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Beta-D-(-)-Arabinose, also known as L-Arabinose, is a monosaccharide that is an isomer of D-xylose and D-lyxose. It is a white crystalline compound and is an isotope-labelled analogue of D-arabinose. It is used as an inhibitor of the enzyme glucose dehydrogenase.

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  • 10323-20-3 Structure
  • Basic information

    1. Product Name: beta-D-(-)-Arabinose
    2. Synonyms: D-Arabinose ,98%;D-Arabinose 99%;(2S,3R,4R)-2,3,4,5-tetrahydroxypentanal;D-Arabinose-1,2-13C2;d-[1,3-13C2]arabinose;d-[1,5-13C2]arabinose;d-[2,3,4,5-13C4]arabinose;d-[2,3-13C2]arabinose
    3. CAS NO:10323-20-3
    4. Molecular Formula: C5H10O5
    5. Molecular Weight: 150.13
    6. EINECS: 233-708-5
    7. Product Categories: Carbohydrates A to;Carbohydrates A-CBiochemicals and Reagents;Monosaccharide;CarbohydrateSpecialty Synthesis;Carbohydrate Synthesis;Metabolic Pathways;Metabolites and Cofactors on the Metabolic Pathways Chart;Monosaccharides;Biochemicals;Molecular Biology;Molecular Biology Reagents;Other APIs;CARBOHYDRATE;FINE Chemical & INTERMEDIATES;Carbohydrates;Basic Sugars (Mono & Oligosaccharides);Arabinose;Biochemistry;Sugars;Dextrins、Sugar & Carbohydrates;Base Ingredients;Carbohydrate Sources (Sugars/Extracts);Sugars for Media
    8. Mol File: 10323-20-3.mol
    9. Article Data: 97
  • Chemical Properties

    1. Melting Point: 156-160 °C
    2. Boiling Point: 191.65°C (rough estimate)
    3. Flash Point: 219.215 °C
    4. Appearance: /
    5. Density: 1.1897 (rough estimate)
    6. Vapor Pressure: 9.92E-06mmHg at 25°C
    7. Refractive Index: -104 ° (C=10, H2O)
    8. Storage Temp.: +15C to +30C
    9. Solubility: N/A
    10. PKA: pK1: 12.34 (25°C)
    11. Water Solubility: Soluble in water.
    12. BRN: 1723079
    13. CAS DataBase Reference: beta-D-(-)-Arabinose(CAS DataBase Reference)
    14. NIST Chemistry Reference: beta-D-(-)-Arabinose(10323-20-3)
    15. EPA Substance Registry System: beta-D-(-)-Arabinose(10323-20-3)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 20/21/22-36/37/38
    3. Safety Statements: 26-36-24/25
    4. WGK Germany: 3
    5. RTECS:
    6. F: 3-10
    7. TSCA: Yes
    8. HazardClass: N/A
    9. PackingGroup: N/A
    10. Hazardous Substances Data: 10323-20-3(Hazardous Substances Data)

10323-20-3 Usage

Uses

Used in Pharmaceutical Industry:
Beta-D-(-)-Arabinose is used as a pharmaceutical intermediate for the development of drugs targeting glucose metabolism and related diseases.
Used in Food Industry:
Beta-D-(-)-Arabinose is used as a food additive, providing a unique taste and texture to food products.
Used in Microbiology:
Beta-D-(-)-Arabinose is used in culture media for some bacteria, serving as a carbon source for their growth.
Used in Biopolymer Synthesis:
Beta-D-(-)-Arabinose is a component of biopolymers such as hemicellulose and pectin, which are important in the structure and function of plant cell walls.
Used in Synthetic Biology:
In the synthetic biology laboratory, beta-D-(-)-arabinose is employed as a reversible switch for protein expression under the Pbad promoter in E. coli, allowing for precise control of gene expression.
Used as an Enzyme Inhibitor:
Beta-D-(-)-Arabinose acts as an inhibitor of the enzyme glucose dehydrogenase, which plays a crucial role in glucose metabolism. This property makes it a valuable tool in studying and modulating glucose metabolism-related pathways.

Purification Methods

Crystallise D-(-)-arabinose three times from EtOH, dry it in vacuo at 60o for 24hours and store it in a vacuum desiccator. It also crystallises from a mixture of H2O/MeOH/EtOH with m 158-160o, or H2O with m 160-161o. [Whistler & Schweiger J Am Chem Soc 81 5190 1959, Fletcher et al. J Am Chem Soc 72 4546 1950, Beilstein 1 IV 4215, see Angyal Adv Carbohydrate Chem Biochem 42 15 1984 for ratio of anomers in solution.]

Check Digit Verification of cas no

The CAS Registry Mumber 10323-20-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,3,2 and 3 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 10323-20:
(7*1)+(6*0)+(5*3)+(4*2)+(3*3)+(2*2)+(1*0)=43
43 % 10 = 3
So 10323-20-3 is a valid CAS Registry Number.
InChI:InChI=1/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4+,5-/m0/s1

10323-20-3 Well-known Company Product Price

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  • Alfa Aesar

  • (A10357)  D-(-)-Arabinose, 99%   

  • 10323-20-3

  • 10g

  • 338.0CNY

  • Detail
  • Alfa Aesar

  • (A10357)  D-(-)-Arabinose, 99%   

  • 10323-20-3

  • 50g

  • 903.0CNY

  • Detail
  • Alfa Aesar

  • (A10357)  D-(-)-Arabinose, 99%   

  • 10323-20-3

  • 250g

  • 3226.0CNY

  • Detail

10323-20-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name aldehydo-D-arabinose

1.2 Other means of identification

Product number -
Other names D-(-)-ABABINOSE

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:10323-20-3 SDS

10323-20-3Synthetic route

7-(tert-butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ol

7-(tert-butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ol

D-Arabinose
10323-20-3

D-Arabinose

Conditions
ConditionsYield
With hydrogenchloride; water at 18℃; for 18h;68%
Conditions
ConditionsYield
With dihydrogen peroxide; FAU(2.4); copper In water at 19.85℃; for 3.5h; pH=6.5; Product distribution; Further Variations:; Catalysts; Ruff degradation;A 63%
B 9%
5,6-dihydro-6-(S)-(1,3-dithian-2-yl)-1-β-D-arabinofuranosyluracil
73080-26-9

5,6-dihydro-6-(S)-(1,3-dithian-2-yl)-1-β-D-arabinofuranosyluracil

A

D-Arabinose
10323-20-3

D-Arabinose

B

5,6-dihydro-6-(S)-(1,3-dithian-2-yl)uracil
73080-27-0, 76222-45-2

5,6-dihydro-6-(S)-(1,3-dithian-2-yl)uracil

Conditions
ConditionsYield
With hydrogenchloride at 70℃; for 4h;A n/a
B 62%
deacetylated Scutellaria baicalensis water-soluble polysaccharide

deacetylated Scutellaria baicalensis water-soluble polysaccharide

A

D-Arabinose
10323-20-3

D-Arabinose

B

D-glucose
50-99-7

D-glucose

C

D-Galactose
59-23-4

D-Galactose

D

partially hydrolysed deacetylated Scutellaria baicalensis water-soluble polysaccharide

partially hydrolysed deacetylated Scutellaria baicalensis water-soluble polysaccharide

E

galactobiose

galactobiose

Conditions
ConditionsYield
With sulfuric acid; water at 100℃; for 0.0833333h;A n/a
B n/a
C n/a
D 56.2%
E n/a
D-ribose
50-69-1

D-ribose

D-Arabinose
10323-20-3

D-Arabinose

Conditions
ConditionsYield
With molybdic acid In water for 0.05h; Bilik reaction; microwave irradiation;45%
2-C-(hydroxymethyl)-D-glycero-D-gulo-heptose
367261-89-0

2-C-(hydroxymethyl)-D-glycero-D-gulo-heptose

A

D-Arabinose
10323-20-3

D-Arabinose

B

dihydroxyacetone
96-26-4

dihydroxyacetone

C

D-glycero-D-ido-oct-2-ulose
1016606-96-4

D-glycero-D-ido-oct-2-ulose

Conditions
ConditionsYield
With molybdic acid In water at 85℃; for 8h;A n/a
B n/a
C 40%
pyridine
110-86-1

pyridine

D-ribulose
488-84-6

D-ribulose

A

D-Arabinose
10323-20-3

D-Arabinose

B

D-ribose
50-69-1

D-ribose

pyridine
110-86-1

pyridine

xylulose
551-84-8

xylulose

A

D-xylose
58-86-6

D-xylose

B

D-Arabinose
10323-20-3

D-Arabinose

C

D-ribose
50-69-1

D-ribose

mannitol
69-65-8

mannitol

D-Arabinose
10323-20-3

D-Arabinose

Conditions
ConditionsYield
With lead(IV) acetate; oxalic acid; acetic acid Erwaermen des Reaktionsprodukts mit Wasser;
With periodic acid
D-arabinonic acid methyl ester
15909-68-9

D-arabinonic acid methyl ester

D-Arabinose
10323-20-3

D-Arabinose

Conditions
ConditionsYield
With sodium amalgam; sulfuric acid; water
2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

D-Arabinose
10323-20-3

D-Arabinose

Conditions
ConditionsYield
With sodium hypochlorite; water
With water; chloroamine-T
D-glucose
50-99-7

D-glucose

D-Arabinose
10323-20-3

D-Arabinose

Conditions
ConditionsYield
With water; bromine; barium benzoate Erwaermen des Reaktionsprodukts mit Calciumcarbonat und Wasser und anschliessend mit wss.Wasserstoffperoxid unter Zusatz von Bariumacetat und Eisen(II)-sulfat;
With sodium hypochlorite; water anfangs bei pH 11,zuletzt bei pH 5;
With perchloric acid; ammonium vanadate In water at 50℃; under 750.06 Torr; Rate constant; Mechanism; activation volume; further pressures;
With cerium(IV) perchlorate In perchloric acid at 25 - 50℃; Kinetics; Product distribution; variation of the concentration;
D-glucose
50-99-7

D-glucose

A

D-Arabinose
10323-20-3

D-Arabinose

B

arabinoic acid
488-30-2

arabinoic acid

Conditions
ConditionsYield
With sulfuric acid Elektrolyse an Bleianoden;
D-mannose diethyl dithioacetal
6748-69-2

D-mannose diethyl dithioacetal

D-Arabinose
10323-20-3

D-Arabinose

Conditions
ConditionsYield
With 1,4-dioxane; perpropionic acid Behandeln des Reaktionsprodukts mit wss.Ammoniak;
1-Desoxy-1-nitro-D-arabino-pentitol
55065-39-9

1-Desoxy-1-nitro-D-arabino-pentitol

D-Arabinose
10323-20-3

D-Arabinose

Conditions
ConditionsYield
With sodium hydroxide anschliessendes Behandeln mit wss.Schwefelsaeure;
D-gluconamide
3118-85-2

D-gluconamide

D-Arabinose
10323-20-3

D-Arabinose

Conditions
ConditionsYield
With sodium hypochlorite
gluconic acid
526-95-4

gluconic acid

D-Arabinose
10323-20-3

D-Arabinose

Conditions
ConditionsYield
Einw. von anderen Oxydationsmitteln;
D-glucose oxime
608-81-1

D-glucose oxime

D-Arabinose
10323-20-3

D-Arabinose

Conditions
ConditionsYield
With sodium hydrogencarbonate anschliessendes Erwaermen mit 1-Fluor-2,4-dinitro-benzol in Isopropylalkohol;
D-arabino-3,4,5,6-tetraacetoxy-1,1-bis-ethanesulfonyl-hex-1-ene
109454-90-2, 109785-30-0

D-arabino-3,4,5,6-tetraacetoxy-1,1-bis-ethanesulfonyl-hex-1-ene

D-Arabinose
10323-20-3

D-Arabinose

Conditions
ConditionsYield
With methanol; water; hydrazine Erwaermen einer wss.Loesung des Reaktionsprodukts mit Benzaldehyd,wenig Benzoesaeure und Aethanol;
chloroform
67-66-3

chloroform

2,3,4,5,6-penta-O-benzoyl-D-glucononitrile
29505-20-2

2,3,4,5,6-penta-O-benzoyl-D-glucononitrile

sodium methylate
124-41-4

sodium methylate

D-Arabinose
10323-20-3

D-Arabinose

Conditions
ConditionsYield
at -5℃;
chloroform
67-66-3

chloroform

1,2,3,4,5-penta-O-benzoyl-D-mannonic acid nitrile
71439-41-3

1,2,3,4,5-penta-O-benzoyl-D-mannonic acid nitrile

sodium methylate
124-41-4

sodium methylate

D-Arabinose
10323-20-3

D-Arabinose

Conditions
ConditionsYield
at -5℃;
2,2:4,5-di-O-isopropylidene-D-arabinose
13039-93-5

2,2:4,5-di-O-isopropylidene-D-arabinose

D-Arabinose
10323-20-3

D-Arabinose

Conditions
ConditionsYield
With sulfuric acid
avicularin
572-30-5

avicularin

A

D-Arabinose
10323-20-3

D-Arabinose

B

quercetol
117-39-5

quercetol

Conditions
ConditionsYield
With hydrogenchloride for 2h; Heating;
D-Mannose
3458-28-4

D-Mannose

A

D-Arabinose
10323-20-3

D-Arabinose

B

D-erythrose
583-50-6

D-erythrose

Conditions
ConditionsYield
With iron(III) chloride In water at 20℃; for 3h; Product distribution; Irradiation;
D-Mannose
3458-28-4

D-Mannose

D-Arabinose
10323-20-3

D-Arabinose

Conditions
ConditionsYield
With perchloric acid; ammonium vanadate In water at 55℃; under 750.06 Torr; Rate constant; Mechanism; activation volume; further pressures;
With cerium(IV) perchlorate In perchloric acid at 25 - 50℃; Kinetics; Product distribution; variation of the concentration;
D-glucose
50-99-7

D-glucose

A

D-Glyceraldehyde
453-17-8

D-Glyceraldehyde

B

D-Arabinose
10323-20-3

D-Arabinose

C

D-erythrose
583-50-6

D-erythrose

Conditions
ConditionsYield
With iron(III) chloride In water at 20℃; for 3h; Product distribution; Kinetics; Mechanism; Irradiation; various reaction times.;
D-arabinopyranose
28697-53-2

D-arabinopyranose

D-Arabinose
10323-20-3

D-Arabinose

Conditions
ConditionsYield
With potassium chloride In water at 25℃; Equilibrium constant; Thermodynamic data; free energy of cyclization ΔG0c;
dimorphoside A
108179-46-0

dimorphoside A

A

D-Arabinose
10323-20-3

D-Arabinose

B

D-glucose
50-99-7

D-glucose

Conditions
ConditionsYield
With hydrogenchloride In methanol; water Product distribution; Heating; products ratio 1:1;
D-Arabinose
10323-20-3

D-Arabinose

phenylboronic acid
98-80-6

phenylboronic acid

C17H16B2O5
1218927-63-9

C17H16B2O5

Conditions
ConditionsYield
In methanol; water at 20℃; for 2h;100%
Conditions
ConditionsYield
In methanol at 20 - 45℃; for 3h;100%
methanol
67-56-1

methanol

D-Arabinose
10323-20-3

D-Arabinose

(2S,3R,4R)-2-(hydroxymethyl)-5-methoxytetrahydrofuran-3,4-diol
13039-64-0

(2S,3R,4R)-2-(hydroxymethyl)-5-methoxytetrahydrofuran-3,4-diol

Conditions
ConditionsYield
With hydrogenchloride; acetyl chloride at 0 - 20℃; for 3h;100%
With acetyl chloride at 0 - 20℃; for 3h;100%
D-Arabinose
10323-20-3

D-Arabinose

ethanethiol
75-08-1

ethanethiol

D-arabinose diethyl dithioacetal
1941-50-0

D-arabinose diethyl dithioacetal

Conditions
ConditionsYield
With hydrogenchloride; zinc(II) chloride99%
In hydrogenchloride at 0℃; for 0.5h;91%
88%
D-Arabinose
10323-20-3

D-Arabinose

acetylacetone
123-54-6

acetylacetone

1-((2S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)propan-2-one

1-((2S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)propan-2-one

Conditions
ConditionsYield
With sodium carbonate In water at 10℃; for 12h; stereoselective reaction;97%
D-Arabinose
10323-20-3

D-Arabinose

4-Chloro-1,2-phenylenediamine
95-83-0

4-Chloro-1,2-phenylenediamine

(1R,2S,3R)-2-(1,2,3,4-tetrahydroxybutyl)-1H-6-chlorobenzimidazole
1609208-14-1

(1R,2S,3R)-2-(1,2,3,4-tetrahydroxybutyl)-1H-6-chlorobenzimidazole

Conditions
ConditionsYield
With iodine In water; acetic acid at 20℃; for 3h;97%
D-Arabinose
10323-20-3

D-Arabinose

2,3-Diaminonaphthalene
771-97-1

2,3-Diaminonaphthalene

(1'R,2'S,3'R,)-2-[1',2',3',4'-tetrahydroxybutyl]-1H-naphthimidazole
1027103-25-8

(1'R,2'S,3'R,)-2-[1',2',3',4'-tetrahydroxybutyl]-1H-naphthimidazole

Conditions
ConditionsYield
With air; iodine; acetic acid at 20℃; for 3h;96%
D-Arabinose
10323-20-3

D-Arabinose

phosphoenolpyruvate trianion
67533-07-7

phosphoenolpyruvate trianion

D-arabinose-5-phosphate

D-arabinose-5-phosphate

Conditions
ConditionsYield
With sodium hydroxide; pyruvate kinase; potassium chloride; magnesium sulfate; 2-hydroxyethanethiol; hexokinase In water at 20℃; for 46h; pH=7.6; Enzymatic reaction;95%
carbonic acid bis(1-isopropylhydrazide) dihydrochloride

carbonic acid bis(1-isopropylhydrazide) dihydrochloride

D-Arabinose
10323-20-3

D-Arabinose

1'R,2'S,3'R-2,4-diisopropyl-6-(1',2',3',4'-tetrahydroxybutyl)-1,2,4,5-tetrazinan-3-one

1'R,2'S,3'R-2,4-diisopropyl-6-(1',2',3',4'-tetrahydroxybutyl)-1,2,4,5-tetrazinan-3-one

Conditions
ConditionsYield
With sodium acetate In water at 20℃;95%
methanol
67-56-1

methanol

D-Arabinose
10323-20-3

D-Arabinose

methyl D-arabinofuranoside
79083-42-4

methyl D-arabinofuranoside

Conditions
ConditionsYield
With hydrogenchloride at 20℃; for 5h;94%
With acetyl chloride at 20℃; for 18h;91%
With acetyl chloride for 24h; Inert atmosphere;82%
D-Arabinose
10323-20-3

D-Arabinose

phenylmethanethiol
100-53-8

phenylmethanethiol

L-(+)-arabinose dibenzyl thioacetal
34685-26-2

L-(+)-arabinose dibenzyl thioacetal

Conditions
ConditionsYield
In hydrogenchloride for 0.5h;93%
With hydrogenchloride; zinc(II) chloride81%
With hydrogenchloride
With hydrogenchloride; zinc(II) chloride
With trifluoroacetic acid
D-Arabinose
10323-20-3

D-Arabinose

6-hydrazino-1,3-dimethyl-1H-pyrimidine-2,4-dione
123506-40-1

6-hydrazino-1,3-dimethyl-1H-pyrimidine-2,4-dione

1,3-Dimethyl-6-{N'-[(2R,3S,4R)-2,3,4,5-tetrahydroxy-pent-(Z)-ylidene]-hydrazino}-1H-pyrimidine-2,4-dione
69471-90-5

1,3-Dimethyl-6-{N'-[(2R,3S,4R)-2,3,4,5-tetrahydroxy-pent-(Z)-ylidene]-hydrazino}-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
In methanol for 5h; Heating;93%
D-Arabinose
10323-20-3

D-Arabinose

4-hydrazino-1,3-diphenylpyrazolo[3,4-d]pyrimidine
1082607-20-2

4-hydrazino-1,3-diphenylpyrazolo[3,4-d]pyrimidine

D-arabinose N-(1,3-diphenylpyrazolo[3,4-d]pyrimidin-4-y)hydrazone

D-arabinose N-(1,3-diphenylpyrazolo[3,4-d]pyrimidin-4-y)hydrazone

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water for 6h; Reflux;93%
D-Arabinose
10323-20-3

D-Arabinose

N-Phenyl-N'-thiobenzoyl-hydrazin
13437-75-7

N-Phenyl-N'-thiobenzoyl-hydrazin

(1S,2R,3R)-1-<(2S)-(3,5-diphenyl-2,3-dihydro-<1,3,4>thiadiazol-2-yl)>-butane-1,2,3,4-tetraol

(1S,2R,3R)-1-<(2S)-(3,5-diphenyl-2,3-dihydro-<1,3,4>thiadiazol-2-yl)>-butane-1,2,3,4-tetraol

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 20℃; for 3h;92%
D-Arabinose
10323-20-3

D-Arabinose

furfural
98-01-1

furfural

Conditions
ConditionsYield
With Dowex 50Wx8-100 ion-exchange resin at 100℃; for 6h; Ionic liquid; Sealed tube;92%
With silicoaluminophosphate-44 In water; toluene at 170℃; for 8h;63%
With 1-butyl-3-methylimidazolium tetrachloridoferrate(III) In water; butanone at 160℃; for 3h;50.7%
D-Arabinose
10323-20-3

D-Arabinose

4,5-dimethyl-1,2-phenylenediamine
3171-45-7

4,5-dimethyl-1,2-phenylenediamine

(1'R,2'S,3'R)-5,6-dimethyl-2-[1',2',3',4'-tetrahydroxybutyl]-1H-benzimidazole

(1'R,2'S,3'R)-5,6-dimethyl-2-[1',2',3',4'-tetrahydroxybutyl]-1H-benzimidazole

Conditions
ConditionsYield
With iodine In water; acetic acid at 20℃; for 3.5h;92%
With iodine; acetic acid In methanol at 20℃; for 12h;
D-Arabinose
10323-20-3

D-Arabinose

C19H20N4O2
876594-46-6

C19H20N4O2

1-[4-(2-methoxybenzyl)-6-(4-methoxyphenyl)-2H-pyridazin-3-ylidene]-2-(pent-1-ylidene-2,3,4,5-tetraol) hydrazine
1155315-21-1

1-[4-(2-methoxybenzyl)-6-(4-methoxyphenyl)-2H-pyridazin-3-ylidene]-2-(pent-1-ylidene-2,3,4,5-tetraol) hydrazine

Conditions
ConditionsYield
In ethanol for 5h; Reflux;92%
L-Cysteine
52-90-4

L-Cysteine

D-Arabinose
10323-20-3

D-Arabinose

C8H14NO6S(1-)*Na(1+)

C8H14NO6S(1-)*Na(1+)

Conditions
ConditionsYield
With sodium hydroxide at 80℃; pH=9.5; Temperature; Flow reactor;92%
4-Butylaniline
104-13-2

4-Butylaniline

D-Arabinose
10323-20-3

D-Arabinose

4-butyl-N,N-bis(d-arabinityl)aniline

4-butyl-N,N-bis(d-arabinityl)aniline

Conditions
ConditionsYield
With sodium cyanoborohydride; acetic acid In methanol at 50℃; for 24h;92%
D-Arabinose
10323-20-3

D-Arabinose

Conditions
ConditionsYield
With sodium borodeuteride; potassium hydrogencarbonate In water for 24h;91%
With sodium borodeuteride at 4℃;
D-Arabinose
10323-20-3

D-Arabinose

acetic anhydride
108-24-7

acetic anhydride

p-toluidine
106-49-0

p-toluidine

acetylacetone
123-54-6

acetylacetone

(6S)-3-acetyl-2-methyl-1-(4-methylphenyl)-1,5,6,7-tetrahydropyrano[3,2-b]pyrrol-6-yl acetate
1020540-90-2

(6S)-3-acetyl-2-methyl-1-(4-methylphenyl)-1,5,6,7-tetrahydropyrano[3,2-b]pyrrol-6-yl acetate

Conditions
ConditionsYield
Stage #1: D-Arabinose; p-toluidine; acetylacetone With indium(III) chloride In water at 80℃; for 6.5h;
Stage #2: acetic anhydride With dmap In dichloromethane at 20℃; for 1h; Further stages.;
91%
D-Arabinose
10323-20-3

D-Arabinose

acetic anhydride
108-24-7

acetic anhydride

benzo[1,3]dioxolo-5-ylamine
14268-66-7

benzo[1,3]dioxolo-5-ylamine

acetylacetone
123-54-6

acetylacetone

(6S)-3-acetyl-1-(1,3-benzodioxol-5-yl)-2-methyl-1,5,6,7-tetrahydropyrano[3,2-b]pyrrol-6-yl acetate
1020540-92-4

(6S)-3-acetyl-1-(1,3-benzodioxol-5-yl)-2-methyl-1,5,6,7-tetrahydropyrano[3,2-b]pyrrol-6-yl acetate

Conditions
ConditionsYield
Stage #1: D-Arabinose; benzo[1,3]dioxolo-5-ylamine; acetylacetone With indium(III) chloride In water at 80℃; for 6.5h;
Stage #2: acetic anhydride With dmap In dichloromethane at 20℃; for 1h; Further stages.;
91%
D-Arabinose
10323-20-3

D-Arabinose

D-arabinono-1,4-lactone
2782-09-4

D-arabinono-1,4-lactone

Conditions
ConditionsYield
With bromine; barium carbonate In water at 0 - 20℃; for 4.3h; Oxidation;90%
With pseudomonas-saccharophila-cultures
With quinoprotein D-glucose dehydrogenase Enzymatic reaction;
D-Arabinose
10323-20-3

D-Arabinose

hydrazinecarbodithioic acid methyl ester
5397-03-5

hydrazinecarbodithioic acid methyl ester

N'-[(2R,3S,4R)-2,3,4,5-Tetrahydroxy-pent-(E)-ylidene]-hydrazinecarbodithioic acid methyl ester

N'-[(2R,3S,4R)-2,3,4,5-Tetrahydroxy-pent-(E)-ylidene]-hydrazinecarbodithioic acid methyl ester

Conditions
ConditionsYield
In methanol; water for 0.166667h; Heating;90%
D-Arabinose
10323-20-3

D-Arabinose

2-hydrazineyl-6-phenylpyrimidin-4(3H)-one
86799-26-0

2-hydrazineyl-6-phenylpyrimidin-4(3H)-one

6-Phenyl-2-{N'-[(2R,3S,4R)-2,3,4,5-tetrahydroxy-pent-(E)-ylidene]-hydrazino}-3H-pyrimidin-4-one

6-Phenyl-2-{N'-[(2R,3S,4R)-2,3,4,5-tetrahydroxy-pent-(E)-ylidene]-hydrazino}-3H-pyrimidin-4-one

Conditions
ConditionsYield
In ethanol; water for 0.25h; Condensation; Heating;90%
6-Amino-2-thiouracil
1004-40-6

6-Amino-2-thiouracil

D-Arabinose
10323-20-3

D-Arabinose

chloroacetic acid
79-11-8

chloroacetic acid

7-amino-2-arabinosyl-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidine-3,5-dione

7-amino-2-arabinosyl-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidine-3,5-dione

Conditions
ConditionsYield
With piperidine; pyridine for 8h; Reflux;90%
2-hydrazinyl-4-methylquinoline
21703-52-6

2-hydrazinyl-4-methylquinoline

D-Arabinose
10323-20-3

D-Arabinose

(2R,3S,4R)-5-[(4-Methyl-quinolin-2-yl)-hydrazono]-pentane-1,2,3,4-tetraol

(2R,3S,4R)-5-[(4-Methyl-quinolin-2-yl)-hydrazono]-pentane-1,2,3,4-tetraol

Conditions
ConditionsYield
With acetic acid In ethanol for 0.5h; Heating;89%
D-Arabinose
10323-20-3

D-Arabinose

benzoyl chloride
98-88-4

benzoyl chloride

1,2,3,4-tetra-O-benzoyl-D-arabinopyranose
377075-27-9

1,2,3,4-tetra-O-benzoyl-D-arabinopyranose

Conditions
ConditionsYield
With pyridine; dmap at 0 - 20℃; for 24h;89%
D-Arabinose
10323-20-3

D-Arabinose

benzyl alcohol
100-51-6

benzyl alcohol

(-)-benzyl β-D-arabinopyranoside
5329-50-0

(-)-benzyl β-D-arabinopyranoside

Conditions
ConditionsYield
With acetyl chloride In tert-butyl methyl ether at 35 - 50℃;88.6%
With hydrogenchloride
D-Arabinose
10323-20-3

D-Arabinose

5-ethyl-3-hydrazino-5H-1,2,4-triazino<5,6-b>indole
49830-45-7

5-ethyl-3-hydrazino-5H-1,2,4-triazino<5,6-b>indole

D-arabinose 5-ethyl-1,2,4-triazino[5,6-b]indol-3-ylhydrazone

D-arabinose 5-ethyl-1,2,4-triazino[5,6-b]indol-3-ylhydrazone

Conditions
ConditionsYield
In ethanol; water for 0.25h; Condensation; Heating;88%

10323-20-3Relevant articles and documents

EFFECT OF PRESSURE ON THE RATES OF OXIDATION OF MONOSACCHARIDES WITH VANADIUM(V)

Virtanen, Pentti O. I.,Koukkanen, Toivo,Rauma, Touko

, p. 29 - 34 (1988)

The effect of pressure on the rates of the oxidation of D-galactose, D-glucose, D-mannose, D-fructose, L-sorbose, L-arabinose, D-ribose, and D-xylose with vanadium(V) in perchloric acid was studied.The activation volumes for the monosaccharides were positive and approximately equal (7.5+/-1.3 mL*mol-1), with negligible dependence on pressure up to 200 MPa at least.These observations indicate the same mechanism for the formation of the activated complexes.A mechanism involving formation of a radical by hydrogen atom transfer in the rate-determining decomposition of a monosaccharide-vanadium(V) complex is proposed.

Isolation and structure determination of acetylated triterpenoid saponins from the seeds of Centratherum anthelminticum

Mehta,Mehta, Darshana,Itoriya, Amrita

, p. 120 - 130 (2010)

Phytochemical investigation of Centratherum anthelminticum seeds resulted in the isolation of two novel glycosides. The pentacyclic triterpenoid saponins were shown to contain hederagenin and sugar residues forming two glycosyl chains. The structural analysis of its acetylated derivative was determined using a combination of homo- (1D 1H NMR, 13C NMR and 13C NMR-DEPT) and heteronuclear 2D NMR techniques ( 1H-1H-COSY, total correlated spectroscopy (TOCSY), heteronuclear multiple quantum coherence (HMQC)), heteronuclear multiple bond correlation (HMBC) and chemical methods. The structure of the saponins were established to be 3-O-[β-D-glucopyranosyl-(1 → 2)- α- L-rhamnopyranosyl-(1 → 2)-α - L-arabinopyranosyl]-28-O-[β-D- xylopyranosyl-(1 → 4)- α - L-rhamnopyranosyl-(1 → 3)- β - D-glucopyranosyl]-23-hydroxyolean-12-en-28-oic acid and 3-O-[β-D- glucopyranosyl-(1 → 2)- α - L-rhamnopyranosyl-(1 → 2)- α - L-arabinopyranosyl]-28-O-[β-D-glucoyranosyl-(1 → 3)- β - D-glucopyranosyl]-23-hydroxyolean-12-en-28-oic acid. Different extracts and compounds were also tested for antifilarial and antimicrobial activities. Methanolic, acetone and aqueous extracts of seeds exhibited some pronounced pharmacological activity under study.

Extraction, purification, characterization and hypoglycemic activity of a polysaccharide isolated from the root of Ophiopogon japonicus

Chen, Xiaoming,Jin, Jing,Tang, Jia,Wang, Zhongfu,Wang, Junjun,Jin, Liqin,Lu, Jianxin

, p. 749 - 754 (2011)

In this research, a water-soluble polysaccharide (OJP1) extracted with hot water from the roots of Ophiopogon japonicus which is a traditional Chinese medicinal herb was precipitated with 95% ethanol and purified by DEAE-52 cellulose anion-exchange and Sephadex G-100 gel filtration chromatography. The high performance gel permeation chromatography (HPGPC) analysis showed that the average molecular weight (Mw) of OJP1 was 35.2 kDa. Monosaccharides analysis revealed that the OJP1 is composed of Ara, Glc, Gal with a relative molar ratio of 1:16:8. Pharmaceutical experiments showed OJP1 can significantly reduce blood glucose level, increase the insulin level and remediating destruction of pancreatic islets in STZ-induced diabetic rats compared with the diabetic control group. The study shows that OJP1 has an anti-diabetic effect on STZ-induced diabetic rats, and has potential use as an anti-diabetic agent. Copyright

Antibacterial Activity of a New Flavone Glycoside from the Stems of Holmskioldia sanguinea Retz.

Yadava,Raghuvansi, Jyotsna

, p. 1815 - 1818 (2019)

A new flavone glycoside was isolated from ethanolic extract of stem parts of Holmskioldia sanguinea Retz. Its structure was characterized as 3,4′-dihydroxy-5,7-dimethoxyflavone-3-O-β-D-galactopyranosyl(1→4)-O-β-D-arabinopyranosyl-4′-O-α-L-rhamnopyranoside (1) by colour reactions, chemical degradation and spectroscopic analysis. Antibacterial activity of compound 1 was evaluated against various Gram positive and Gram negative bacteria showing a significant effects.

A new kaempferol trioside from Farsetia aegyptia

Marzouk,Kawashty,Saleh,Al-Nowaihi, Abdel Salam M.

, p. 483 - 486 (2009)

A new kaempferol trioside, kaempferol-3-O-(2-α-L-arabinopyranosyl)- α-L-rhamnopyranoside-7-O-α-L-rhamnopyranoside, along with eight known flavonoid compounds were isolated from the methanolic extract of Farsetia aegyptia Turra. growing in Egypt. The struc

Kaempferol glycosides from Lobularia maritima and their potential role in plant interactions

Fiorentino, Antonio,Ricci, Andreina,D'Abrosca, Brigida,Golino, Annunziata,Izzo, Angelina,Pascarella, Maria Teresa,Piccolella, Simona,Esposito, Assunta

, p. 204 - 217 (2009)

Six kaempferol glycosides, four of them characterized for the first time, were isolated from the leaf extract of Lobularia maritima. The structural elucidation was performed by a combined approach using Electrospray-Ionization Triple-Quadrupole Mass-Spect

Selective electrocatalytic oxidation of sorbitol to fructose and sorbose

Kwon, Youngkook,De Jong, Ed,Van Der Waal, Jan Kees,Koper, Marc T. M.

, p. 970 - 973 (2015)

A new electrocatalytic method for the selective electrochemical oxidation of sorbitol to fructose and sorbose is demonstrated by using a platinum electrode promoted by p-block metal atoms. By the studying a range of C4, C5 and C6 polyols, it is found that the promoter interferes with the stereochemistry of the polyol and thereby modifies its reactivity.

Antitumor and immunomodulatory activities of a polysaccharide from Artemisia argyi

Bao, Xiaoli,Yuan, Huihui,Wang, Chengzhong,Liu, Jinjin,Lan, Minbo

, p. 1236 - 1243 (2013)

A water-soluble polysaccharide (FAAP-02), composed of N-acetyl-d- glucosamine, glucose, mannose, galactose, rhamnose arabinose, xylose and ribose, with an average molecular weight of 5169 Da, was isolated from Artemisia argyi. The antitumor and immunomodulatory activities of FAAP-02 were evaluated in Sarcoma 180 (S180) tumor-bearing mice by intraperitoneal administration. As a result, FAAP-02 significantly inhibited the growth of the S180 transplanted tumors and prolonged the survival time of the tumor-bearing mice. Moreover, FAAP-02 could obviously increase the thymus and spleen indices, the levels of serum Interleukin 2 (IL-2), Interleukin 6 (IL-6), Interleukin 12 (IL-12) and tumor necrosis factor- α (TNF-α) and the expression of CD4+ and CD8+ splenic T lymphocytes which were suppressed by the transplanted tumor or/and 5-fluorouracil (5-FU) in the mice. These results indicated that the antitumor activity of FAAP-02 might be associated with its immunostimulatory effects.

Four new triterpenoids isolated from the resin of Garcinia hanburyi

Wang, Hong-Min,Liu, Qun-Fang,Zhao, Yi-Wu,Liu, Shuang-Zhu,Chen, Zhen-Hua,Zhang, Ru-Jun,Wang, Zhen-Zhong,Xiao, Wei,Zhao, Wei-Min

, p. 20 - 28 (2014)

Four new triterpenoids, 2-O-acetyl-3-O-(4′-O-acetyl)-α-l- arabinopyranosylmaslinic acid (1), 2-O-acetyl-3-O-(3′-O-acetyl)-α-l- arabinopyranosylmaslinic acid (2), 2-O-acetyl-3-O-(3′,4′-O-diacetyl) -α-l-arabinopyranosylmaslinic acid (3), and 3-O-(3′-O-acety

Adjuvant effect of Atractylodis macrocephalae Koidz. Polysaccharides on the immune response to foot-and-mouth disease vaccine

Xie, Feng,Li, Yutao,Su, Fei,Hu, Songhua

, p. 1713 - 1719 (2012)

Present study was designed to investigate the polysaccharide (RAMPS) extracted from the rhizome of Atractylodis macrocephalae Koidz. (RAM) for its effect on the immune responses to foot-and-mouth (FMD) vaccine. Thirty-five ICR mice were randomly distributed into 5 groups with 7 mice in each. After oral administration of RAMPS for 4 days at a dose of 0, 0.025, 0.05, 0.1 g or 0.25 g of RAM, respectively, the animals were immunized twice with FMD vaccine at 2-week intervals. Three weeks later, serum IgG, IFN-γ/IL-5, splenocyte proliferation, and mRNA expression of cytokines by splenocytes were measured. Results indicated that RAMPS and RAM significantly enhanced IgG titers, IgG subclasses, IFN-γ, IL-5 and the splenocyte proliferations stimulated by concanavalin A, lipopolysacharide, and FMDV (P 0.05). Therefore, RAMPS and RAM increased both cellular and humoral immune responses to vaccination, and may have a potential as an oral adjuvant to improve vaccination.

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