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D6908

Sigma-Aldrich

DL-erythro-Dihydrosphingosin

≥99%, synthetic

Synonym(e):

DL-erythro-1,3-Dihydroxy-2-aminooctadecan, DL-erythro-2-Amino-1,3-octadecandiol, DL-Sphinganin

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About This Item

Empirische Formel (Hill-System):
C18H39NO2
CAS-Nummer:
3102-56-5
Molekulargewicht:
301.51
Beilstein:
1724234
MDL-Nummer:
MFCD00079141
UNSPSC-Code:
12352211
PubChem Substanz-ID:
24278382

Biologische Quelle

synthetic

Assay

≥99%

Form

powder

Löslichkeit

chloroform/methanol (9:1): 20 mg/mL, clear, colorless to slightly yellow

Lagertemp.

−20°C

SMILES String

CCCCCCCCCCCCCCC[C@H](O)[C@H](N)CO

InChI

1S/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3/t17-,18+/m1/s1

InChIKey

OTKJDMGTUTTYMP-MSOLQXFVSA-N

Angaben zum Gen

human ... PLD1(5337) , PLD2(5338) , PLD3(23646) , PLD4(122618) , PLD5(200150) , PPP2CA(5515) , PPP2CB(5516) , PPP2CBP(5517) , PPP2R1A(5518) , PPP2R1B(5519) , PPP2R2A(5520) , PPP2R2B(5521) , PPP2R2C(5522) , PPP2R3A(5523) , PRKCA(5578) , PRKCB(5579) , PRKCD(5580) , PRKCE(5581) , PRKCG(5582) , PRKCH(5583) , PRKCI(5584)

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Biochem./physiol. Wirkung

D-Isomer is the biosynthetic precursor of sphingosine; inhibits protein kinase C, phospholipase A2, and phospholipase D.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
058H5180
123H8395
088H5204
038F8429

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D D Archibald et al.
Biochimica et biophysica acta, 1166(2-3), 154-162 (1993-02-24)
The natural product D-erythro-sphingosine and synthetic racemic dihydrosphingosines were examined for their abilities to self-assemble into high-axial-ratio microstructures. When precipitated from methanol/water solution, D-erythro-sphingosine formed a viscoelastic gel composed of 50-nm diameter flexible fibers. These are 'cochleate cylinders' composed of
C Sakakura et al.
Biochemical and biophysical research communications, 246(3), 827-830 (1998-06-10)
Sphingosine (Sph) is emerging as an intracellular regulator of cellular differentiation and apoptosis (Ohta, et al., Cancer Res., 55, 691-697, 1995). We have recently found that both Sph and its methylated derivative N,N-dimethylsphingosine (DMS) inhibit mitogen-activated protein kinase (MAPK) activity
Sang-Hun Song et al.
Scientific reports, 9(1), 9834-9834 (2019-07-10)
Surfactants during routine washing have a tremendous effect on lipid loss from hair. This study aims to understand the loss of lipids from hair upon contact with surfactants and develop a way to prevent the lipid loss. The change in
Juliana M Figueiredo et al.
Molecular and biochemical parasitology, 182(1-2), 62-74 (2012-01-10)
In this study, we characterized ceramide synthase (CerS) of the protozoan parasite Trypanosoma cruzi at the molecular and functional levels. TcCerS activity was detected initially in a cell-free system using the microsomal fraction of epimastigote forms of T. cruzi, [(3)H]dihydrosphingosine
Yidi Sun et al.
Molecular biology of the cell, 23(12), 2388-2398 (2012-04-27)
Sphingoid intermediates accumulate in response to a variety of stresses, including heat, and trigger cellular responses. However, the mechanism by which stress affects sphingolipid biosynthesis has yet to be identified. Recent studies in yeast suggest that sphingolipid biosynthesis is regulated
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