Enzymatic Synthesis of 14C-Glycosphingolipids by …

T1 - A General Chemoenzymatic Strategy for the Synthesis of Glycosphingolipids

The synthesis of glycosphingolipids from …

In order to study the possible modulation of interleukin-1β (IL-1β)-induced expression of inducible nitric oxide synthase (iNOS) by endogenously synthesized glycosphingolipids, we investigated rat aortic vascular smooth muscle cells (VSMC) grown in the presence of the inhibitor of glycosphingolipid synthesis, threo-1-phenyl-2-decanoylamino-3-morpholino-1-propanol (PDMP).

The synthetic pathways of major glycosphingolipids (GSLs)

In order to study the possible modulation of interleukin-1beta (IL-1beta)-induced expression of inducible nitric oxide synthase (iNOS) by endogenously synthesized glycosphingolipids, we investigated rat aortic vascular smooth muscle cells (VSMC) grown in the presence of the inhibitor of glycosphingolipid synthesis, threo-1-phenyl-2-decanoylamino-3-morpholino-1-propanol (PDMP).

Keywords: a-Galactosylation; 1,2-cis-Glycoside; Di-tert-butylsilylene group; Zygomycetes species; Mucor hiemalis In our continuing systematic studies on the role and biological functions of glycosphingolipids, we have synthesized glycolipids found in various lower animal species.1­5 Recently, Aoki et al.


Review article and products for sialic acid synthesis and signaling.

This chapter summarizes recent progress in studies of glycosyltransferases and relevant enzymes involved in the synthesis and modification glycosphingolipids. It describes novel approaches to clarification of the molecular mechanisms of their effects, focusing on their roles in the membrane microdomains. Future perspectives in this field are also briefly discussed.

Plant Sterols and Steryl Glucoside - Matreya, LLC.

Our group aim to provide new answers to some classical problems in connection with the synthesis of oligosaccharides and glycosides and intend also to provide efficient methods for the synthesis of sphingosines, glycosphingolipids and glycoclusters, and tackle a biologically oriented research. In this sense the SINTCARB group has a broad experience in carbohydrate chemistry and also in transition metal catalyzed reactions and asymmetric catalysis.

Amino Acid Synthesis and Metabolism

We have been interested in the relationships between the structure and biological function of glycosphingolipids from invertebrate species. This review describes the oligosaccharide syntheses and biological activities of glycosphingolipids in invertebrates, focusing especially on the glycosphingolipids found in cestoda parasite, millipede, nematoda parasite and marine sponge.

Immunohematology Boot Camp: Lewis, P and I Blood …

A novel strategy for the synthesis of ,-glucosylceramide 1, a member of the glycosphingolipid class of natural products is described. Reagent-controlled asymmetric Brown allylboration gave excellent stereochemical control in the construction of adjacent stereocenters in the sphingoid base portion of the molecule. The -configured double bond was obtained as a single geometrical isomer by use of silicon-tethered olefin metathesis employing the Schrock carbene [(CF3)2MeCO]2Mo(CHCMe2Ph)(NC6H3-2,6--Pr2) and in situ PhLi-induced ring-opening of the intermediate 5,6-dihydro-2-1,2-oxasiline followed by protodesilylation with TBAF in DMSO. The synthesis was completed by long chain amide formation and global deprotection.

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AB - ApoE-/- mice fed a high fat and high cholesterol (HFHC) diet (20% fat and 1.25% cholesterol) from 12 weeks of age to 36 weeks revealed an age-dependent increase in the left ventricular mass (LV mass) and decline in fractional shortening (FS%), which worsened with HFHC diet. These traits are indicative of maladaptive pathological cardiac hypertrophy and dysfunction. This was accompanied by loading of glycosphingolipids and increased gene expression of ANP, BNP in myocardial tissue. Masson's trichrome staining revealed a significant increase in cardiomyocyte size and fibrosis. In contrast, treatment with 5 and 10 μM D-threo-1-phenyl-2-decanoylamino-3-morpholino-1-propanol (D-PDMP), an inhibitor of glucosylceramide synthase and lactosylceramide synthase, dose-dependently decreased the load of glycosphingolipids and preserved fractional shortening and maintained left ventricular mass to normal 12-week-old control levels over a 6 month treatment period. Our mechanistic studies showed that D-PDMP inhibited cardiac hypertrophy by inhibiting the phosphorylation of mitogen-activated protein kinase (MAPK). We propose that associating increased glycosphingolipid synthesis with cardiac hypertrophy could serve as a novel approach to prevent this phenotype in experimental animal models of diet-induced atherosclerotic heart disease.