ChemicalBook > CAS DataBase List > Cocarboxylase

Cocarboxylase

Product Name
Cocarboxylase
CAS No.
154-87-0
Chemical Name
Cocarboxylase
Synonyms
Vitamin B1;THIAMINE PYROPHOSPHATE;Cocarboxylase hydrochloride;THIAMINE PYROPHOSPHATE CHLORIDE;thiamin diphosphate;COCARBOXYLASE CHLORIDE;co-bi;biosyth;nutrase;berolase
CBNumber
CB6326133
Molecular Formula
C12H19ClN4O7P2S
Formula Weight
460.767382
MOL File
154-87-0.mol
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Cocarboxylase Property

Melting point:
240~241℃
bulk density
500kg/m3
storage temp. 
-20°C
solubility 
H2O: soluble50mg/mL, clear to very slightly hazy, colorless
form 
Solid
color 
White to Off-White
PH
1.0-1.4 (20°C, 100g/L in H2O)
Water Solubility 
It is soluble in water.
BRN 
3875902
Stability:
Hygroscopic
InChI
InChI=1S/C12H18N4O7P2S.ClH/c1-8-11(3-4-22-25(20,21)23-24(17,18)19)26-7-16(8)6-10-5-14-9(2)15-12(10)13;/h5,7H,3-4,6H2,1-2H3,(H4-,13,14,15,17,18,19,20,21);1H
InChIKey
YXVCLPJQTZXJLH-UHFFFAOYSA-N
SMILES
[Cl-].S1C([H])=[N+](C([H])([H])C2=C([H])N=C(C([H])([H])[H])N=C2N([H])[H])C(C([H])([H])[H])=C1C([H])([H])C([H])([H])OP(=O)(O[H])OP(=O)(O[H])O[H]
CAS DataBase Reference
154-87-0(CAS DataBase Reference)
EPA Substance Registry System
Thiazolium, 3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-4-methyl-5-(4,6,6-trihydroxy-4,6-dioxido-3,5-dioxa-4,6-diphosphahex-1-yl)-, chloride (154-87-0)
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Safety

Safety Statements 
22-24/25
RIDADR 
1759
WGK Germany 
3
RTECS 
XI7552000
3-8-10
TSCA 
Yes
HazardClass 
8
PackingGroup 
III
HS Code 
29362200
Toxicity
LD50 intramuscular in mouse: > 1gm/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C8754
Product name
Thiamine pyrophosphate
Purity
≥95%
Packaging
1g
Price
$53.5
Updated
2024/03/01
Sigma-Aldrich
Product number
C8754
Product name
Thiamine pyrophosphate
Purity
≥95%
Packaging
5g
Price
$73.9
Updated
2024/03/01
TCI Chemical
Product number
T0183
Product name
Thiamine Pyrophosphate Chloride
Purity
>98.0%(T)
Packaging
5g
Price
$138
Updated
2024/03/01
Cayman Chemical
Product number
20254
Product name
Thiamine Pyrophosphate (chloride)
Purity
≥95%
Packaging
500mg
Price
$25
Updated
2024/03/01
Cayman Chemical
Product number
20254
Product name
Thiamine Pyrophosphate (chloride)
Purity
≥95%
Packaging
1g
Price
$38
Updated
2024/03/01
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Cocarboxylase Chemical Properties,Usage,Production

Originator

Actimide,Tobishi

History

Best known as the anti-beriberi factor and called at first simply vitamin B by McCollum, thiamine was shown to be involved in the decarboxylation of pyruvate to acetaldehyde in alcohol fermentation and was named ‘cocarboxylase’ in 1932. Confirmation of its structure as TPP came 5 years later. Its name is meant to signify a vitamin containing sulfur (thios in Greek).

Uses

Cocarboxylase can be used in decarboxylation mechanisms in biological systems,and to investigate radical reactions of thiamin pyrophosphate in 2-oxoacid oxidoreductases.

Uses

Thiamine Pyrophosphate (Cocarboxylase) is a thiamine (T344185) derivative produced by enzyme thiamine pyrophosphatase. Thiamine pyrophosphate is a cofactor used to catalyze various biochemical reactions.

Definition

The active coenzyme form of vitamin B1 which functions in aldehyde transfer reactions.

Manufacturing Process

4.5 kg of aqueous 89% orthophosphoric acid are heated to 135°C, and kept at this temperature for about 3 h while being actively stirred. Then, the heating is discontinued and 3.5 kg of phosphorouspentoxide are added during a period of 2.5 to 3 h, while being actively stirred. During this period, the interior temperature rises to 165°-175°C. After completion of the addition of phosphorouspentoxide, the stirring is continued until all phosphorouspentoxide is dissolved. The phosphoric acid mixture thus produced is subsequently cooled down to 130°C.
At this temperature 2.0 kg of thiamine chloride hydrochloride (vitamin B1) were added during 2 to 3 h while being well stirred. The stirring is continued at 130°C until the phosphorylated mixture no longer contains chlorine ions. A phosphorylated melt is thus obtained. The thus obtained phosphorylation melt is dissolved in 6-8 L of water (with ice) at a temperature below 10°C, while being vigorously stirred. The aqueous solution is stirred into 100 L of 96% alcohol and left standing overnight. The supernatant solvent is decanted from the separated syrup; the latter is taken up in 4 L of water. The solution thus obtained is fed, depending upon the volume of phosphoric acid contained therein, to an exchanger column filled with anion exchanger (weak basic, for instance Amberlite IRA 45, 20-30 L) (a polystyrene resin with primary, secondary and quaternary amino groups). The solution is caused to seep into the column from the top thereof and is then washed with water until the runoff at the bottom no longer shows any thiamine reaction. About 25 L of the solution are obtained, which are concentrated to 6 L at 30°C and 12 Torr. The concentrated residue is added to 20 to 30 L of a cationic exchanger (Amberlite IRC 50) in order to separate the thiamine-orthophosphoric acid ester from the thiamine-pyrophosphoric acid ester, and subsequently washed with water until the eluate is free of thiamine.
70-80 L of a solution are obtained which are concentrated to 1.5 L in a circulation evaporator at 30°C and 12 Torr. 7.5 L of 96% ethanol are slowly added to a concentrate while being stirred. The cocarboxylase-tetrahydrate separates in the form of fine needles. The yield is 530.0 g with a melting point of 220°-225°C (dec.).
10.0 g of cocarboxylase-tetrahydrate are dissolved in 25 ml of 5% aqueous hydrochloric acid, and 75 ml acetone are added dropwise while being stirred. The precipitated hydrochloride of the cocarboxylase, melting point 240°C is sucked off. The yield is 9.5 g.

Therapeutic Function

Coenzyme, Metabolic

Biological Functions

Thiamine pyrophosphate, or cocarboxylase, functions as a cofactor in intermediary carbohydrate metabolism. It serves as a coenzyme in the decarboxylation of α-keto acids, that is, α-ketoglutaric acid and pyruvate dehydrogenase; it also acts as a cofactor to the enzyme transketolase in the hexose monophosphate shunt. Deficiency of thiamine in animals results in the accumulation of lactic acid and reduction in oxygen uptake, especially in the brainstem, and depression of transketolase activity, again most strikingly in the brainstem.

General Description

Certified pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards. Thiamine pyrophosphate is a coenzyme of transketolase that catalyzes the cleavage of ribulose-5-phosphate; thereby forming D-glyceraldehyde-3-phosphate. This reaction requires the addition of an acceptor aldehyde such as ribose-5-phosphate, glyceraldehye or glycolaldehyde.

Biochem/physiol Actions

Thiamine pyrophosphate (TPP) is a coenzyme of transketolase, that catalyzes the cleavage of ribulose-5-phosphate. This reaction leads to the formation of D-glyceraldehyde-3-phosphate. It requires the addition of an acceptor aldehyde such as ribose-5-phosphate, glyceraldehye or glycolaldehyde. TPP is capable of decarboxylating hydroxypyruvate in the presence of an ′acceptor aldehyde′.

Cocarboxylase Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Cocarboxylase manufacturers

Hebei Mujin Biotechnology Co.,Ltd
Product
Cocarboxylase 154-87-0
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-09-01
Hebei Weibang Biotechnology Co., Ltd
Product
Cocarboxylase 154-87-0
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-18
Hebei Zhuanglai Chemical Trading Co Ltd
Product
thiamine pyrophosphate 154-87-0
Price
US $79.00-38.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-11-18

154-87-0, CocarboxylaseRelated Search:


  • ANEURINEPYROPHOSPHORIC ACID
  • COCARBOXYLASE
  • COCARBOXYLASE CHLORIDE
  • Thiamine, pyrophosphoric acid ester
  • [2-[3-[(4-Amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-5-yl]ethoxy-hydroxy-phosphoryl]oxyphosphonic acid chloride
  • Thiamine diphosphate chloride
  • Vitamin B1
  • Aneurinepyrophosphoric acid, Cocarboxylase, Thiamine pyrophosphate chloride
  • Thiamin diphosphate chloride
  • Vitamin B1 pyrophosphate chloride
  • Thiamine pyrophosphate,Aneurinepyrophosphoric acid, Cocarboxylase, Thiamine pyrophosphate chloride
  • thiamin diphosphate
  • Thiazolium, 3-(4-amino-2-methyl-5-pyrimidinyl)methyl-4-methyl-5-(4,6,6-trihydroxy-4,6-dioxido-3,5-dioxa-4,6-diphosphahex-1-yl)-, chloride
  • [2-[3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-1-thia-3-azoniacyclopenta-2,4-dien-5-yl]ethoxy-hydroxy-phosphoryl]oxyphosphonic acid
  • Cocarboxylase Vitamin B1 Pyrophosphoric Acid Ester Chloride
  • 3-((4-Amino-2-methylpyrimidin-5-yl)
  • -4-methylthiazol-3-ium chloride
  • -5-(2-((hydroxy(phosphonooxy)
  • phosphoryl)
  • THIAMINIUM DIPHOSPHORIC ACID ESTER CHLORIDE
  • THIAMINIUM PYROPHOSPHATE CHLORIDE
  • THIAMINIUM PYROPHOSPHORIC ACID ESTER CHLORIDE
  • THIAMINE PYROPHOSPHATE
  • THIAMINE PYROPHOSPHATE CHLORIDE
  • THIAMINEPYROPHOSPHORIC ACID
  • THIAMINE PYROPHOSPHORIC ACID ESTER CHLORIDE
  • VITAMIN B1 PYROPHOSPHORIC ACID ESTER CHLORIDE
  • berolase
  • biosyth
  • bioxylasi
  • bivitasi
  • b-neurox
  • co-bi
  • cocarbina
  • cocarboxil
  • coenbione
  • coxylase
  • diphosphothiamin
  • diphosphothiamine
  • farmaneurina
  • metabolase
  • nutrase
  • pyrolase
  • pyruvodehydrase
  • roxy-3,5-dioxa-4,6-diphosphahex-1-yl)-,chloride,p,p’-dioxide
  • tdp(thiaminester)
  • thiamine,trihydrogenpyrophosphate(ester)
  • thiamine-pp
  • thiaminepyrophosphoricester
  • thiaminpyrophosphate
  • thiazolium,3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-4-methyl-5-(4,6,6-trihyd
  • Thiazolium,3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-4-methyl-5-(4,6,6-trihydroxy-3,5-dioxa-4,6-diphosphahex-1-yl)-,chloride,P,P’-dioxide
  • tpp(coenzyme)
  • ThiazoliuM,3-[(4-aMino-2-Methyl-5-pyriMidinyl)Methyl]-4-Methyl-5-(4,6,6-trihydroxy-4,6-dioxido-3,5-dioxa-4,6-diphosphahex-1-yl)-,chloride (1:1)
  • thiamine(1+) diphosphate
  • 3-((4-Amino-2-methylpyrimidin-5-yl)methyl)-5-(2-((hydroxy(phosphonooxy)phosphoryl)oxy)ethyl)-4-methylthiazol-3-ium chloride
  • Thiaminepyrophosphatehydrochloride
  • Thiamine Impurity 30(Thiamine Pyrophosphate)