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CAS

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L(+)-Ascorbic acid, also known as Vitamin C or L-Ascorbic acid, is a water-soluble vitamin with antioxidant properties. It serves as a cofactor in enzymatic reactions, such as those involving nonheme iron/α-ketoglutarate-dependent dioxygenases, and can act as a reducing agent in chemical processes, including the reduction of Pt(IV) prodrugs. Additionally, it functions as a Michael donor in organic synthesis, facilitating reactions with cyclic enones under acidic conditions. Its role in click chemistry includes stabilizing copper(I) catalysts for peptide-BODIPY conjugation, enhancing tumor-targeting applications. Overall, L(+)-Ascorbic acid is a versatile molecule with applications in biochemistry, catalysis, and medicinal chemistry.

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  • 50-81-7 Structure
  • Basic information

    1. Product Name: L(+)-Ascorbic acid
    2. Synonyms: 3-Keto-L-gulofuranolactone;3-Oxo-L-gulofuranolactone;3-oxo-l-gulofuranolactone(enolform);Adenex;Allercorb;Antiscorbic vitamin;antiscorbicvitamin;Antiscorbutic vitamin
    3. CAS NO:50-81-7
    4. Molecular Formula: C6H8O6
    5. Molecular Weight: 176.12
    6. EINECS: 200-066-2
    7. Product Categories: PHARMACEUTICALS;Food and Feed Additive;Acid;Vitamins and Derivatives;Antioxidant;Biochemistry;Sugar Acids;Sugars;Vitamins;Nutritional Supplements;Vitamin Ingredients;Food Additives,Medicine;Carbohydrates & Derivatives;Intermediates & Fine Chemicals;Isotope Labelled Compounds;Used in medicine and Food Additives;vitamin;Inhibitors
    8. Mol File: 50-81-7.mol
  • Chemical Properties

    1. Melting Point: 190-194 °C (dec.)
    2. Boiling Point: 227.71°C (rough estimate)
    3. Flash Point: 180.4 °C
    4. Appearance: white to slightly yellow/powder
    5. Density: 1,65 g/cm3
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 21 ° (C=10, H2O)
    8. Storage Temp.: 0-6°C
    9. Solubility: H2O: 50 mg/mL at 20 °C, clear, nearly colo
    10. PKA: 4.04, 11.7(at 25℃)
    11. Water Solubility: 333 g/L (20 ºC)
    12. Stability: Stable. May be weakly light or air sensitive. Incompatible with oxidizing agents, alkalies, iron, copper.
    13. Merck: 14,830
    14. BRN: 84272
    15. CAS DataBase Reference: L(+)-Ascorbic acid(CAS DataBase Reference)
    16. NIST Chemistry Reference: L(+)-Ascorbic acid(50-81-7)
    17. EPA Substance Registry System: L(+)-Ascorbic acid(50-81-7)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 20/21/22-36/37/38
    3. Safety Statements: 24/25-36-26
    4. RIDADR: UN 1648 3 / PGII
    5. WGK Germany: 1
    6. RTECS: CI7650000
    7. TSCA: Yes
    8. HazardClass: N/A
    9. PackingGroup: N/A
    10. Hazardous Substances Data: 50-81-7(Hazardous Substances Data)

50-81-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 50-81-7 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 0 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 50-81:
(4*5)+(3*0)+(2*8)+(1*1)=37
37 % 10 = 7
So 50-81-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2

50-81-7 Well-known Company Product Price

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  • TCI America

  • (A0537)  L-Ascorbic Acid  >99.0%(T)

  • 50-81-7

  • 25g

  • 135.00CNY

  • Detail
  • TCI America

  • (A0537)  L-Ascorbic Acid  >99.0%(T)

  • 50-81-7

  • 500g

  • 520.00CNY

  • Detail
  • Alfa Aesar

  • (11188)  L-(+)-Ascorbic acid, 98+%   

  • 50-81-7

  • 100g

  • 196.0CNY

  • Detail
  • Alfa Aesar

  • (11188)  L-(+)-Ascorbic acid, 98+%   

  • 50-81-7

  • 500g

  • 515.0CNY

  • Detail
  • Alfa Aesar

  • (11188)  L-(+)-Ascorbic acid, 98+%   

  • 50-81-7

  • 2kg

  • 1886.0CNY

  • Detail
  • Alfa Aesar

  • (A15613)  L-(+)-Ascorbic acid, 99+%   

  • 50-81-7

  • 50g

  • 148.0CNY

  • Detail
  • Alfa Aesar

  • (A15613)  L-(+)-Ascorbic acid, 99+%   

  • 50-81-7

  • 100g

  • 178.0CNY

  • Detail
  • Alfa Aesar

  • (A15613)  L-(+)-Ascorbic acid, 99+%   

  • 50-81-7

  • 500g

  • 474.0CNY

  • Detail
  • Alfa Aesar

  • (A15613)  L-(+)-Ascorbic acid, 99+%   

  • 50-81-7

  • 2500g

  • 2006.0CNY

  • Detail
  • Alfa Aesar

  • (36237)  L-(+)-Ascorbic acid, ACS, 99+%   

  • 50-81-7

  • 25g

  • 210.0CNY

  • Detail
  • Alfa Aesar

  • (36237)  L-(+)-Ascorbic acid, ACS, 99+%   

  • 50-81-7

  • 100g

  • 373.0CNY

  • Detail
  • Alfa Aesar

  • (36237)  L-(+)-Ascorbic acid, ACS, 99+%   

  • 50-81-7

  • 500g

  • 1425.0CNY

  • Detail

50-81-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name L-ascorbic acid

1.2 Other means of identification

Product number -
Other names L-Threoascorbic acid,Antiscorbutic factor,Vitamin C

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Processing Aids and Additives
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:50-81-7 SDS

50-81-7Synthetic route

dikegulac
18467-77-1

dikegulac

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
With hydrogenchloride In toluene at 70℃; for 6h;94%
With hydrogenchloride; glycerol monostearate In Trichloroethylene at 50℃; for 0.0833333h; Kinetics; other temperatures, other times;
6-bromo-6-deoxy-(S)-ascorbic acid
62983-44-2

6-bromo-6-deoxy-(S)-ascorbic acid

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
With sodium carbonate In water for 25h; Ambient temperature;89%
With sodium carbonate In water-d2 for 21h; pH: 9;
methyl 2-keto-3,5:4,6-di-O-ethylidene galactonate
144447-58-5

methyl 2-keto-3,5:4,6-di-O-ethylidene galactonate

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
With hydrogenchloride; ethanol In dichloromethane at 60℃;83%
Methyl 2-keto-3,5:4,6-di-O-ethylidene-L-galactonate

Methyl 2-keto-3,5:4,6-di-O-ethylidene-L-galactonate

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
With hydrogenchloride In ethanol; dichloromethane at 60℃; for 10h;83%
ethyl-3,5:4,6-di-O-methylene-L-lyxo-2-hexulosenate
74600-79-6

ethyl-3,5:4,6-di-O-methylene-L-lyxo-2-hexulosenate

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 4h; Heating;81.09%
(S)-4-[3,4-Bis-(4-methoxy-benzyloxy)-furan-2-yl]-2,2-dimethyl-[1,3]dioxolane
377089-24-2

(S)-4-[3,4-Bis-(4-methoxy-benzyloxy)-furan-2-yl]-2,2-dimethyl-[1,3]dioxolane

A

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

B

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
With oxygen In methanol; tetrachloromethane at 20℃; for 7h; Photolysis;A n/a
B 74%
D-xylo-2-hexulosonic acid
21675-47-8

D-xylo-2-hexulosonic acid

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
In water at 160℃; under 7500.75 Torr;68%
L-xylo-[2]hexulosonic acid amide

L-xylo-[2]hexulosonic acid amide

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
With methanol; ammonia
L-xylosone
3445-23-6

L-xylosone

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
With potassium cyanide; hydrogen cyanide; water anschl. mit wss. HCl;
With potassium cyanide; water anschl. mit wss. HCl;
With hydrogen cyanide; ammonia; water anschl. mit wss. HCl;
With potassium cyanide; water; calcium chloride anschl. mit wss. HCl;
With potassium cyanide; water anschl. mit wss. HCl;
2-keto-L-gulonic acid
526-98-7

2-keto-L-gulonic acid

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
With hydrogenchloride; water; butan-1-ol
With water at 100℃;
With hydrogenchloride; water
L-lyxo-[2]hexulosonic acid
91548-32-2

L-lyxo-[2]hexulosonic acid

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
With hydrogenchloride; ethanol
With diazomethane; methanol; diethyl ether anschl. mit Blei(II)-acetat;
(3R,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxo-hexanoic acid methyl ester
1071558-27-4

(3R,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxo-hexanoic acid methyl ester

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
With ethanol; triethylamine
With methanol; water
With methanol; sodium hydrogencarbonate
oxalic acid
144-62-7

oxalic acid

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
With potassium bromate; cerium (IV) sulfate In sulfuric acid Belousov-Zhabotinski oscillation reaction;
methyl 2,5-di-O-acetyl-α-L-lyxo-hex-2-ulopyranosonate
143916-28-3

methyl 2,5-di-O-acetyl-α-L-lyxo-hex-2-ulopyranosonate

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium methylate 1.) MeOH, 20 min, room temperature; Yield given. Multistep reaction;
5,6-anhydro-L-ascorbic acid
85366-67-2

5,6-anhydro-L-ascorbic acid

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
With water; sodium hydrogencarbonate; sodium carbonate at 24℃; pH: 8; variation of time;
C46H34O32

C46H34O32

A

geraniin
60976-49-0

geraniin

B

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
for 3h; oxidative metabolizm; enzyme from fresh leaves and stems of Geranium thunbergii;
L-dehydroascorbic acid
490-83-5

L-dehydroascorbic acid

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
With potassium bromate; cerium (IV) sulfate In sulfuric acid Belousov-Zhabotinski oscillation reaction;
With isoascorbic acid In phosphate buffer at 20℃; for 24h; pH=7.4; Product distribution; Reduction;
With ethylenediaminetetraacetic acid; water; tris-(2-carboxyethyl)-phosphine hydrochloride; meta-phosphoric acid for 4h; pH=1.5; Cooling with ice;
With phosphoric acid In water at 25℃; for 0.5h; Darkness;
L-dehydroascorbic acid
490-83-5

L-dehydroascorbic acid

A

Red Pigment

Red Pigment

B

Reduced Red Pigment

Reduced Red Pigment

C

Tris(2-deoxy-2-L-ascorbyl)amine

Tris(2-deoxy-2-L-ascorbyl)amine

D

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
With Phenylalanine In ethanol for 0.333333h; Product distribution; Mechanism; Heating; other times, other amino acids; also in the presence of ascorbic acid;
5a-tocopheryl ascorbate

5a-tocopheryl ascorbate

A

α?tocopherol quinone
758720-42-2

α?tocopherol quinone

B

vitamin E
18920-63-3

vitamin E

C

C58H96O4

C58H96O4

D

ascorbic acid
50-81-7

ascorbic acid

E

L-dehydroascorbic acid
490-83-5

L-dehydroascorbic acid

Conditions
ConditionsYield
With water In methanol for 24h; Mechanism; var. pH and time;
3,5-O-benzylidene-6-O-t-butyldimethylsilyl-L-xylo-hex-2-ulosonic acid 1,4-lactone 2-hydrate
216872-53-6

3,5-O-benzylidene-6-O-t-butyldimethylsilyl-L-xylo-hex-2-ulosonic acid 1,4-lactone 2-hydrate

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
With water; acetic acid at 70 - 75℃; for 4h; Yield given;
With acetic acid at 80℃; for 4h; Yield given;
hydrogenchloride
7647-01-0

hydrogenchloride

O4,O6-isopropylidene-L-xylo-[2]hexulosonic acid butyl ester

O4,O6-isopropylidene-L-xylo-[2]hexulosonic acid butyl ester

ascorbic acid
50-81-7

ascorbic acid

(R)-2-((S)-1,2-dihydroxy-ethyl)-4-hydroxy-5-methoxy-furan-3-one
87804-24-8

(R)-2-((S)-1,2-dihydroxy-ethyl)-4-hydroxy-5-methoxy-furan-3-one

water
7732-18-5

water

ascorbic acid
50-81-7

ascorbic acid

water
7732-18-5

water

L-gulono-1,4-lactone
1128-23-0

L-gulono-1,4-lactone

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
Einwirkung von Roentgen-Strahlen;
Einwirkung von γ-Strahlen;
Einwirkung von Kathoden-Strahlen;
GLUTATHIONE
70-18-8

GLUTATHIONE

water
7732-18-5

water

L-dehydroascorbic acid
490-83-5

L-dehydroascorbic acid

ascorbic acid
50-81-7

ascorbic acid

hydrogen sulfide
7783-06-4

hydrogen sulfide

water
7732-18-5

water

L-dehydroascorbic acid
490-83-5

L-dehydroascorbic acid

ascorbic acid
50-81-7

ascorbic acid

water
7732-18-5

water

thioacetamide
62-55-5

thioacetamide

L-dehydroascorbic acid
490-83-5

L-dehydroascorbic acid

ascorbic acid
50-81-7

ascorbic acid

dikegulac
18467-77-1

dikegulac

aqueous hydrochloric acid (11n)

aqueous hydrochloric acid (11n)

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
at 60℃; Rate constant;
at 70℃; Rate constant;
dikegulac
18467-77-1

dikegulac

aqueous hydrochloric acid (5n)

aqueous hydrochloric acid (5n)

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
at 60℃; Rate constant;
at 70℃; Rate constant;
O2,O3;O4,O6-diisopropylidene-ξ-L-xylo-<2>hexofuranosonic acid methyl ester

O2,O3;O4,O6-diisopropylidene-ξ-L-xylo-<2>hexofuranosonic acid methyl ester

ascorbic acid
50-81-7

ascorbic acid

Conditions
ConditionsYield
With hydrogenchloride; ethanol; water
ascorbic acid
50-81-7

ascorbic acid

L-dehydroascorbic acid
490-83-5

L-dehydroascorbic acid

Conditions
ConditionsYield
With N-bromosaccharin; acetic acid for 0.0333333h; Ambient temperature;100%
With hexacyanoferrate(III) In water at 25℃; Mechanism; Rate constant; influence of pH (-1 to 1), ionic strength;
With starch-KI; chloroamine-T Product distribution; conditions for analytical determination, other halogenide used;
acetone
67-64-1

acetone

ascorbic acid
50-81-7

ascorbic acid

5,6-O-isopropylidene-L-ascorbic acid
15042-01-0

5,6-O-isopropylidene-L-ascorbic acid

Conditions
ConditionsYield
With Amberlite IR-120 for 2h; Heating;100%
With acetyl chloride at 7 - 20℃; for 11h;100%
With acetyl chloride at 40℃; for 2h;95%
vinyl palmitate
693-38-9

vinyl palmitate

ascorbic acid
50-81-7

ascorbic acid

Ascorbyl palmitate
137-66-6

Ascorbyl palmitate

Conditions
ConditionsYield
With Lipozyme TL IM In tert-Amyl alcohol at 40℃; Enzymatic reaction;100%
With phenylboronic acid; dmap 1.) water, t-BuOH, 2.) t-BuOH, 4 days, 25 deg C; Yield given. Multistep reaction;
2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

ascorbic acid
50-81-7

ascorbic acid

5,6-O-isopropylidene-L-ascorbic acid
15042-01-0

5,6-O-isopropylidene-L-ascorbic acid

Conditions
ConditionsYield
With hydrogenchloride; acetone for 1h;100%
With toluene-4-sulfonic acid In acetone100%
With hydrogenchloride In acetone for 1h;96.7%
sodium glycinate
6000-44-8

sodium glycinate

iron(II) chloride

iron(II) chloride

ascorbic acid
50-81-7

ascorbic acid

ferrous bisglycinate ascorbic acid chelate

ferrous bisglycinate ascorbic acid chelate

Conditions
ConditionsYield
In water at 55 - 60℃; for 4h;100%
ascorbic acid
50-81-7

ascorbic acid

strontium(II) L-ascorbic acid complex

strontium(II) L-ascorbic acid complex

Conditions
ConditionsYield
With strontium(II) carbonate for 1 - 2h; Product distribution / selectivity;100%
With strontium(II) carbonate In water at 80℃; for 7h;78%
With strontium hydroxide; strontium chloride In water at 30 - 50℃; Product distribution / selectivity;32%
4-(2-benzenesulfonylethyl)phenylamine
148960-51-4

4-(2-benzenesulfonylethyl)phenylamine

2-[2-(1,3-dioxan-2-yl)ethyl]-1-methylpyrrolidine fumarate
868618-74-0

2-[2-(1,3-dioxan-2-yl)ethyl]-1-methylpyrrolidine fumarate

ascorbic acid
50-81-7

ascorbic acid

3-(N-methyl-2(R)-pyrrolidinylmethyl)-5-(2-phenylsulphonylethyl)-1H-indole

3-(N-methyl-2(R)-pyrrolidinylmethyl)-5-(2-phenylsulphonylethyl)-1H-indole

Conditions
ConditionsYield
Stage #1: 4-(2-benzenesulfonylethyl)phenylamine With sulfuric acid; sodium nitrite In water; acetonitrile at 4℃; for 1h;
Stage #2: ascorbic acid In water; acetonitrile at 4 - 20℃; for 17h;
Stage #3: 2-[2-(1,3-dioxan-2-yl)ethyl]-1-methylpyrrolidine fumarate With potassium hydroxide Product distribution / selectivity; more than 3 stages;
100%
nicotinamide
98-92-0

nicotinamide

ascorbic acid
50-81-7

ascorbic acid

ascorbic acid,nicotinamide
114374-92-4

ascorbic acid,nicotinamide

Conditions
ConditionsYield
In water pH=Ca. 3.3 - 3.9; Cooling with ice;100%
In methanol33%
5'-(4-methylphenyl)-3'-[2-(methylthio)ethyl]-3a',6a'-dihydro-2'H-spiro[indole-3,1'-pyrrolo[3,4-c]pyrrol]-2,4',6'(1H,3'H,5'H)-trione

5'-(4-methylphenyl)-3'-[2-(methylthio)ethyl]-3a',6a'-dihydro-2'H-spiro[indole-3,1'-pyrrolo[3,4-c]pyrrol]-2,4',6'(1H,3'H,5'H)-trione

ascorbic acid
50-81-7

ascorbic acid

5′-(4-methylphenyl)-3′-[2-(methylthio)ethyl]-3a′,6a′-dihydro-2′H-spiro[indole-3,1′-pyrrolo[3,4-c]pyrrol]-2,4′,6′(1H,3′H,5′H)-trione L-ascorbic acid

5′-(4-methylphenyl)-3′-[2-(methylthio)ethyl]-3a′,6a′-dihydro-2′H-spiro[indole-3,1′-pyrrolo[3,4-c]pyrrol]-2,4′,6′(1H,3′H,5′H)-trione L-ascorbic acid

Conditions
ConditionsYield
In ethanol; water Heating;100%
nicotinic acid
59-67-6

nicotinic acid

ascorbic acid
50-81-7

ascorbic acid

niacin, ascorbic acid

niacin, ascorbic acid

Conditions
ConditionsYield
In water for 0.166667h; pH=Ca. 2.8 - 3; Cooling with ice;100%
ethanolamine
141-43-5

ethanolamine

ascorbic acid
50-81-7

ascorbic acid

2-hydroxyethylammonium ascorbate

2-hydroxyethylammonium ascorbate

Conditions
ConditionsYield
In methanol at 25℃;100%
palmitic anhydride
623-65-4

palmitic anhydride

ascorbic acid
50-81-7

ascorbic acid

Ascorbyl palmitate
137-66-6

Ascorbyl palmitate

Conditions
ConditionsYield
With dmap at 80℃; for 8h; Temperature; Reagent/catalyst;99.45%
pentadecanoic acid anhydride
59252-34-5

pentadecanoic acid anhydride

ascorbic acid
50-81-7

ascorbic acid

vitamin C pentadecanoate

vitamin C pentadecanoate

Conditions
ConditionsYield
With dmap at 80℃; for 8h;99.31%
ascorbic acid
50-81-7

ascorbic acid

2-ethylhexanoic acid chloride
760-67-8

2-ethylhexanoic acid chloride

C22H36O8

C22H36O8

Conditions
ConditionsYield
With pyridine; tetrabutylammomium bromide In ethyl acetate at 50℃; for 0.5h; Reagent/catalyst;99.3%
capric anhydride
2082-76-0

capric anhydride

ascorbic acid
50-81-7

ascorbic acid

6-O-caproyl L-ascorbate

6-O-caproyl L-ascorbate

Conditions
ConditionsYield
With dmap at 80℃; for 8h;99.21%
lauric acid
143-07-7

lauric acid

ascorbic acid
50-81-7

ascorbic acid

6-O-dodecanoyl-L-ascorbic acid
16690-40-7

6-O-dodecanoyl-L-ascorbic acid

Conditions
ConditionsYield
With Amberlyst 15 ion exchange resin In ethanol; water at 60℃; for 3h; Temperature;99.2%
With sulfuric acid
With sulfuric acid at 40℃;
With lipase from Candida antarctica type B (Chirazyme(R) L-2 C2) In acetone at 50℃;
With Chirazyme(R) L-2 C2 In acetone at 55℃; for 24h;
myristic anhydride
626-29-9

myristic anhydride

ascorbic acid
50-81-7

ascorbic acid

6-O-tetradecanoyl ascorbic acid
33425-76-2

6-O-tetradecanoyl ascorbic acid

Conditions
ConditionsYield
With dmap at 80℃; for 8h;99.14%
isononanoyl chloride
36727-29-4

isononanoyl chloride

ascorbic acid
50-81-7

ascorbic acid

C24H40O8

C24H40O8

Conditions
ConditionsYield
With pyridine; tetrabutylammomium bromide In ethyl acetate at 50℃; for 0.5h;99.1%
tridecanoic acid anhydride
53517-88-7

tridecanoic acid anhydride

ascorbic acid
50-81-7

ascorbic acid

vitamin C tridecanoate

vitamin C tridecanoate

Conditions
ConditionsYield
With dmap at 80℃; for 8h;99.01%
4-nitrobenzenediazonium tetrafluoroborate
456-27-9

4-nitrobenzenediazonium tetrafluoroborate

ascorbic acid
50-81-7

ascorbic acid

3-O-p-nitrobenzenediazoascorbic acid
121654-33-9

3-O-p-nitrobenzenediazoascorbic acid

Conditions
ConditionsYield
In water; acetonitrile for 0.5h;99%
1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

ascorbic acid
50-81-7

ascorbic acid

2,3,5,6-tetrakis-O-(trimethylsilyl) ascorbate
55517-56-1

2,3,5,6-tetrakis-O-(trimethylsilyl) ascorbate

Conditions
ConditionsYield
Stage #1: 1,1,1,3,3,3-hexamethyl-disilazane; ascorbic acid; trifluorormethanesulfonic acid In tetrahydrofuran at 66 - 70℃; for 6h;
Stage #2: With calcium carbonate In tetrahydrofuran for 2h;
Stage #3: With 1,1,1,3,3,3-hexamethyl-disilazane at 70℃; Product distribution / selectivity;
99%
In 1,2-dimethoxyethane at 50℃; for 8h; Product distribution / selectivity;95%
With pyridine at 100℃; for 2h;82%

50-81-7Relevant articles and documents

Strategy for in Situ Imaging of Cellular Alkaline Phosphatase Activity Using Gold Nanoflower Probe and Localized Surface Plasmon Resonance Technique

Wang, Kan,Jiang, Ling,Zhang, Fen,Wei, Yuanqing,Wang, Kang,Wang, Huaisheng,Qi, Zhengjian,Liu, Songqin

, p. 14056 - 14062 (2018)

In this work, a simple and ultrasensitive localized surface plasmon resonance (LSPR) method that use Au nanoflowers (AuNFs) as a probe was designed for in situ monitoring of alkaline phosphatase (ALP) activity. The AuNFs were fabricated by hydrogen tetrechloroaurate-induced oxidative disruption of polydopamine-coated Au nanoparticles (AuNPs), and subsequently, growth of Au nanopetals on AuNPs occurred. The as-prepared AuNFs showed a much higher LSPR capability and stronger scattering color change than AuNPs. The strategy for in situ cellular ALP activity detection relied on the deposition of Ag on the AuNFs surface, which changed the morphology of AuNFs and led to a tremendous LSPR response and scattering color change. The deposition of Ag shell on AuNFs was related to ALP activity, where ALP catalyzed the hydrolysis of l-ascorbic acid 2-phosphate sesquimagnesium salt hydrate to form l-ascorbic acid (AA), and then AA reduced Ag+ to Ag and deposited onto AuNFs. With this concept, the ALP activity could be monitored with a detection limit of 0.03 μU L-1. Meanwhile, the ALP activity of single HepG2 cells and HEK 293 cells was tracked with a proposed approach, which indicated the trace expression level of ALP in HEK 293T cell and overexpressed level of ALP in HepG2 cells. After treatment with drugs, the cellular ALP activity of HepG2 cells was decreased with the treating time and dose increasing. Therefore, the proposed strategy could be used for tracking the cellular ALP activity, which paved a new avenue for cell studies and held great potential for discovering novel ALP-based drugs applications.

In Situ Fluorogenic Reaction Generated via Ascorbic Acid for the Construction of Universal Sensing Platform

Fan, Yongchao,Lv, Mengmeng,Xue, Yuan,Li, Jing,Wang, Erkang

, p. 6873 - 6880 (2021)

A highly fluorescent emission reaction between terephthalic acid (PTA) and ascorbic acid (AA) via simple control of the reaction temperature was first revealed with the detailed formation mechanism and various characterizations including electron paramagnetic resonance and mass spectrometry. Based on the AA-responsive emission, the alkaline phosphatase (ALP) triggered the transformation of l-ascorbic acid 2-phosphate trisodium salt to AA was integrated with the present system for developing a sensitive, selective, and universal platform. The monitoring of the activity of ALP and the fabrication of ALP-based enzyme-linked immunoassay (ELISA) with carcinoembryonic antigen (CEA) as the model target was performed. The fluorescence intensity correlated well to the CEA concentration in the ranges of 0.25-30 ng/mL, with a detection limit of 0.08 ng/mL. Such a facile protocol based on the fluorescent reaction between PTA and AA without the assistance of catalysis of nanomaterials avoided the laborious synthesis procedure and provided a direct strategy for the early clinical diagnosis coupled with ALP-related catalysis.

An efficient three step synthesis of vitamin C from L-galactono-1,4-lactone, a by-product of the sugar industry

Csiba,Cleophax,Petit,Gero

, p. 5059 - 5060 (1992)

An efficient and short synthesis of vitamin C has been accomplished from L-galactono-1,4-lactone via methyl 3,5:4,6-di-O-ethylidine-L-galactonate.

Redox turnover of organometallic B12 cofactors recycles vitamin C: Sulfur assisted reduction of dehydroascorbic acid by cob(II)alamin

Dereven'kov, Ilia A.,Hannibal, Luciana,Dürr, Maximilian,Salnikov, Denis S.,Bui Thi, Thu Thuy,Makarov, Sergei V.,Koifman, Oscar I.,Ivanovi?-Burmazovi?, Ivana

, p. 53 - 59 (2017)

This work reports the reactivity of cob(II)alamin (Cbl(II)) toward reduction of dehydroascorbic (DHA) to ascorbic acid (AA) mediated by sulfur-containing compounds such as glutathione (GSH) and thiocyanate. The reaction supported by GSH proceeded more efficiently than with SCN?. Our findings demonstrate new aspects of interactions between vitamins B12 and C. It has been accepted that simultaneous presence of these vitamins results in their decomposition (viz., irreversible modification of the corrin ring of Cbl and oxidation of AA). We have shown, however, that Cbl(II), the biologically active one-electron reduction product of methyl-Cbl (MeCbl) and adenosyl-Cbl (AdoCbl), is capable of recovering AA in the presence of natural sulfur-containing ligands, within a process that can occur in?vivo without glutathione spending, both in a stoichiometric and catalytic manner. Our studies highlight the redox versatility of Cbl(II) and expands the repertoire of reactions whereby redox turnover of the unique B12 organometallic cofactors MeCbl and AdoCbl generates Cbl(II), which in turn recycles oxidized vitamin C.

Interconversion between dehydro-L-ascorbic acid and L-ascorbic acid.

Nishikawa,Kurata

, p. 476 - 483 (2000)

L-Ascorbic acid (AA) plays an important role in biological systems as an electron donor. Erythorbic acid (EA) is the epimer of AA and has chemical characteristics very similar to those of AA. It is demonstrated in the present study by 1H-NMR that dehydro-L-ascorbic acid (DAA) was reduced by EA under neutral conditions but not acidic, and that dehydroerythorbic acid (DEA) was also reduced by AA under the same conditions. These reactions also occurred at a low concentration close to the concentration of AA in such biological tissue as the liver. Furthermore, the interconversion of DAA and AA at neutral pH and low concentration was also confirmed by radioluminography. These results suggest the interconversion between DAA and AA in vivo.

Fluorescence Immunoassay Based on the Alkaline Phosphatase Triggered in Situ Fluorogenic Reaction of o-Phenylenediamine and Ascorbic Acid

Zhao, Dan,Li, Juan,Peng, Chuanyun,Zhu, Shuyun,Sun, Jian,Yang, Xiurong

, (2019)

Inspired by the special reducing capability of ascorbic acid (AA), ascorbic acid 2-phosphate (AA2P) has been extensively utilized as a substrate in current alkaline phosphatase (ALP) activity assays owing to the ALP-triggered transformation of AA2P into AA. However, such assays usually require AA-related complicated and laborious synthesis and/or signal generation procedures. Herein, we report an interesting in situ fluorogenic interaction between o-phenylenediamine (OPD) and AA, which inspires us to put forward a novel and simple AA2P/OPD-participated fluorescence turn-on ALP activity assay for the first time, and then the corresponding ALP-based fluorescence enzyme-linked immunosorbent assay (ELISA) has also been developed by means of the conventional ELISA platforms. According to the convenient and facile detection process with clear response mechanism, our fluorogenic reaction-based assay exhibits good sensitivity, selectivity, and excellent sensing performance, which ensures fluorescence ELISA to potentially be applied in clinical diagnosis by employing a well-studied biomarker of hepatocellular carcinoma, α-fetoprotein (AFP) as the model analyte. Such original ELISA via in situ formation of fluorophore from scratch gives a new sight to develop other potential immunoassay platforms in early clinical diagnosis by controlling the target antigens in the near future.

A multicolor immunosensor for sensitive visual detection of breast cancer biomarker based on sensitive nadh-ascorbic-acid-mediated growth of gold nanobipyramids

Wang, Zongwen,Chen, Qian,Zhong, Yingying,Yu, Xinhui,Wu, Yongning,Fu, FengFu

, p. 1534 - 1540 (2020)

Many studies have demonstrated that the extracellular domain of human epidermal growth factor receptor 2 (HER2 ECD) level in serum can act as a breast cancer biomarker and serve as a monitoring neoadjuvant therapy of breast cancer. In this study, we developed a sensitive ascorbic acid (AA)-mediated AuNBPs (gold nanobipyramids) growth method with NADH (reduced nicotinamide adenine dinucleotide I) assistance, and we further fabricated a high-resolution multicolor immunosensor for sensitive visual detection of HER2 ECD in serum by using AuNBPs as signal and antibody as recognition probe. The NADH-assisted AA-mediated method effectively suppressed color formation in the blank and greatly improved the sensitivity of mediating AuNBPs growth, allowing us to use a low concentration of AA to mediate AuNBPs growth to generate more colorful and clearer color changes. The proposed multicolor immunosensor has higher resolution and more color changes corresponding to HER2 ECD concentrations. It can be used to detect as low as 0.5 ng/mL of HER2 ECD by bare eye observation and 0.05 ng/mL of HER2 ECD by UV-visible spectrophotometry. Using the immunosensor, we have successfully detected HER2 ECD in human serum with a recovery of 94%-96% and an RSD (n = 5) 5%. The results obtained with our immunosensor were consistent with those obtained with ELISA, verifying the immunosensor has good accuracy. The immunosensor exhibited a vivid multicolor change, has low visual detection limit, excellent specificity and reproducibility, and robust resistance to matrix. All the above features makes our immunosensor a promising assay for the early diagnosis of HER2-dependent breast cancers in clinical diagnosis.

In Situ Exsolution of Noble-Metal Nanoparticles on Perovskites as Enhanced Peroxidase Mimics for Bioanalysis

Jiang, Xiaoqian,Wang, Xiaoyu,Lin, Anqi,Wei, Hui

, p. 5954 - 5962 (2021)

Various transition-metal oxide (TMO)-based nanomaterials have been explored as peroxidase mimics. However, the moderate peroxidase-like activity of TMOs limited their widespread use. Decorating highly active noble-metal nanozymes on the surface of TMOs can not only enhance the peroxidase-like activity of TMOs but also prevent the small-sized metal nanoparticles (NPs) from aggregation. Herein, in situ exsolution of noble-metal NPs (i.e., Ir and Ru) from A-site-deficient perovskite oxides (i.e., chemical formula La0.9B0.9B'0.1O3-d, B = Mn/Fe, B' = Ir/Ru) under a reducing atmosphere was achieved for preparing noble-metal NPs/perovskite composites. The exsolved NPs were socketed on the surface of parent perovskite oxides, which significantly enhanced the stability of metal NPs. In addition, the peroxidase-like activity of perovskite oxides increased remarkably after NPs egress. We then used the optimized Ir/LMIO with high stability and excellent peroxidase-like activity to develop a colorimetric assay for the determination of alkaline phosphatase (ALP). Benefiting from the remarkable peroxidase-like activity of Ir/LMIO, the sensing platform exhibited a wide linear range. The practical application of the colorimetric sensing method was demonstrated by detecting the ALP in serum samples. This work not only provides new insights into the synthesis of highly active peroxidase-like nanozymes but expands their applications for constructing a high-performance biosensing platform.

Phosphate-triggered ratiometric fluoroimmunoassay based on nanobody-alkaline phosphatase fusion for sensitive detection of 1-naphthol for the exposure assessment of pesticide carbaryl

Chen, Zi-Jian,Wu, Hui-Ling,Shen, Yu-Dong,Wang, Hong,Zhang, Yi-Feng,Hammock, Bruce,Li, Zhen-Feng,Luo, Lin,Lei, Hong-Tao,Xu, Zhen-Lin

, (2021/10/12)

The excessive use of carbaryl has resulted in the risk of its exposure. In this study, we isolated six nanobodies (Nbs) from a camelid phage display library against the biomarker of carbaryl, 1-naphthol (1-NAP). Owing to its characteristics of easy genetic modifications, we produced a nanobody-alkaline phosphatase (Nb-CC4-ALP) fusion protein with good stability. A dual-emission system based ratiometric fluoroimmunoassay (RFIA) for quick and highly sensitive determination of 1-NAP was developed. Silicon nanoparticles (SiNPs) was used as an internal reference and for aggregation-induced emission enhancement (AIEE) of gold nanoclusters (AuNCs), while AuNCs could be quenched by MnO2 via oxidation. In the presence of ALP, ascorbic acid phosphate (AAP) can be transformed into ascorbic acid (AA), the later can etch MnO2 to recover the fluorescence of the AuNCs. Based on optimal conditions, the proposed assay showed 220-fold sensitivity improvement in comparison with conventional monoclonal antibody-based ELISA. The recovery test of urine samples and the validation by standard HPLC-FLD demonstrated the proposed assay was an ideal tool for screening 1-NAP and provided technical support for the monitoring of carbaryl exposure.

C a process for the preparation of vitamin

-

Paragraph 0049-0052, (2018/02/04)

The invention relates to a preparation method of vitamin C. The preparation method comprises the following steps: by using gulonic acid inorganic salt or gulonic acid as the raw material, adding a 0-38 wt% hydrochloric acid solution, stirring, cooling, introducing HCl gas, heating, and keeping the temperature until the reaction finishes, thereby obtaining the vitamin C. The preparation method has the advantages of simple technique, short reaction time and more environment-friendly production environment, obviously enhances the vitamin C quality and is suitable for vigorous popularization.

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