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685-73-4

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685-73-4 Usage

Description

D-Galacturonic acid is a sugar acid, an oxidized form of Dgalactose. It is the main component of pectin, in which it exists as the polymer polygalacturonic acid. It has an aldehyde group at C1 and a carboxylic acid group at C6. Other oxidized forms of D-galactose are D-galactonic acid (carboxylic group at C1) and meso-galactaric acid (mucic acid) (carboxylic groups at C1 and C6). It is also a uronic acid or hexuronic acid. Naturally occurring uronic acids are D-glucuronic acid, D-galacturonic acid, L-iduronic acid and D-mannuronic acid.

Chemical Properties

The α form melts with decomposition at 159–160C. Soluble in water, slightly soluble in hot alcohol; insoluble in ether

Uses

Biochemical research

Definition

ChEBI: The pyranose form of D-galacturonic acid

Purification Methods

Crystallisation of the acid from 95% EtOH and drying it in a vacuum desiccator (12mm) over P2O5 gives the monohydrate mixture of and anomers (mostly -) as white micro needles, which sinter at ~100-111o and melt at 159-160o, [] D 20 +107o (initial, c 4 in H2O mutarotating to +51o). [Link & Sell Biochemical Preparations 3 74, 78 1953, Beilstein 3 IV 2000.] The -anomer is obtained by warming the -anomer in EtOH, AcOH or EtOAc and has m 1 6 0o (165o, sinters at 1 4 0o), [] D 20 +27o (initial, c 2 in H2O mutarotating to +55.3o in 24hours). The sodium salt [14984-39-5] M 216.1 has [] D 20 +27o (c 10 in H2O after 5hours). The phenylhydrazone has m 141o(from MeOH). [Ehrlich & Schubert Chem Ber 62 1974, 2014 1929, Anderson & King J Chem Soc 5333 1961, Beilstein 3 IV 2001.]

Check Digit Verification of cas no

The CAS Registry Mumber 685-73-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,8 and 5 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 685-73:
(5*6)+(4*8)+(3*5)+(2*7)+(1*3)=94
94 % 10 = 4
So 685-73-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h1-5,8-11H,(H,12,13)

685-73-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name aldehydo-D-galacturonic acid

1.2 Other means of identification

Product number -
Other names GALACTURONATE

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:685-73-4 SDS

685-73-4Synthetic route

α-D-GalpA-(1->2)-Glycerol
73777-91-0

α-D-GalpA-(1->2)-Glycerol

A

D-galacturonic acid
685-73-4

D-galacturonic acid

B

glycerol
56-81-5

glycerol

Conditions
ConditionsYield
hydrolysis;
O-D-galacturonoyl-D-<3H>glucose

O-D-galacturonoyl-D-<3H>glucose

A

D-galacturonic acid
685-73-4

D-galacturonic acid

B

D-<1-3H>glucose
33417-97-9

D-<1-3H>glucose

Conditions
ConditionsYield
With acetate pH 5.0 at 25℃; for 1h; pH-dependent hydrolysis and ammoniolysis, stability towards Driselase also of other O-galacturonoyl derivatives;
5-keto-L-galactonic acid
6812-01-7

5-keto-L-galactonic acid

water
7732-18-5

water

D-glucuronate-ketol-isomer(ic)ase

D-glucuronate-ketol-isomer(ic)ase

D-galacturonic acid
685-73-4

D-galacturonic acid

Conditions
ConditionsYield
at 25℃; Equilibrium constant; Katalysierte Isomerisierung; pH 7.;
polygalacturonic acid

polygalacturonic acid

D-galacturonic acid
685-73-4

D-galacturonic acid

Conditions
ConditionsYield
Hydrolysis;
(2S,3R,4S,5R,6S)-5-Acetoxy-3-formyloxy-4-[2-hydroxy-1-(2-hydroxy-1-hydroxymethyl-ethoxy)-ethoxy]-6-(2-hydroxy-1-hydroxymethyl-ethoxy)-tetrahydro-pyran-2-carboxylic acid

(2S,3R,4S,5R,6S)-5-Acetoxy-3-formyloxy-4-[2-hydroxy-1-(2-hydroxy-1-hydroxymethyl-ethoxy)-ethoxy]-6-(2-hydroxy-1-hydroxymethyl-ethoxy)-tetrahydro-pyran-2-carboxylic acid

D-galacturonic acid
685-73-4

D-galacturonic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1 M trifluoroacetic acid / 18 h / Ambient temperature
2: hydrolysis
View Scheme
(2S,3R,4S,5R,6S)-5-Acetoxy-6-[(1S,2R,3S)-1-((R)-1,2-dihydroxy-ethyl)-2,3-dihydroxy-butoxy]-3-formyloxy-4-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid

(2S,3R,4S,5R,6S)-5-Acetoxy-6-[(1S,2R,3S)-1-((R)-1,2-dihydroxy-ethyl)-2,3-dihydroxy-butoxy]-3-formyloxy-4-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid

D-galacturonic acid
685-73-4

D-galacturonic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) 0.01 M NaIO4; 2.) sodium borohydride, Amberlite IR-120 (H+) resin / 1.) 2 h, 4 deg C, ethylene glycol, 1 h room temperature; 2.) pH=9
2: 1 M trifluoroacetic acid / 18 h / Ambient temperature
3: hydrolysis
View Scheme
(2S,3R,4S,5R,6S)-5-Acetoxy-3-formyloxy-4-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-6-((3S,4R,5R,6S)-2,3,5-trihydroxy-6-methyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-2-carboxylic acid
89946-59-8

(2S,3R,4S,5R,6S)-5-Acetoxy-3-formyloxy-4-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-6-((3S,4R,5R,6S)-2,3,5-trihydroxy-6-methyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-2-carboxylic acid

D-galacturonic acid
685-73-4

D-galacturonic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1.) sodium borohydride; 2.) Amberlite IR-120 (H+) resin / 0.58 h / pH=9
2: 1.) 0.01 M NaIO4; 2.) sodium borohydride, Amberlite IR-120 (H+) resin / 1.) 2 h, 4 deg C, ethylene glycol, 1 h room temperature; 2.) pH=9
3: 1 M trifluoroacetic acid / 18 h / Ambient temperature
4: hydrolysis
View Scheme
Lycopus lucidus polysaccharide

Lycopus lucidus polysaccharide

A

D-xylose
58-86-6

D-xylose

B

D-Mannose
3458-28-4

D-Mannose

C

D-ribose
50-69-1

D-ribose

D

L-arabinose
5328-37-0

L-arabinose

E

L-Rhamnose
3615-41-6

L-Rhamnose

F

D-glucose
50-99-7

D-glucose

G

D-Galactose
59-23-4

D-Galactose

H

D-Glucuronic acid
6556-12-3

D-Glucuronic acid

I

D-galacturonic acid
685-73-4

D-galacturonic acid

Conditions
ConditionsYield
With water; trifluoroacetic acid at 110℃; for 8h; Inert atmosphere; Sealed ampoule;
Taishan P. massonianapollen polysaccharide

Taishan P. massonianapollen polysaccharide

A

D-xylose
58-86-6

D-xylose

B

D-Mannose
3458-28-4

D-Mannose

C

D-Arabinose
10323-20-3

D-Arabinose

D

D-ribose
50-69-1

D-ribose

E

D-Galactose
59-23-4

D-Galactose

F

D-gulose
4205-23-6

D-gulose

G

D-Glucuronic acid
6556-12-3

D-Glucuronic acid

H

D-galacturonic acid
685-73-4

D-galacturonic acid

Conditions
ConditionsYield
With trifluoroacetic acid at 110℃;
dhasingreoside

dhasingreoside

A

D-glucose
50-99-7

D-glucose

B

D-galacturonic acid
685-73-4

D-galacturonic acid

C

quercetol
117-39-5

quercetol

Conditions
ConditionsYield
With hydrogenchloride In water at 70℃; for 3h; Sealed tube;
myricetin 3-O-β-4C1-galactopyranouronoide

myricetin 3-O-β-4C1-galactopyranouronoide

A

D-galacturonic acid
685-73-4

D-galacturonic acid

B

myricetin
529-44-2

myricetin

Conditions
ConditionsYield
With hydrogenchloride In water at 100℃; for 2h;
(3β,20α)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-β-D-galactopyranuronosyl-D-glucopyranosiduronic acid

(3β,20α)-20-carboxy-11-oxo-30-norolean-12-en-3-yl 2-O-β-D-galactopyranuronosyl-D-glucopyranosiduronic acid

A

D-Glucuronic acid
6556-12-3

D-Glucuronic acid

B

D-galacturonic acid
685-73-4

D-galacturonic acid

Conditions
ConditionsYield
With hydrogenchloride In water; acetonitrile at 100℃; for 1h;
polysaccharide PTP-4 from the stems of Parthenocissus tricuspidata (average molecule weight 1.7 × 106Da)

polysaccharide PTP-4 from the stems of Parthenocissus tricuspidata (average molecule weight 1.7 × 106Da)

A

D-xylose
58-86-6

D-xylose

B

D-Mannose
3458-28-4

D-Mannose

C

L-arabinose
5328-37-0

L-arabinose

D

L-Rhamnose
3615-41-6

L-Rhamnose

E

D-glucose
50-99-7

D-glucose

F

D-Galactose
59-23-4

D-Galactose

G

D-Glucuronic acid
6556-12-3

D-Glucuronic acid

H

D-galacturonic acid
685-73-4

D-galacturonic acid

Conditions
ConditionsYield
With hydrogenchloride In methanol at 80℃; for 24h;
acid polysaccharide from Boletus edulis

acid polysaccharide from Boletus edulis

A

D-Mannose
3458-28-4

D-Mannose

B

L-xylose
609-06-3

L-xylose

C

D-glucose
50-99-7

D-glucose

D

D-Galactose
59-23-4

D-Galactose

E

D-Glucuronic acid
6556-12-3

D-Glucuronic acid

F

D-galacturonic acid
685-73-4

D-galacturonic acid

Conditions
ConditionsYield
With water; trifluoroacetic acid at 110℃; for 3h;
D-galacturonic acid
685-73-4

D-galacturonic acid

acetic anhydride
108-24-7

acetic anhydride

1,2,3-tri-O-acetyl-4-deoxy-β-L-threo-4-hexenopyranuronic acid
95722-14-8

1,2,3-tri-O-acetyl-4-deoxy-β-L-threo-4-hexenopyranuronic acid

Conditions
ConditionsYield
With dmap for 24h; Ambient temperature;94.5%
(R)-5-(2-oxiranyl)-8-benzyloxy-2(1H)-quinolinone
173140-90-4

(R)-5-(2-oxiranyl)-8-benzyloxy-2(1H)-quinolinone

5,6-diethyl-2,3-dihydro-1H-inden-2-amine
312753-70-1

5,6-diethyl-2,3-dihydro-1H-inden-2-amine

D-galacturonic acid
685-73-4

D-galacturonic acid

5-[(R)-2-(5,6-diethylindan-2-yl-amino)-1-hydroxyethyl]-8-benzyloxy-(1H)-quinolin-2-one galacturonic acid

5-[(R)-2-(5,6-diethylindan-2-yl-amino)-1-hydroxyethyl]-8-benzyloxy-(1H)-quinolin-2-one galacturonic acid

Conditions
ConditionsYield
Stage #1: (R)-5-(2-oxiranyl)-8-benzyloxy-2(1H)-quinolinone; 5,6-diethyl-2,3-dihydro-1H-inden-2-amine In butanone at 70℃; for 6h;
Stage #2: D-galacturonic acid In ethanol; butanone at 60℃; for 0.0833333h;
79.8%
D-galacturonic acid
685-73-4

D-galacturonic acid

1-Decanol
112-30-1

1-Decanol

n-decyl β-D-galactofuranoside uronic acid
150738-52-6

n-decyl β-D-galactofuranoside uronic acid

Conditions
ConditionsYield
With iron(III) chloride; calcium chloride In tetrahydrofuran at 20℃; for 48h;70%
D-galacturonic acid
685-73-4

D-galacturonic acid

methylamine
74-89-5

methylamine

sodium N-methylamine galacturonate

sodium N-methylamine galacturonate

Conditions
ConditionsYield
Stage #1: D-galacturonic acid; methylamine In methanol at 20℃; for 24h;
Stage #2: With methanol; sodium tetrahydroborate at 0℃; for 2h; pH=8;
Stage #3: With sodium hydroxide In methanol at 20℃; for 25h; Molecular sieve; Reflux;
69.1%
D-galacturonic acid
685-73-4

D-galacturonic acid

1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

n-dodecyl β-D-galactofuranosiduronic acid

n-dodecyl β-D-galactofuranosiduronic acid

Conditions
ConditionsYield
With iron(III) chloride; calcium chloride In tetrahydrofuran at 20℃; for 48h;65%
D-galacturonic acid
685-73-4

D-galacturonic acid

1-Tetradecanol
112-72-1

1-Tetradecanol

n-tetradecyl β-D-galactofuranosiduronic acid

n-tetradecyl β-D-galactofuranosiduronic acid

Conditions
ConditionsYield
With iron(III) chloride; calcium chloride In tetrahydrofuran at 20℃; for 48h;65%
octanol
111-87-5

octanol

D-galacturonic acid
685-73-4

D-galacturonic acid

octyl-β-D-galactofuranoside uronic acid

octyl-β-D-galactofuranoside uronic acid

Conditions
ConditionsYield
With iron(III) chloride; calcium chloride In tetrahydrofuran at 20℃; for 48h;60%
D-galacturonic acid
685-73-4

D-galacturonic acid

10-Undecen-1-ol
112-43-6

10-Undecen-1-ol

10'-undecenyl β-D-galactofuranosiduronic acid

10'-undecenyl β-D-galactofuranosiduronic acid

Conditions
ConditionsYield
With iron(III) chloride; calcium chloride In tetrahydrofuran at 20℃; for 72h;60%
D-galacturonic acid
685-73-4

D-galacturonic acid

1,12-dodecandiol
5675-51-4

1,12-dodecandiol

12'-hydroxy-n-dodecyl β-D-galactofuranosiduronic acid

12'-hydroxy-n-dodecyl β-D-galactofuranosiduronic acid

Conditions
ConditionsYield
With iron(III) chloride; calcium chloride In tetrahydrofuran at 20℃; for 72h;50%
D-galacturonic acid
685-73-4

D-galacturonic acid

acetic anhydride
108-24-7

acetic anhydride

3-acetoxy-6-(diacetoxymethyl)-2H-pyran-2-one
76539-65-6

3-acetoxy-6-(diacetoxymethyl)-2H-pyran-2-one

Conditions
ConditionsYield
In pyridine at 100℃; for 25h;37%
D-galacturonic acid
685-73-4

D-galacturonic acid

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

tert-butyldimethylsilyl 1,2,3,5-tetra-O-tert-butyldimethylsilyl-β-D-galactofuranuronate
1355330-60-7

tert-butyldimethylsilyl 1,2,3,5-tetra-O-tert-butyldimethylsilyl-β-D-galactofuranuronate

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 50℃; for 2h; Inert atmosphere;36%
n-Octylamine
111-86-4

n-Octylamine

D-galacturonic acid
685-73-4

D-galacturonic acid

sodium N-octylamine galacturonate

sodium N-octylamine galacturonate

Conditions
ConditionsYield
Stage #1: n-Octylamine; D-galacturonic acid In methanol at 20℃; for 24h;
Stage #2: With methanol; sodium tetrahydroborate at 0℃; for 2h; pH=8;
Stage #3: With sodium hydroxide In methanol at 20℃; for 25h; Temperature; Molecular sieve; Reflux;
32%
D-galacturonic acid
685-73-4

D-galacturonic acid

acetic anhydride
108-24-7

acetic anhydride

A

1,2,3-tri-O-acetyl-4-deoxy-β-L-threo-4-hexenopyranuronic acid
95722-14-8

1,2,3-tri-O-acetyl-4-deoxy-β-L-threo-4-hexenopyranuronic acid

B

3-acetoxy-6-(diacetoxymethyl)-2H-pyran-2-one
76539-65-6

3-acetoxy-6-(diacetoxymethyl)-2H-pyran-2-one

Conditions
ConditionsYield
With triethylamine for 24h; Product distribution; Ambient temperature; investigation of the degradation reaction in the acetic anhydride-base system; mechanism is proposed;A 11.1%
B 7%
methanol
67-56-1

methanol

dimethylsulfite
616-42-2

dimethylsulfite

D-galacturonic acid
685-73-4

D-galacturonic acid

Methyl-(methyl-D-galactopyranosid) uronate, β anomer
10357-03-6

Methyl-(methyl-D-galactopyranosid) uronate, β anomer

Conditions
ConditionsYield
With hydrogenchloride
methanol
67-56-1

methanol

D-galacturonic acid
685-73-4

D-galacturonic acid

methyl α-D-galactopyranuronate
18486-47-0

methyl α-D-galactopyranuronate

Conditions
ConditionsYield
With hydrogenchloride 3-taegiges Behandeln;
methanol
67-56-1

methanol

D-galacturonic acid
685-73-4

D-galacturonic acid

A

methyl (methyl α-D-galacturonopyranoside)uronate
5155-54-4

methyl (methyl α-D-galacturonopyranoside)uronate

B

Methyl-(methyl-D-galactopyranosid) uronate, β anomer
10357-03-6

Methyl-(methyl-D-galactopyranosid) uronate, β anomer

Conditions
ConditionsYield
With hydrogenchloride
isoniazid
54-85-3

isoniazid

D-galacturonic acid
685-73-4

D-galacturonic acid

6-isonicotinoylhydrazono-6-deoxy-L-galactonic acid
96244-64-3

6-isonicotinoylhydrazono-6-deoxy-L-galactonic acid

Conditions
ConditionsYield
With methanol
With ethanol
With water
hydrogen cyanide
74-90-8

hydrogen cyanide

D-galacturonic acid
685-73-4

D-galacturonic acid

d-gala-α-pentaoxypimelic acid
527-03-7, 93780-20-2

d-gala-α-pentaoxypimelic acid

D-galacturonic acid
685-73-4

D-galacturonic acid

chloromethylsilane
10112-09-1

chloromethylsilane

tetrakis-O-trimethylsilanyl-ξ-D-galactopyranuronic acid trimethylsilanyl ester
19126-96-6

tetrakis-O-trimethylsilanyl-ξ-D-galactopyranuronic acid trimethylsilanyl ester

Conditions
ConditionsYield
With pyridine; hexane; formamide
D-galacturonic acid
685-73-4

D-galacturonic acid

thiobenzoylhydrazine
20605-40-7

thiobenzoylhydrazine

6-thiobenzoylhydrazono-L-fuconic acid

6-thiobenzoylhydrazono-L-fuconic acid

Conditions
ConditionsYield
With hydrogenchloride
D-galacturonic acid
685-73-4

D-galacturonic acid

2-hydrazino-2-oxo-N-phenyl-acetamide
4740-46-9

2-hydrazino-2-oxo-N-phenyl-acetamide

6-(anilinooxalyl-hydrazono)-6-deoxy-L-galactonic acid

6-(anilinooxalyl-hydrazono)-6-deoxy-L-galactonic acid

Conditions
ConditionsYield
With acetic acid
D-galacturonic acid
685-73-4

D-galacturonic acid

hydroxylamine acetate
22606-42-4

hydroxylamine acetate

6-hydroxyimino-6-deoxy-L-galactonic acid

6-hydroxyimino-6-deoxy-L-galactonic acid

Conditions
ConditionsYield
With ethanol
D-galacturonic acid
685-73-4

D-galacturonic acid

L-arabinose
5328-37-0

L-arabinose

Conditions
ConditionsYield
With pyridine; nickel diacetate
D-galacturonic acid
685-73-4

D-galacturonic acid

D-tartaric acid
147-71-7

D-tartaric acid

Conditions
ConditionsYield
With sodium hydroxide; oxygen unter Druck;
Conditions
ConditionsYield
With alkaline solution; oxygen under 1103.3 Torr;
D-galacturonic acid
685-73-4

D-galacturonic acid

meso-galactaric acid
526-99-8, 1213827-87-2

meso-galactaric acid

Conditions
ConditionsYield
With bromine
With sodium hydroxide; sodium perchlorate; chloramine-B In water at 35℃; Kinetics; Further Variations:; Solvents; Temperatures; ionic strength; Oxidation;
With sodium hydroxide; N-bromo-p-toluenesulfonamide; sodium perchlorate In water at 30℃; for 24h; Kinetics; Further Variations:; Reagents; pH-values; Solvents; reactant concentrations;
With 1 wt% Au/Al2O3; water; oxygen at 59.84℃; under 2250.23 Torr; for 21h; Catalytic behavior; Reagent/catalyst; Temperature; Autoclave;
With gold on carbon; oxygen In water at 79.84℃; under 2250.23 Torr; for 21h; Catalytic behavior; Reagent/catalyst; Temperature; Autoclave;
D-galacturonic acid
685-73-4

D-galacturonic acid

d-gala-α-pentaoxypimelic acid
527-03-7, 93780-20-2

d-gala-α-pentaoxypimelic acid

Conditions
ConditionsYield
With hydrogen cyanide
D-galacturonic acid
685-73-4

D-galacturonic acid

2,3-dihydroxy-2-cyclopenten-1-one
80-72-8

2,3-dihydroxy-2-cyclopenten-1-one

Conditions
ConditionsYield
With sulfuric acid at 150℃;
D-galacturonic acid
685-73-4

D-galacturonic acid

(3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carboxylic acid
25253-46-7

(3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carboxylic acid

Conditions
ConditionsYield
With sulfuric acid; acetone

685-73-4Relevant articles and documents

Chain conformations and steady-shear viscosity properties of pectic polysaccharides from apple and tomato

Hu, Shihao,Nie, Shaoping,Wang, Junqiao,Wang, Qiang,Xu, Xiaojuan

, (2022/04/03)

In this study, apple pectin (AP) and tomato pectin (TP) were demonstrated to be a high-ester (74.8%) polysaccharide with the weight-average molecular weight (Mw) of ~ 243 kDa and a low-ester (45.9%) polysaccharide with the Mw of ~ 19 kDa, respectively. The semi-rigid chain conformations of pectic polysaccharides in NaNO3 aqueous solution were deduced according to the Smidsr?d “B values” of AP (0.025) and TP (0.029), while AP and TP exhibited higher stiffness in water due to the electric repulsion of carboxyl groups, which was visually observed by AFM images. Under steady shear, the shear-thickening behaviors of AP and TP in NaNO3 aqueous solutions were observed in the shear rate range of ?1, which were attributed to the disruption of the ordered arrangement induced by semi-rigid pectin chains into randomly entangled structure by weak shear force. AP exhibited stronger shear-thickening behavior due to the formation of more entanglements resulted from the higher Mw and longer side chains highly branched at rhamngalacturonan region. This study provides the scientific basis for the construction of the relationship of steady-shear property with chain conformation and molecular weight of pectin.

A novel low-molecular-mass pumpkin polysaccharide: Structural characterization, antioxidant activity, and hypoglycemic potential

Huang, Linlin,Li, Fei,Li, Quanhong,Liang, Li,Wei, Yunlu,Yu, Guoyong

, (2020/10/02)

The novel natural low-molecular-mass polysaccharide (SLWPP-3) from pumpkin (Cucurbia moschata) was separated from the waste supernatant after macromolecular polysaccharide production and purified using a DEAE cellulose-52 column and gel-filtration chromatography. Chemical and instrumental studies revealed that SLWPP-3 with a molecular mass of 3.5 kDa was composed of rhamnose, glucose, arabinose, galactose and uronic acid with a weight ratio of 1: 1: 4: 6: 15, and primarily contained →3,6)-β-D-Galp-(1→, →4)-α-GalpA-(1→(OMe), →4)-α-GalpA-(1→, →2,4)-α-D-Rhap-(1→, →3)-β-D-Galp-(1→, →4)-α-D-Glcp, and →4)-β-D-Galp residues in the backbone. The branch chain passes were connected to the main chain through the O-4 atom of glucose and O-3 atom of arabinose. Physiologically, the ability of SLWPP-3 to inhibit carbohydrate-digesting enzymes and DPPH and ABTS radicals, as well as protect pancreatic β cells from oxidative damage by decreasing MDA levels and increasing SOD activities, was confirmed. The findings elucidated the structural types of pumpkin polysaccharides and revealed a potential adjuvant natural product with hypoglycemic effects.

Chemical characterization and antioxidant activities of polysaccharides isolated from the stems of Parthenocissus tricuspidata

Liang, Xiaoxia,Gao, Yingying,Fei, Wenbo,Zou, Yuanfeng,He, Min,Yin, Lizi,Yuan, Zhixiang,Yin, Zhongqiong,Zhang, Wei

, p. 70 - 78 (2018/07/31)

Four polysaccharides, PTP–1, PTP–2, PTP–3 and PTP–4, were obtained from the water extraction of the stems of P. tricuspidata by anion exchange chromatography and gel filtration. The antioxidant activities of four PTPs were investigated, exhibiting different antioxidant activities, in which PTP?4 performed noticeable, with strong superoxide radical activity (comparable to BHT), high DPPH radical activity (78.53% at 1250 μg/mL), moderate hydroxyl radical scavenging activity and reducing power activity. Furthermore, the chemical structure of PTP?4 was measured by FT-IR, GC, 1H and 13C NMR spectra, indicating its mainly composition of the arabinose, xylose, galactose, glucuronic acid, and mannose. Thus, the stems of P. tricuspidata could be used as a potential source for natural antioxidant.

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