» Articles » PMID: 16834361

Structure-based Discovery of Glycolipids for CD1d-mediated NKT Cell Activation: Tuning the Adjuvant Versus Immunosuppression Activity

Overview
Journal J Am Chem Soc
Specialty Chemistry
Date 2006 Jul 13
PMID 16834361
Citations 48
Authors
Affiliations
Soon will be listed here.
Abstract

Introduction of an aromatic group into the fatty acyl chain of alpha-GalCer modulates the activity and selectivity of IFN-gamma/IL-4 secretion through CD1d-mediated activation of NKT cells. Compound 14-16 are more potent than alpha-Galcer and biased for IFN-gamma than for IL-4. These new glycolipids may find use as adjuvants or as antimetastatic agents.

Citing Articles

State of play in the molecular presentation and recognition of anti-tumor lipid-based analogues.

Praveena T, Le Nours J Front Immunol. 2024; 15:1479382.

PMID: 39669569 PMC: 11635198. DOI: 10.3389/fimmu.2024.1479382.


Stereospecific Synthesis and Biological Evaluation of KRN7000 Analogues with Thio-modifications at the Acyl Moiety.

Hao T, Mi T, Chu Q, Ma W, Cheng X, Zang Y ACS Med Chem Lett. 2024; 15(7):1102-1108.

PMID: 39015265 PMC: 11247626. DOI: 10.1021/acsmedchemlett.4c00199.


Diversity-Oriented Synthesis of a Molecular Library of Immunomodulatory α-Galactosylceramides with Fluorous-Tag-Assisted Purification and Evaluation of Their Bioactivities in Regard to IL-2 Secretion.

Chen Y, Hung J, Jan F, Su Y, Hwu J, Yu A Int J Mol Sci. 2022; 23(21).

PMID: 36362187 PMC: 9659121. DOI: 10.3390/ijms232113403.


New Paradigm in NKT Cell Antigens: MCS-0208 (2-(Hydroxymethyl)phenylthio-phytoceramide) - an Aryl-Phytoceramide Compound with a Single Hydroxyl Group Stimulates NKT Cells.

Borras-Tuduri R, Alcaide A, Aspeslag S, Usero L, Serra C, Roura-Mir C ChemMedChem. 2021; 16(16):2491-2496.

PMID: 33821540 PMC: 8453509. DOI: 10.1002/cmdc.202000992.


Natural and synthetic carbohydrate-based vaccine adjuvants and their mechanisms of action.

Pifferi C, Fuentes R, Fernandez-Tejada A Nat Rev Chem. 2021; 5(3):197-216.

PMID: 33521324 PMC: 7829660. DOI: 10.1038/s41570-020-00244-3.