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P8296

Sigma-Aldrich

5-Phospho-D-ribose 1-diphosphate pentasodium salt

≥75% (HPLC)

Synonyme(s) :

α-D-Ribosyl diphosphate 5-phosphate pentasodium salt, 5-Phospho-α-D-ribosyl diphosphate, 5-Phosphoribosyl 1-pyrophosphate pentasodium salt, P-Rib-PP, PRPP pentasodium salt

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About This Item

Formule empirique (notation de Hill):
C5H8Na5O14P3
Numéro CAS:
108321-05-7
Poids moléculaire :
499.98
Numéro Beilstein :
6043637
Numéro MDL:
MFCD32182529
Code UNSPSC :
12352201
ID de substance PubChem :
24898743
Nomenclature NACRES :
NA.25

Pureté

≥75% (HPLC)

Forme

powder

Impuretés

<18% water (Karl Fischer)

Couleur

white

Solubilité

water: 50 mg/mL, clear to slightly hazy, colorless to very faintly yellow

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

[Na+].[Na+].[Na+].[Na+].O[C@H]1[C@@H](O)[C@H](O[C@@H]1COP(O)([O-])=O)OP([O-])(=O)OP([O-])([O-])=O

InChI

1S/C5H13O14P3.4Na/c6-3-2(1-16-20(8,9)10)17-5(4(3)7)18-22(14,15)19-21(11,12)13;;;;/h2-7H,1H2,(H,14,15)(H2,8,9,10)(H2,11,12,13);;;;/q;4*+1/p-4/t2-,3-,4-,5?;;;;/m1..../s1

Clé InChI

QZAPPJHVNYCTAX-CKJQBBATSA-J

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Catégories apparentées

Application

Pentasodium salt has been used in a study to assess the relationship between the muscarinic receptor cationic current and internal calcium in guinea-pig jejunal smooth muscle cells. It has also been used in a study to investigate inhibitors of the bacterial cell wall biosynthesis of the enzyme Mur D.

Substrats

Substrate for phosphoribosyltransferases in the synthesis of nucleotides.

Remarque sur l'analyse

Purity ≥ 75% based on an assay system using orotidine-5′-phosphate pyrophosphorylase and orotidine-5′-phosphate decarboxylase mixed enzymes.

Autres remarques

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Warning

Mentions de danger

H371

Conseils de prudence

P260

Classification des risques

STOT SE 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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

L D Gegnas et al.
Bioorganic & medicinal chemistry letters, 8(13), 1643-1648 (1999-01-05)
A series of transition-state analog inhibitors of the D-glutamic acid-adding enzyme (MurD) of bacterial peptidoglycan biosynthesis has been synthesized and evaluated for inhibition of the E. coli enzyme.
P Pacaud et al.
The Journal of physiology, 441, 477-499 (1991-09-01)
1. The action of carbachol, which activates muscarinic receptors, was studied in single patch-clamped cells where free internal calcium concentration in the cell (Cai2+) was estimated using the emission from the dye Indo-1. Cells were dialysed with potassium-free caesium solution
Nisreen Wahwah et al.
Scientific reports, 10(1), 19907-19907 (2020-11-18)
Cisplatin is a mainstay of cancer chemotherapy. It forms DNA adducts, thereby activating poly(ADP-ribose) polymerases (PARPs) to initiate DNA repair. The PARP substrate NAD+ is synthesized from 5-phosphoribose-1-pyrophosphate (PRPP), and we found that treating cells for 6 h with cisplatin reduced
Matthew Bratkowski et al.
Cell reports, 32(5), 107999-107999 (2020-08-07)
The NADase SARM1 is a central switch in injury-activated axon degeneration, an early hallmark of many neurological diseases. Here, we present cryo-electron microscopy (cryo-EM) structures of autoinhibited (3.3 Å) and active SARM1 (6.8 Å) and provide mechanistic insight into the tight regulation
Boyuan Wang et al.
Molecular cell, 80(1), 29-42 (2020-08-29)
(p)ppGpp is a nucleotide messenger universally produced in bacteria following nutrient starvation. In E. coli, ppGpp inhibits purine nucleotide synthesis by targeting several different enzymes, but the physiological significance of their inhibition is unknown. Here, we report the structural basis of

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