38183-33-4Relevant academic research and scientific papers
Synthesis of mycothiol, 1D-1-O-(2-[N-acetyl-L-cysteinyl]amino-2-deoxy-α-D-glucopyranosyl)-myo-inositol, principal low molecular mass thiol in the actinomycetes
Jardine,Spies, Hendrik S.C,Nkambule, Comfort M,Gammon, David W,Steenkamp, Daniel J
, p. 875 - 881 (2002)
Members of the actinomycetes produce 1D-1-O-(2-[N-acetyl-l-cysteinyl]amino-2-deoxy-α-D-glucopyranosyl)-myo-inositol or mycothiol 1 as principal low molecular mass thiol. Chemical synthesis of a biosynthetic precursor of mycothiol, the pseudo-disaccharide
Design and synthesis of biotinylated inositol phosphates relevant to the biotin-avidin techniques
Anraku, Kensaku,Inoue, Teruhiko,Sugimoto, Kenji,Morii, Takashi,Mori, Yasuo,Okamoto, Yoshinari,Otsuka, Masami
experimental part, p. 1822 - 1830 (2008/10/09)
Six bifunctional molecules containing biotin and various inositol phosphates were synthesized. These compounds were designed on the basis of X-ray structures of the complexes of d-myo-inositol 1,4,5-triphosphates (IP 3) and phospholipase C δ pleckstrin homology domain (PLCδ PH) considering the application to the biotin-avidin techniques. The building blocks of the inositol moiety were synthesized starting with optically resolved myo-inositol derivatives and assembled to the biotin linker through a phosphate linkage. The Royal Society of Chemistry.
Flexible stereo- and regioselective synthesis of myo-inositol phosphates (Part 2): Via nonsymmetrical conduritol B derivatives
Podeschwa, Michael A. L.,Plettenburg, Oliver,Altenbach, Hans-Josef
, p. 3116 - 3127 (2007/10/03)
A practical route is described for the preparation of myo-inositol phosphates. Optically pure compounds can be prepared, in both forms, from p-benzoquinone by enzymatic resolution of a diacetoxyconduritol key intermediate. Monosubstituted inositol derivat
First Total Synthesis of Mycothiol and Mycothiol Disulfide
Lee, Sungwon,Rosazza, John P. N.
, p. 365 - 368 (2007/10/03)
(Matrix presented) The first total synthesis of mycothiol and mycothiol disulfide was achieved by linking D-2,3,4,5,6-penta-O-acetyl-myo-inositol, O-(3,4,6-tri-O-acetyl)-2-azido-2-deoxy-α,β-D-glucopyranosyl) trichloroacetimidate, and N,S-diacetyl-L-cysteine and deprotecting peracetylated mycothiol. The first full spectral characterization is reported for underivatized mycothiol. The structure of mycothiol was confirmed by spectral analysis of the known bimane derivative.
The synthesis and resolution of (+/-)-1,4-di-O-benzyl-2,3-O-isopropylidene-myo-inositol
Desai, Trupti,Gigg, Jill,Gigg, Roy,Martin-Zamora, Eloisa,Schnetz, Nathalie
, p. 135 - 144 (2007/10/02)
An improved procedure for the preparation of 1,2-O-isopropylidene-myo-inositol is described.Racemic 1,4-di-O-benzyl-2,3-O-isopropylidene-myo-inositol was prepared by tin-mediated benzylation of 1,2-O-isopropylidene-myo-inositol and resolved readily by cry
The synthesis and resolution of (+/-)-1,5,6-tri-O-benzyl-myo-inositol
Desai, Trupti,Fernandez-Mayoralas, Alfonso,Gigg, Jill,Gigg, Roy,Payne, Sheila
, p. 105 - 123 (2007/10/02)
Racemic 1,5,6-O-benzyl-myo-inositol was prepared by five routes and converted into 1,5,6-tri-O-benzyl-2,3-O-isopropylidene-myo-inositol, the camphanates of which were readily separated by chromatography.The absolute configurations of the chiral derivative
