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SMB01381

Sigma-Aldrich

SAICAriboside

≥95% (HPLC), from synthetic, solid

Synonyme(s) :

N-Succinyl-5-aminoimidazole-4-carboxamide Ribose

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About This Item

Formule empirique (notation de Hill):
C13H18N4O9
Numéro CAS:
17388-80-6
Poids moléculaire :
374.30
Numéro MDL:
MFCD31563062
Code UNSPSC :
12352211
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.26

Source biologique

synthetic

Niveau de qualité

200

Pureté

≥95% (HPLC)

Forme

solid

Couleur

white to beige

Pf

130-135 °C

Température de stockage

2-8°C

Chaîne SMILES 

NC1=C(C(N[C@H](C(O)=O)CC(O)=O)=O)N=CN1[C@H]2[C@H](O)[C@H](O)[C@@H](CO)O2

Description générale

SAICAR (a ribotide) can lose its phosphate group leading to the appearance of a riboside known as succinylaminoimidazolecarboxamide riboside (SAICAriboside or SAICAr) in cerebrospinal fluid, in urine, and, to a lesser extent, in plasma. SAICAriboside is characteristic of ADSL, a heritable deficiency of the enzyme adenylosuccinate lyase (ASL or adenylosuccinase) responsible for metabolizing SAICAR (SZMP) to AICAR (ZMP) and adenylosuccinate (SAMP) to AMP. ASL deficiency causes increased SAICAR & SAMP, and their corresponding rephosphorylated products SAICAr & succinyladenosine (S-Ado).

Stockage et stabilité

Heat sensitive

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

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

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Certificats d'analyse (COA)

Lot/Batch Number
0000267170
0000237992
0000224630

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Consulter la Bibliothèque de documents

Study of purinosome assembly in cell-based model systems with de novo purine synthesis and salvage pathway deficiencies
Baresova, et al.
PLoS ONE, 13, e0201432-e0201432 (2018)
A mild form of adenylosuccinate lyase deficiency in absence of typical brain MRI features diagnosed by whole exome sequencing
Macchiaiolo, et al.
Italian Journal of Pediatrics, 43, 65-65 (2017)
Mass spectrometric analysis of purine de novo biosynthesis intermediates
Madrova, et al.
PLoS ONE, 13, e0208947-e0208947 (2018)
Delphine C Douillet et al.
The Journal of biological chemistry, 294(3), 805-815 (2018-11-28)
5-Aminoimidazole-4-carboxamide 1-β-d-ribofuranoside (AICAR, or acadesine) is a precursor of the monophosphate derivative 5-amino-4-imidazole carboxamide ribonucleoside 5'-phosphate (ZMP), an intermediate in de novo purine biosynthesis. AICAR proved to have promising anti-proliferative properties, although the molecular basis of its toxicity is poorly
Roxane Marsac et al.
Genetics, 211(4), 1297-1313 (2019-02-01)
Purine homeostasis is ensured through a metabolic network widely conserved from prokaryotes to humans. Purines can either be synthesized de novo, reused, or produced by interconversion of extant metabolites using the so-called recycling pathway. Although thoroughly characterized in microorganisms, such
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