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42137

Sigma-Aldrich

Lactosylsphingosine

≥98.0% (TLC)

Sinônimo(s):

(2S,3R,4E)-2-Amino-3-hydroxy-4-octadecen-1-yl 4-O-β-D-galactopyranosyl-β-D-glucopyranoside

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About This Item

Fórmula empírica (Notação de Hill):
C30H57NO12
Número CAS:
109785-20-8
Peso molecular:
623.77
Beilstein:
5680460
Código UNSPSC:
12352211
ID de substância PubChem:
329756195
NACRES:
NA.85

Ensaio

≥98.0% (TLC)

forma

powder

tipo de lipídio

sphingolipids

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

OC1[C@@H](O)[C@H](OC[C@@H](N)[C@@H](O)/C=C/CCCCCCCCCCCCC)OC(CO)[C@H]1O[C@H]2[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O2

InChI

1S/C30H57NO12/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-20(34)19(31)18-40-29-27(39)25(37)28(22(17-33)42-29)43-30-26(38)24(36)23(35)21(16-32)41-30/h14-15,19-30,32-39H,2-13,16-18,31H2,1H3/b15-14+/t19-,20+,21?,22?,23+,24-,25-,26?,27-,28?,29-,30+/m1/s1

chave InChI

MQKSCOKUMZMISB-VOCCQAPRSA-N

Ações bioquímicas/fisiológicas

Lactosylsphingosine is relevant for cancer, as lactosyl-reative antibodies occur in sera of cancer patients.

Código de classe de armazenamento

13 - Non Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

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Kevin Mills et al.
Rapid communications in mass spectrometry : RCM, 19(12), 1739-1748 (2005-05-24)
Novel internal standards have been synthesised for the quantitative determination by tandem mass spectrometry (MS/MS) of the sphingolipids that accumulate in lysosomal storage diseases. The [d4]C16- and [d47]C24-isoforms of galactosylceramide (CMH), lactosylceramide (CDH), globotriaosylceramide (CTH), cerebroside sulphate, sphingomyelin and G(M1)-
Takehiro Nagatsuka et al.
ACS applied materials & interfaces, 5(10), 4173-4180 (2013-05-15)
We have detected biological toxins using localized surface plasmon resonance (LSPR) and synthetic glycosyl ceramides (β-lactoside, globosyl trisaccharide (Gb3), or GM1 pentasaccharide) attached to gold (Au) nanoparticles. The particle diameters ranged from 5-100 nm. The detection sensitivity for three toxins
Xavier Buton et al.
Biochemistry, 41(43), 13106-13115 (2002-10-23)
The transbilayer movement of glycosphingolipids has been characterized in Golgi, ER, plasma, and model membranes using spin-labeled and fluorescent analogues of the monohexosylsphingolipids glucosylceramide and galactosylceramide and of the dihexosylsphingolipid lactosylceramide. In large unilamellar lipid vesicles, monohexosylsphingolipids underwent a slow
Margarita L Malakhova et al.
The Journal of biological chemistry, 280(28), 26312-26320 (2005-05-20)
Mammalian glycolipid transfer proteins (GLTPs) facilitate the selective transfer of glycolipids between lipid vesicles in vitro. Recent structural determinations of the apo- and glycolipid-liganded forms of human GLTP have provided the first insights into the molecular architecture of the protein
Sumita Mishra et al.
Glycobiology, 24(6), 518-531 (2014-03-25)
Hypertrophy is central to several heart diseases; however, not much is known about the role of glycosphingolipids (GSLs) in this phenotype. Since GSLs have been accorded several physiological functions, we sought to determine whether these compounds affect cardiac hypertrophy. By
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