title: Design and Evaluation of ω-Hydroxy Fatty Acids Containing α-GalCer Analogues for CD1d-Mediated NKT Cell Activation.
abstract: CD1d molecules recognize glycolipid antigens with straight chain fatty acid moieties. Although most of the residues in the CD1d binding groove are hydrophobic, some of the amino acids can form hydrogen bonds. Consequently, we have designed ω-hydroxy fatty acid-containing glycolipid derivatives of the prototypical CD1d ligand α-GalCer. The potency of the ω-hydroxy analogues of the proper length is comparable to that of α-GalCer. We propose, based on the biological results and molecular modeling studies, that a hydrogen bonding interaction is involved between the ω-hydroxy group and a polar amino acid residue in the hydrophobic binding groove.
authors.affiliation: College of Pharmacy, Seoul National University , 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Korea.
authors.forename: Chaemin
authors.initials: C
authors.lastname: Lim
authors.affiliation: College of Pharmacy, Seoul National University , 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Korea.
authors.forename: Jae Hyun
authors.initials: JH
authors.lastname: Kim
authors.affiliation: College of Pharmacy, Seoul National University , 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Korea.
authors.forename: Dong Jae
authors.initials: DJ
authors.lastname: Baek
authors.affiliation: College of Pharmacy, Seoul National University , 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Korea.
authors.forename: Joo-Youn
authors.initials: JY
authors.lastname: Lee
authors.affiliation: College of Pharmacy, Seoul National University , 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Korea.
authors.forename: Minjae
authors.initials: M
authors.lastname: Cho
authors.affiliation: College of Pharmacy, Seoul National University , 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Korea.
authors.forename: Yoon-Sook
authors.initials: YS
authors.lastname: Lee
authors.affiliation: College of Pharmacy, Seoul National University , 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Korea.
authors.forename: Chang-Yuil
authors.initials: CY
authors.lastname: Kang
authors.affiliation: College of Medicine, Seoul National University , 28 Yongon, Chongno-gu, Seoul 110-799, Korea.
authors.forename: Doo Hyun
authors.initials: DH
authors.lastname: Chung
authors.affiliation: College of Pharmacy, Chonnam National University , Yongbong, Buk-gu, Kwangju 500-757, Korea.
authors.forename: Won-Jae
authors.initials: WJ
authors.lastname: Cho
authors.affiliation: College of Pharmacy, Seoul National University , 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Korea.
authors.forename: Sanghee
authors.initials: S
authors.lastname: Kim
keywords: CD1d; NKT cell activator; drug design; hydrogen bonding interaction; α-Galactosylceramide