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P2795

Sigma-Aldrich

Phytosphingosine hydrochloride

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Synonyme(s) :

4-Hydroxysphinganine, PHS

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About This Item

Formule empirique (notation de Hill):
C18H39NO3 · HCl
Numéro CAS:
554-62-1
Poids moléculaire :
353.97
Numéro MDL:
MFCD06804643
Code UNSPSC :
12352211
ID de substance PubChem :
24898363
Nomenclature NACRES :
NA.25

Forme

powder

Niveau de qualité

200

Score du produit alternatif plus écologique

old score: 19
new score: 9
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Caractéristiques du produit alternatif plus écologique

Less Hazardous Chemical Syntheses
Safer Solvents and Auxiliaries
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

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Autre catégorie plus écologique

, Re-engineered

Type de lipide

sphingolipids

Température de stockage

−20°C

Chaîne SMILES 

Cl.CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H](N)CO

InChI

1S/C18H39NO3.ClH/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(21)18(22)16(19)15-20;/h16-18,20-22H,2-15,19H2,1H3;1H/t16-,17+,18-;/m0./s1

Clé InChI

GDKAAHDFPOWGQE-RXQQAGQTSA-N

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Actions biochimiques/physiologiques

Phytosphingosine is a long chain sphingoid base that occurs broadly in yeast, plants and animals including mammals. In yeast it is involved in mediating the heat stress response, perhaps through activation of the AGC-type protein kinases, Pkh1, Pkh2, Ypk1, Ypk2, and Sch9. It is proapoptotic in human cancer cell lines. PHS induces ΔΨm and release of cytochrome c from mitochondria either directly or through activation of p38 MAPK pathway. This leads to activation of caspase 9 followed by activation of caspase 3 and programmed cell death.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Marie-Thérèse El-Daher et al.
The EMBO journal, 34(17), 2255-2271 (2015-07-15)
Cleavage of mutant huntingtin (HTT) is an essential process in Huntington's disease (HD), an inherited neurodegenerative disorder. Cleavage generates N-ter fragments that contain the polyQ stretch and whose nuclear toxicity is well established. However, the functional defects induced by cleavage
Hyeseung Lee et al.
Molecular microbiology, 84(1), 130-146 (2012-02-22)
This study shows the importance of PDK1, TOR and PKC signalling pathways to the basal tolerance of Cryptococcus neoformans towards fluconazole, the widely used drug for treatment of cryptococcosis. Mutations in genes integral to these pathway resulted in hypersensitivity to
Karin Thevissen et al.
FEMS microbiology letters, 303(2), 163-168 (2009-12-25)
We demonstrated that a yeast deletion mutant in IPT1 and SKN1, encoding proteins involved in the biosynthesis of mannosyldiinositolphosphoryl ceramides, is characterized by increased autophagy and DNA fragmentation upon nitrogen (N) starvation as compared with the single deletion mutants or
Ineke Spruijt et al.
PloS one, 14(7), e0219252-e0219252 (2019-07-02)
To reach pre-elimination levels of tuberculosis (TB) incidence in the Netherlands, prevention of TB among immigrants through diagnosis and treatment of latent TB infection (LTBI) is needed. We studied the feasibility of a LTBI screening and treatment program among newly
Konrad H Stopsack et al.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology, 28(4), 707-714 (2019-01-04)
4%-9% of prostate cancers harbor homozygous deletions of the androgen-induced tumor suppressor gene, promyelocytic leukemia zinc finger (PLZF, ZBTB16). PLZF loss induces an in vitro phenotype of castration resistance and enzalutamide resistance. The association of low expression of PLZF and
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