title: Diastereoselective synthesis of aminobacteriohopanetetrol, a biomarker for methanotrophic bacteria: confirmation of the absolute configuration.
abstract: A short and convenient strategy was developed for the first stereoselective chemical synthesis of aminobacteriohopanetetrol (= (1R,2R,3S,4S)-5-amino-1-[(22R)-hopan-30-yl]pentane-1,2,3,4-tetrol; 1), a typical biomarker for methanotrophic bacteria. Comparison of the NMR spectra of the synthetic and natural (peracetylated) product enabled us to unambiguously corroborate the absolute configuration of the functionalized pentyl side chain of 1.
authors: University of Namur (FUNDP), Département de Chimie, Laboratoire de Chimie Bio-Organique, 61 rue de Bruxelles, B-5000 Namur.
authors: Weidong
authors: W
authors: Pan
authors: Yongmin
authors: Y
authors: Zhang
authors: Guangyi
authors: G
authors: Liang
authors: Michel
authors: M
authors: Rohmer
authors: Pierre
authors: P
authors: Sinaÿ
authors: Stéphane P
authors: SP
authors: Vincent
mesh_terms: D015415:Biomarkers / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008772:Methylococcaceae / Q000378:metabolism*; D008968:Molecular Conformation; D013237:Stereoisomerism; D014315:Triterpenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: C524278:5-amino-1-(hopan-30-yl)pentane-1,2,3,4-tetrol; D015415:Biomarkers; D014315:Triterpenes