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860542P

Avanti

Lactosyl(β) Sphingosine (d18:1)

Avanti Research™ - A Croda Brand 860542P, powder

Synonym(s):

D-lactosyl-β1-1′-D-erythro-sphingosine

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About This Item

Empirical Formula (Hill Notation):
C30H57NO12
CAS Number:
109785-20-8
Molecular Weight:
623.77
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860542P-5mg)
pkg of 1 × 50 mg (860542P-50mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860542P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@](N)([H])CO[C@H](O1)[C@H](O)[C@@H](O)[C@@H]([C@H]1CO)O[C@H](O2)[C@H](O)[C@@H](O)[C@H]([C@H]2CO)O

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-/m0/s1

InChI key

MQKSCOKUMZMISB-GPWKTZPCSA-N

General description

Lactosyl sphingosine is a glycosylsphingosine (Lyso-GSL), which is found in bovine brain white matter extract.

Application

Lactosyl(β) Sphingosine (d18:1) or D-lactosyl-β1-1′-D-erythro-sphingosine has been used as an internal standard for the quantification of psychosine using tandem mass spectrometry. It may be used to screen lipids that rapidly and reversibly alter transepithelial electrical resistance (TER) or tight junction (TJ) permeability in epithelial tissue. It may also be used as a standard to determine the extent of recovery of lyso-neutral glycosphingolipids (lyso-n-GSLs) from the Sephadex column.

Biochem/physiol Actions

Lactosyl sphingosine exhibits better hemolytic activity than lysolecithin.

Packaging

5 mL Amber Glass Screw Cap Vial (860542P-50mg)
5 mL Amber Glass Screw Cap Vial (860542P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Dhimankrishna Ghosh et al.
Cell systems, 4(5), 516-529 (2017-04-04)
We present a systems strategy that facilitated the development of a molecular signature for glioblastoma (GBM), composed of 33 cell-surface transmembrane proteins. This molecular signature, GBMSig, was developed through the integration of cell-surface proteomics and transcriptomics from patient tumors in
Michael S Marshall et al.
PloS one, 13(2), e0193438-e0193438 (2018-02-27)
α-Synuclein aggregation has been linked to Gaucher's disease (GD) and Krabbe's disease (KD), lysosomal conditions affecting glycosphingolipid metabolism. α-Synuclein pathology has been directly attributed to the dysregulation of glycosphingolipids in both conditions, specifically to increased galactosylsphingosine (psychosine) content in the
Jacques Bodennec et al.
Journal of lipid research, 44(7), 1413-1419 (2003-05-06)
We describe a new method that permits quantification in the pmol to nmol range of three lyso-neutral glycosphingolipids (lyso-n-GSLs), glucosylsphingosine (GlcSph), galactosylsphingosine (GalSph), and lactosylsphingosine, in the same sample as neutral glycosphingolipids (n-GSLs). Lyso-n-GSLs and n-GSLs are initially obtained from
Amy C Gross et al.
JCI insight, 3(16) (2018-08-24)
Osteosarcoma (OS), a malignant tumor of bone, kills through aggressive metastatic spread almost exclusively to the lung. Mechanisms driving this tropism for lung tissue remain unknown, though likely invoke specific interactions between tumor cells and other cells within the lung
Preparation of lysohematoside from hematoside of equine erythrocyte and its chemical and hemolytic properties.
T Taketomi et al.
Journal of biochemistry, 68(4), 475-485 (1970-10-01)
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