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Merck

PHR1369

Thiamine pyrophosphate

Pharmaceutical Secondary Standard; Certified Reference Material

Synonyme(s) :

Thiamine pyrophosphate, Aneurinepyrophosphoric acid, Cocarboxylase, Thiamine pyrophosphate chloride

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A propos de cet article

Formule empirique (notation de Hill) :
C12H19ClN4O7P2S
Numéro CAS:
154-87-0
Poids moléculaire :
460.77
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329823348
EC Number:
205-836-1
Beilstein/REAXYS Number:
3875902
MDL number:
MFCD00038740

Principaux documents

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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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Catégories apparentées

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.

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.

Analysis Note

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

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Classe de stockage

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Elena Cressina et al.
Biochemical Society transactions, 39(2), 652-657 (2011-03-25)
Riboswitches are regions of mRNA to which a metabolite binds in the absence of proteins, resoulting in alteration of transcription, translation or splicing. The most widespread forms of riboswitches are those responsive to TPP (thiamine pyrophosphate) the active form of
Sachin Rustgi et al.
PloS one, 9(6), e100998-e100998 (2014-06-27)
Extensive application of imidazolinone (IMI) herbicides had a significant impact on barley productivity contributing to a continuous decline in its acreage over the last two decades. A possible solution to this problem is to transfer IMI-resistance from a recently characterized
[Mechanism of action of thiamine pyrophosphate enzymes].
G A Kochetov
Uspekhi sovremennoi biologii, 61(1), 17-31 (1966-01-01)
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 -
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
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