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Merck

PHR1369

Thiamine pyrophosphate

Pharmaceutical Secondary Standard; Certified Reference Material

Sinónimos:

Thiamine pyrophosphate, Aneurinepyrophosphoric acid, Cocarboxylase, Thiamine pyrophosphate chloride

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Fórmula empírica (notación de Hill):
C12H19ClN4O7P2S
Número CAS:
154-87-0
Peso molecular:
460.77
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329823348
EC Number:
205-836-1
Beilstein/REAXYS Number:
3875902
MDL number:
MFCD00038740

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InChI key

YXVCLPJQTZXJLH-UHFFFAOYSA-N

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

SMILES string

CC1=C(CCOP(OP(O)(O)=O)(O)=O)SC=[N+]1CC2=C(N)N=C(C)N=C2.[Cl-]

grade

certified reference material, pharmaceutical secondary standard

agency

traceable to USP 1656002

API family

thiamine

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

-10 to -25°C

Quality Level

300

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Analysis Note

These secondary standards offer multi-traceability to the USP and EP (PhEur) primary standards, where they are available.

Application

These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

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.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
To see an example of a Certificate of Analysis for this material enter LRAA1473 in the slot below. This is an example certificate only and may not be the lot that you receive.

wgk

WGK 1

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Clase de almacenamiento

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Thiamine pyrophosphate-catalyzed enzymatic decarboxylation of -oxo acids.
J Ullrich et al.
Vitamins and hormones, 28, 365-398 (1970-01-01)
Darcy McRose et al.
The ISME journal, 8(12), 2517-2529 (2014-08-30)
Vitamin B1 (thiamine pyrophosphate, TPP) is essential to all life but scarce in ocean surface waters. In many bacteria and a few eukaryotic groups thiamine biosynthesis genes are controlled by metabolite-sensing mRNA-based gene regulators known as riboswitches. Using available genome
Nia L Marrott et al.
The Biochemical journal, 463(3), 405-412 (2014-08-05)
The four-component polypeptides of the 2-oxoacid dehydrogenase complex from the thermophilic archaeon Thermoplasma acidophilum assemble to give an active multienzyme complex possessing activity with the branched-chain 2-oxoacids derived from leucine, isoleucine and valine, and with pyruvate. The dihydrolipoyl acyl-transferase (E2)
E M Dunbar et al.
Investigational new drugs, 32(3), 452-464 (2013-12-04)
Recurrent malignant brain tumors (RMBTs) carry a poor prognosis. Dichloroacetate (DCA) activates mitochondrial oxidative metabolism and has shown activity against several human cancers. We conducted an open-label study of oral DCA in 15 adults with recurrent WHO grade III -
Hetalben Patel et al.
Biochemistry, 53(13), 2145-2152 (2014-03-19)
Identification of enzyme-bound intermediates via their spectroscopic signatures, which then allows direct monitoring of the kinetic fate of these intermediates, poses a continuing challenge. As an electrophilic covalent catalyst, the thiamin diphosphate (ThDP) coenzyme forms a number of noncovalent and
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