Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

860541P

Avanti

C8 Lactosyl(β) Ceramide (d18:1/8:0)

Avanti Research™ - A Croda Brand 860541P, powder

Synonym(s):

D-lactosyl-β-1,1′ N-octanoyl-D-erythro-sphingosine

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C38H71NO13
CAS Number:
384842-72-2
Molecular Weight:
749.97
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860541P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860541P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCC)=O)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/C38H71NO13/c1-3-5-7-9-10-11-12-13-14-15-16-18-19-21-27(42)26(39-30(43)22-20-17-8-6-4-2)25-49-37-35(48)33(46)36(29(24-41)51-37)52-38-34(47)32(45)31(44)28(23-40)50-38/h19,21,26-29,31-38,40-42,44-48H,3-18,20,22-25H2,1-2H3,(H,39,43)/b21-19+/t26-,27+,28?,29?,31-,32?,33?,34?,35?,36+,37+,38-/m0/s1

InChI key

JUCWRRXMPGRQOG-WKSBFREFSA-N

General description

Lactosyl-ceramide is synthesized from complex glycosphingolipids by glucosylceramide synthase via caremide intermediate glucosylceramide.

Application

C8 Lactosyl(β) Ceramide (d18:1/8:0) is suitable for use as a substrate for endoglycoceramidase II. It is also suitable for use as a synthetic lipid standard for two-dimensional liquid chromatography−quadrupole time-of-flight mass spectrometry for lipid profiling and lipidomic analysis.

Biochem/physiol Actions

Lactosyl-β1-1′-N-octanoyl-D-erythro-sphingosine like other glycosphingolipids, stimulates caveolar endocytosis. C8-LacCer mediates clustering of β1-integrins and actin cytoskeleton reorganization in skin fibroblasts. High levels of lactosyl ceramide leads to decreased respiration leading to mitochondrial dysfunction.

Packaging

5 mL Amber Glass Screw Cap Vial (860541P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Lactosylceramide contributes to mitochondrial dysfunction in diabetes
Novgorodov SA, et al.
Journal of Lipid Research, 57(4), 546-562 (2016)
Mass spectrometry-based identification of carbohydrate anomeric configuration to determine the mechanism of glycoside hydrolases
Shen YH, et al.
Carbohydrate Research, 476(3), 53-59 (2019)
The glycosphingolipid, lactosylceramide, regulates beta1-integrin clustering and endocytosis
Sharma DK, et al.
Cancer Research, 65(18), 8233-8241 (2005)
Lipidomic analysis of p-chlorophenylalanine-treated mice using continuous-flow two-dimensional liquid chromatography quadrupole time-of-flight mass spectrometry
Weng R, et al.
Rapid Communications in Mass Spectrometry, 29(16), 1491-1500 (2015)
A not-stop-flow online normal-reversed-phase two-dimensional liquid chromatography-quadrupole time-of-flight mass spectrometry method for comprehensive lipid profiling of human plasma from atherosclerosis patients
Li M, et al.
Journal of Chromatography A, 1372(3), 110-119 (2014)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service