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860477P

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1-desoxymethylsphingosine

1-desoxymethylsphingosine (m17:1), powder

Sinonimo/i:

1-Deoxymethylsphingosine

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About This Item

Formula empirica (notazione di Hill):
C17H35NO
Numero CAS:
Peso molecolare:
269.47
Numero MDL:
Codice UNSPSC:
12352211
NACRES:
NA.25

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Stato

powder

Confezionamento

pkg of 1 × 1 mg (860477P-1mg)

Produttore/marchio commerciale

Avanti Research - A Croda Brand 860477P

Tipo di lipide

sphingolipids
bioactive lipids

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

Stringa SMILE

CCCCCCCCCCCCC/C=C/[C@](O)([H])CN

InChI

1S/C17H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(19)16-18/h14-15,17,19H,2-13,16,18H2,1H3/b15-14+/t17-/m1/s1
NTZGVZKEAIALQE-IAOULYHDSA-N

Descrizione generale

1-desoxymethylsphingosine is synthesized from glycine in the presence of the enzyme serine palmitoyltransferase (SPT).[1]

Applicazioni

1-desoxymethylsphingosine may be used for the complex preparation with bovine serum albumin for cytotoxicity testing in MN9D dopaminergic neuroblastoma cell line.[2]

Azioni biochim/fisiol

1-desoxymethylsphingosine is less neurotoxic compared to 1-desoxysphingosine in dorsal root ganglion neuronscultures[3] Mutations in the palmitoyltransferase (SPT) in hereditary sensory neuropathy type 1 (HSAN-1), due to altered substrate specificity 1-desoxymethylsphinganine and 1-deoxy-sphinganine which are further converted to -deoxy(methyl)-ceramide and 1-deoxy(methyl)-sphingosine (1-deoxy(methyl)-SO). However, they lack the hydroxyl group essential for glycosphingolipid generation, resulting in accumulation of intermediate products.[4]

Confezionamento

5 mL Amber Glass Screw Cap Vial (860477P-1mg)

Note legali

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3


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1-Deoxysphingolipids encountered exogenously and made de novo: dangerous mysteries inside an enigma
Duan, Jingjing and Merrill, Alfred H
The Journal of Biological Chemistry, 290(25), 15380-15389 (2015)
Annelies Rotthier et al.
Human mutation, 32(6), E2211-E2225 (2011-05-28)
Hereditary sensory and autonomic neuropathy type I (HSAN-I) is an axonal peripheral neuropathy leading to progressive distal sensory loss and severe ulcerations. Mutations in SPTLC1 and SPTLC2, encoding the two subunits of serine palmitoyltransferase (SPT), the enzyme catalyzing the first
Hereditary sensory neuropathy type 1 is caused by the accumulation of two neurotoxic sphingolipids
Penno A, et al.
The Journal of Biological Chemistry, 285(15), 11178-11187 (2010)
Ceramide sphingolipid signaling mediates Tumor Necrosis Factor (TNF)-dependent toxicity via caspase signaling in dopaminergic neurons
Martinez TN, et al.
Mol. Neurodegener., 7(1), 45-45 (2012)
Terina N Martinez et al.
Molecular neurodegeneration, 7, 45-45 (2012-09-15)
Dopaminergic (DA) neurons in the ventral midbrain selectively degenerate in Parkinson's disease (PD) in part because their oxidative environment in the substantia nigra (SN) may render them vulnerable to neuroinflammatory stimuli. Chronic inhibition of soluble Tumor Necrosis Factor (TNF) with

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