- Design and synthesis of biotinylated inositol phosphates relevant to the biotin-avidin techniques
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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.
- Anraku, Kensaku,Inoue, Teruhiko,Sugimoto, Kenji,Morii, Takashi,Mori, Yasuo,Okamoto, Yoshinari,Otsuka, Masami
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supporting information; experimental part
p. 1822 - 1830
(2008/10/09)
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- Flexible stereo- and regioselective synthesis of myo-inositol phosphates (Part 2): Via nonsymmetrical conduritol B derivatives
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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
- Podeschwa, Michael A. L.,Plettenburg, Oliver,Altenbach, Hans-Josef
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p. 3116 - 3127
(2007/10/03)
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- 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
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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
- Jardine,Spies, Hendrik S.C,Nkambule, Comfort M,Gammon, David W,Steenkamp, Daniel J
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p. 875 - 881
(2007/10/03)
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- INVESTIGATIONS IN THE REGION OF ASYMMETRICALLY SUBSTITUTED MYO-INOSITOL DERIVATIVES XXXIV. SYNTHESIS OF DIASTEREOMERIC ACETATES OF β-D-GLUCOSYL-MYO-INOSITOL AND CHIRAL MYO-INOSITOL PENTAACETATES
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The glucosylation of racemic tetra- and pentaacetyl-myo-inositols by D-glucose tert-butylorthoacetate leads to a mixture of diastereomeric acetate derivatives of β-D-glucosyl-myo-inositol.Chiral pentaacetyl-myo-inositols were obtained from the synthesized
- Sibrikov, Yu. I.,Stepanov, A. E.,Shvets, V. I.
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p. 899 - 904
(2007/10/02)
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- INVESTIGATIONS IN ASYMMETRICALLY SUBSTITUTED MYOINOSITOL DERIVATIVES. XXXII. SEPARATION OF RACEMIC 1(3),4(6),5,6(4)-TETRA-O-ACETYL-sn-MYOINOSITOL AND 1(3),2,4(6),5,6(4)-PENTA-O-ACETYL-sn-MYOINOSITOL THROUGH THE DIASTEREOMERIC ORTHO ESTERS WITH D-MANNOSE
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Racemic 1(3),4(6),5,6(4)-tetra-O-acetyl-sn-myoinositol and 1(3),2,4(6),5,6(4)-penta-O-acetyl-sn-myoinositol were resolved into the optical antipodes by the formation and separation of the diastereomeric ortho esters with D-mannose.Acid hydrolysis of the s
- Sibrikov, Yu. I.,Stepanov, A. E.,Shvets, V. I.
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p. 1089 - 1094
(2007/10/02)
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