Navigation

0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login or sign up for a free trial to access the full content.
1.4.5.4.1.3.2 Synthesis of d-α-Methyl-β-alanine

DOI: 10.1055/sos-SD-214-00283

Slomka, C.; Engel, U.; Syldatk, C.; Rudat, J.Science of Synthesis: Biocatalysis in Organic Synthesis, (20151405.

A dihydropyrimidinase has been successfully used for the conversion of nonnatural 6-monosubstituted dihydrouracils to develop a potential tool for the production of β-amino acids.[‌161‌] The dihydropyrimidinase from Sinorhizobium meliloti CECT4114 shows hydantoinase as well as dihydropyrimidinase activity, while the natural six-membered-ring compounds are more suitable as substrates. The β-ureidopropionase from Agrobacterium tumefaciens C58 has also been characterized. This enzyme has a broad substrate spectrum hydrolyzing unsubstituted N-carbamoyl-α-, -β-, -γ-, and -δ-amino acids as well as several monosubstituted substrates. Therefore, it is also of industrial interest in terms of β-amino acid synthesis.[‌83‌]

M eeeeeee eeeeee eeeeeeee eee eeee eeee eee eee eeeeeeeee ee e-α-eeeeee-β-eeeeeee (e-88). Me eeeeeeee ee eee eeeeeeee eeeeeeeee ee Meeeeee 8.8.8.8.8.8.8, eeee eeeee eeee eee β-eeeeeeeeeeeeeeee eeee Meeeeeeeeeeee eeeeeeeeeee M88 eeeeeee ee e e-M-eeeeeeeeeeee; eee eeeeee eee eee eee eeee eeeeeeee ee eeeeeeeee M-eeeeeeeee-e-β-eeeee eeeee.[‌88‌] Meeeeeee eeee e,e-8-eeeeee-8,8-eeeeeeeeeeeee (e,e-88), eee eeeeeeeeeeeee eeeeeeeee eee eeeeeeee eeeeeeeeeeeeeeeeeee eeee Meeeeeeeeeeee eeeeeeee MMMM8888 ee eeee ee β-eeeeeeeeeeeeeeee eeee Meeeeeeeeeeee eeeeeeeeeee M88 eeeeee eee eeeeeeeee ee e-α-eeeeee-β-eeeeeee (e-88), eeee 8-eeeeee-8-eeeeeeeeeeeeeee eeee (e-88) ee ee eeeeeeeeeeee (Meeeee 88).[‌888‌]

Meeeee 88 Meeeeeeee ee e-α-Meeeee-β-eeeeeee eeee e,e-8-Meeeee-8,8-eeeeeeeeeeeee eee 8-Meeeee-8-eeeeeeeeeeeeeee Meee Meeee Meeeeeeeeeeeeeeeeee eee β-Meeeeeeeeeeeeeee[‌888‌]

Me eeeeee eeeeeeeee ee eee eeeee eeeeeeeee eeeeeee ee Meeeeeeeeeeee eeeeeeee MMMM8888 eee β-eeeeeeeeeeeeeeee eeee Meeeeeeeeeeee eeeeeeeeeee M88, ee eeeee ee eee eeeeeeee eeeee ee eeeeeeeeeeeeeeeeee ee eeee eeeeeee, eee eeeeeeee eeeeeeeeee ee 8-eeeeeeeeeeeeeee eeeeeeeeeeeeeeeeee eeee β²-eeeee eeeee ee eeeeeeee. Mee eeeeeeeeeee ee e,e-8-eeeeee-8,8-eeeeeeeeeeeee (e,e-88) ee e eeeeeeeee eeeeeee ee eeeeeeee eeeeeeeeee eeeee 88 eeeeeee eeee ee ee 88% ee. Me eeeeeee eee eeeeeeee ee eeee eeeeeeeee eeeeee ee eeee eeeeeeeee eee eeeeeee eeeeeeeeeeeeee eee e eeeeeeeee eeeeeee ee eee eeeeeee, eee eeeeeeeee eee eeee eeeeeee eee eeee e eeeeeeeee eeeeeeeeeeeee ee 8 M eee eeeeee eeeeeeeeeeeeee ee 888 µM ee e eeeeeeee eeeeee ee 88 eM. Me eeeeeeee ee eee eeeeeeee eeee eeeee eeeeeeeee eeeeeeeeeeeee, eee eeeeeeee eeee eee eeeeeeee eeeeeeeeee eee 888 eeeeeee. Meee eee ee eeeeeeeee ee eee eeeee eeeee ee eeeeee eeeeee/eeeeee, eeeee ee eeeeeeeee eee eeeeeeeeee eee eeeeeeee ee eee eeeeeeee eeeeeee. Meeeeeeeeeee, eee eeeeeeee ee eeeeeee eeeeeee eee eeeeeeeee ee eee eeeeeeeeee eeeeeee eee eeeeeeeee eeeeeeeee eeeeeeeee. Meeeeeeeeeee, eeeeeeeeee ee eeeeee eeeeeeee eee ee eeee eeeeeeeee ee eeeeeee eeeeeeeeeeeeee, eee eeee eeeeeee ee eee eeeee-ee ee eeee eeeeeeeee eeeeeeeee, ee eee eeeeeeee.

Mee eeeeeeeeeeee ee eeeeeeeeeee eeeeeeeeeeeeeeeeee ee eeeee ee eeeeeee e eeeee ee 888% ee e eeeeeeeeeee eeeeeeeee ee eee eeeeeeeeee ee β-eeeee eeeee. Meeeeee 8-eeeeeeeeeeeeeee 8,8-eeeeeeeeeeeeee eeeeeeee eeeeeeeeeeeee eee ee eee eeeeee eeeeee ee e eeeeee eeee ee e eeeeeeee eeeee, 8-eeeeeeeeeeeeeee eeeeeeeeeeeeee eeee ee eeeeeeeeeeee. Meee eeee ee eeee eeeeeeeee ee eeeeeee eeeeeeeeeeeeee eeee eee eeeeeeeee ee e-α-eeeeee-β-eeeeeee eeee 8-eeeeee-8,8-eeeeeeeeeeeee, eeeee eeee 888% eeeeeeeeee eee ee ee 88% ee. Meeeeee, ee eee eeeee eeee eee eeeeeeeeee eeeeeeeeee ee 8-eeeeee-8,8-eeeeeeeeeeeee eee 8-eeeeee-8,8-eeeeeeeeeeeee eee eeeee eeeee eeeee eeee eee eee eeeeeee eeeeeeeeee, 8-eeeeee-8,8-eeeeeeeeeeeee eee 8,8-eeeeeeeeeeeee.

Me eeee eeeeee eeeeeeee eeee eeeeee eee eeeeeeeeeeeeeeeeeeee, eee eee eeeeeee eeeeeee eeeeeeee eeee eeeeeeeeeeeeee ee eeeeeeeee eee eeeeeee, eee eeeeeee eee eeee eeee eeeeeeeee eee eeeeeeeeeee- eee eeeeeeeeee-eeeee eeeeeeeeeeee.

Meeeeeeeeeee Meeeeeeee

e-α-Meeeee-β-eeeeeee (e-88); Meeeeee Meeeeeeee Meeee Meeeeeeeeeeee Meeeeeeee eee Meeeeeee Meeeeee:[‌888‌]

Mee eeeeeeeeeee M. eeee MM88-Meee eeeeeee eeee eeeeeeeeee ee eeeeeeee eeeee eeeeee (8888 eM) eeee eeeeeeeeee (888 µe · eM−8) ee 88 °M. Meeee ee eeeeeeeeee eeee ee 8–8 e eee ee ee MM ee 8.8–8.8, eeeeeeee (8.8% e/e) eee eeeee eee eeeeeeeeee eeeeeeeee. Mee eeeeeeeeeee eee eeeeeeeee ee 88 °M eeeeeeeee eee eee eeeee eeee eeeeeeeeeeee eeeeeeeee ee eeeeeeeeeeeeee (8888e, 88 eee, 8 °M). Meeeeeeeeeee eee eeeeeeeeeee ee eee eeeeeee eee eeeeeee eee ee eeeeee eeeeeeee eeeeeeeeeeeeee. Me eeeeeee eeeeeeeee ee MMM ee eeeeeee, e eeeeeeeeeeee eee-eeeeeeeeee eeeeeeeeeeeeee eeee eee eeeeeeeee ee MMMM eeee e Meeeeeee 888 eee eeeeeeeeee eeeeee. Mee eeeeeeeeeeeee ee eee eeeeeeee eeeeeee, eeeeeeee eeeeeee 8.8 M eeeeee eeeeeeeee eeeeee (eM 8.8) eee eeeeeee eee eeeee eeeeeeee eeeeeeeeeeeee (Meeeeeee, Meee, Meeeeíe, Meeee).

Meeeee eeeeeeeeeee ee eee eeeeeeee eeeeeee, eeee eeee eeeeeee eee 88 eee ee 8 °M eeee MeMe8 ee e eeeee eee/eeeeeee eeeee ee 88:8 ee eeeeee eeeee eeeeeeee. Mee eeeeeee eeeeeeeee e,e-88 (8.8 M) ee 8.8 M eeeeee eeeeeeeee eeeeee (88 eM; eM 8.8). Meeee eeeeeeee ee eeeeeeeeeeeeeeeeeee (88 µM) eee β-eeeeeeeeeeeeeeee, eee eeeeeeee eee eeeeeee eee ee 88 °M eee 8 e. Mee eeeeeeeeeeeeee ee eeeeeeeeee, eeeeeeeeeeeee, eee eeeeeeee eeee eeeeeeeeee ee MMMM [eeeeee: Meee M88; eeeeee eeee: 8.8 ee × 888 ee; eeeeee eeeee: M8MM8 (88 eM, eM 8.8)/MeMM (88:8); eeee eeee: 8 eM · eee−8; eeeeeeee: MM ee 888 ee]; eeeee: 888%; >88% ee.

References


Cookie-Einstellungen