169529-92-4Relevant academic research and scientific papers
Enzyme-assisted total synthesis of the optical antipodes D-myo-inositol 3,4,5-trisphosphate and D-myo-inositol 1,5,6-trisphosphate: Aspects of their structure-activity relationship to biologically active inositol phosphates
Adelt, Stephan,Plettenburg, Oliver,Stricker, Rolf,Reiser, Georg,Altenbach, Hans-Josef,Vogel, Günter
, p. 1262 - 1273 (1999)
Unambiguous total syntheses of both optical antipodes of the enantiomeric pair D-myo-inositol 3,4,5-trisphosphate (Ins(3,4,5)P3) and D- myo-inositol 1,5,6-trisphosphate (Ins(1,5,6)P3) are described. The ring system characteristic of
A new resolution of (1α,2β,3α,4β)-2,3-dibromocyclohex-5-en-1,4-diol by lipase from Mucor miehei
Sanfilippo, Claudia,Patti, Angela,Nicolosi, Giovanni
, p. 1043 - 1045 (2000)
An efficient resolution of 2,3-dibromocyclohex-5-en-1,4-diol has been carried out, using Mucor miehei lipase operating in an organic solvent. The enantioforms obtained may find application in the preparation of chiral conduritols. Copyright (C) 2000 Elsevier Science Ltd.
Total synthesis of the epoxyquinol dimer (+)-panepophenanthrin: application of a diastereospecific biomimetic Diels-Alder dimerisation
Comméiras, Laurent,Moses, John E.,Adlington, Robert M.,Baldwin, Jack E.,Cowley, Andrew R.,Baker, Christopher M.,Albrecht, Birgit,Grant, Guy H.
, p. 9892 - 9901 (2006)
An asymmetric total synthesis of the novel and structurally complex epoxyquinol natural product (+)-panepophenanthrin has been accomplished, in which a biomimetic Diels-Alder dimerisation is a key step. The key monomeric precursor was assembled by an effi
Flexible stereo- and regioselective synthesis of myo-inositol phosphates (part 1): Via symmetrical conduritol B derivatives
Podeschwa, Michael A. L.,Plettenburg, Oliver,Altenbach, Hans-Josef
, p. 3101 - 3115 (2007/10/03)
A practical route is described for the preparation of myo-inositol polyphosphates. Optically pure myo-inositol derivatives can be prepared from p-benzoquinone in both forms by enzymatic resolution of a C2- symmetric diacetoxyconduritol B key in
New Stereoselective Route to the Epoxyquinol Core of Manumycin-Type Natural Products. Synthesis of Enantiopure (+)-Bromoxone, (-)-LL-C10037α, and (+)-KT 8110
Block, Oliver,Klein, Georg,Altenbach, Hans-Josef,Brauer, David J.
, p. 716 - 721 (2007/10/03)
A practical route is decribed for the preparation of the C7N core of manumycin-type compounds. Starting from p-benzoquinone, optically pure compounds in both forms can be prepared via enzymatic resolution of a derived diacetoxy conduritol. A diepoxy aminoinositol is accessible which can function for formation of enantiopure epoxyquinones and quinols. Examples are given for acylation reactions of this amine with several acyl derivatives. With this approach (-)-LL-C10037α and quinones such as (+)-KT-8110 with 5A,6S-configuration can be synthesized through oxidation. In addition a short route to (+)-bromoxone is described. Most steps include simple epoxide formation and cleavage reactions which all can be carried out in a high stereoselective manner.
De novo synthesis of the enantiomers Ins(1,2,3,4)P4 and Ins(1,2,3,6)P4-regiospecificity of their enzymatic dephosphorylation
Plettenburg,Adelt,Vogel,Altenbach
, p. 1057 - 1061 (2007/10/03)
The first total synthesis of Ins(1,2,3,4)P4 and Ins(1,2,3,6)P4 is presented. Starting from p-benzoquinone, we took advantage of the C2-symmetry of conduritol-B intermediates. The target compounds were dephosphorylated by s
