architecture contributes to their ability to form biofilms, which are often implicated in hospital-acquired infections. Biofilms promote antibiotic resistance by enabling the bacteria to survive hostile environments such as UV radiation, pH shifts, and antibiotics. The outer membrane of Gram-negative bacteria contains lipopolysaccharide (LPS), which plays a role in adhesion to surfaces and formation of biofilms. The main focus of this work was the synthesis of a library of glycolipids designed to be simplified analogues of the Lipid A, the membrane embedded portion component of LPS, to be tested as substrates or inhibitors of Heptosyltransferase I (HepI or WaaC, a glycosyltransferase enzyme involved in the biosynthesis of LPS). Fourteen analogues were synthesized successfully and characterized. While these compounds were designed to function as nucleophilic substrates of HepI, they all demonstrated mild inhibition of HepI. Kinetic characterization of inhibition mechanism identified that the compounds exhibited uncompetitive and mixed inhibition of HepI. Since both uncompetitive and mixed inhibition result in the formation of an Enzyme-Substrate-inhibitor complex, molecular docking studies (using AutoDock Vina) were performed, to identify potential allosteric binding site for these compounds. The inhibitors were shown to bind to a pocket formed after undergoing a conformational change from an open to a closed active site state. Inhibition of HepI via an allosteric site suggest that disruption of protein dynamics might be a viable mechanism for the inhibition of HepI and potentially other enzymes of the GT-B structural class.

Glycosyl Aldehydes: New Scaffolds for the Synthesis of Neoglycoconjugates via Bioorthogonal Oxime Bond Formation

Reina, José J.,Rioboo, Alicia,Montenegro, Javier

, p. 831 - 845 (2018/01/11)

The straightforward preparation of glycosyl neoconjugates by oxime (or hydrazone) bond formation represents a key bioorthogonal tool in chemical biology. However, when this strategy is employed by reacting the reducing end of the glycan moiety, the configuration and the stereochemical information is lost due to partial (or complete) opening of the glycan cyclic hemiacetal and the formation of the corresponding opened tautomers. We have completed the synthesis of a library of glycosyl aldehydes to be used as scaffold for the synthesis of neoglycoconjugates via oxime bond formation. These glycosyl aldehydes constitute a simple and accessible alternative to avoid loss of chiral information when conjugating, by oxime (or hydrazone) bonds, the aldehyde functionality present at the reducing end of natural carbohydrates.

Chemical Synthesis of Modified Hyaluronic Acid Disaccharides

Mende, Marco,Nieger, Martin,Br?se, Stefan

supporting information, p. 12283 - 12296 (2017/09/14)

Herein we report a chemical synthesis towards new modified hyaluronic acid oligomers by using only commercially available d-glucose and d-glucosamine hydrochloride. The various protected hyaluronic acid disaccharides were synthesized bearing new functional groups at C-6 of the β-d-glucuronic acid moiety with a view to structure-related biological activity tests. The orthogonal protecting group pattern allows ready access to the corresponding higher oligomers. Also, 1H NMR studies of the new derivatives demonstrated the effect of the various functional groups on the intramolecular electronic environment.

β-1,6-GLUCAN CETUXIMAB ANTIBODY CONJUGATES

-

Paragraph 0248; 0253; 0254, (2016/12/22)

The present invention encompasses embodiments in which cetuximab or a related cetuximab antibody is conjugated to β-1,6-glucan oligomers. Thus, the present invention includes, among other things, compositions including cetuximab conjugated to one or more

Direct glycosylation of unprotected and unactivated sugars using bismuth nitrate pentahydrate

Polanki, Innaiah K.,Kurma, Siva H.,Bhattacharya, Asish K.

, p. 196 - 205 (2015/06/08)

Bi(NO3)3, a low-cost, mild, and environmentally green catalyst, has been successfully utilized for Fischer glycosylation for the synthesis of alkyl/aryl glycopyranosides by reacting unprotected sugars, namely, D-glucose, L-rhamnose, D-galactose, D-arabinose, and N-acetyl-D-glucosamine with various alcohols in good to excellent yields. The glycosides were formed with high α-selectivity. Further, an expedient separation of α- and β-glycosides using silver nitrate-impregnated silica gel flash liquid chromatography has been developed.

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