Reference

7-Amino-3-halo-3-cephem-4-carboxylic acid

7-Amino-3-halo-3-cephem-4-carboxylic acid. Matsumoto, Kunio; Suzuki, Kazuhiro; Yaso, Masao; Kobari, Sadami; Kuramoto, Tadashi; Fujii, Tadayo; Watanabe, Tetsuo (Toyo Jozo Co., Ltd., Japan). Japan. Kokai JP 53038692 8 Apr 1978 Showa, 13 pp. (Japanese). (Japan). CODEN: JKXXAF. CLASS: IC: C12D009-04. APPLICATION: JP 76-112079 18 Sep 1976. DOCUMENT TYPE: Patent CA Section: 16 (Fermentations) 7-Amino-3-halo-3-cephem-4-carboxylic acids are produced from 7-acylamino-3-halo-4-carboxylic acids, catalyzed by an acylase [9012-56-0]. For example, 10 L culture filtrate of Bacillus megaterium B-400 was mixed with 500 g Celite to prep. an acylase immobilized on Celite (18,300 units/g). To 50 g of the acylase-Celite, 500 mL 0.1 M phosphate buffer (pH 7.5) contg. 5 g 7-phenylacetamido-3-chloro-3-cephem-4-carboxylic acid was added and reacted at 37° for 2 h. The reaction filtrate was washed with EtOAc at pH 2, mixed with an equal vol. of acetone, adjusted to pH 3.7, and cooled to ppt. 2.85 g 7-amino-3-chloro-3-cephem-4-carboxylic acid [53994-69-7].

Immobilized penicillin G acylase for improved synthesis of b-lactam antibiotics

Immobilized penicillin G acylase for improved synthesis of b-lactam antibiotics. De Vroom, Erik (Gist-Brocades B.V.; De Vroom, Erik, Neth.). PCT Int. Appl. WO 9704086 A1 6 Feb 1997, 18 pp. DESIGNATED STATES: W: AL, AM, AT, AU, AZ, BB, BG, BR, BY, CA, CH, CN, CZ, DE, DK, EE, ES, FI, GB, GE, HU, IL, IS, JP, KE, KG, KP, KR, KZ, LK, LR, LS, LT, LU, LV, MD, MG, MK, MN, MW, MX, NO, NZ, PL, PT, RO, RU, SD, SE, SG; RW: AT, BE, BF, BJ, CF, CG, CH, CI, CM, DE, DK, ES, FI, FR, GA, GB, GR, IE, IT, LU, MC, NL, PT, SE. (English). (World Intellectual Property Organization). CODEN: PIXXD2. CLASS: ICM: C12N011-02. ICS: C12N011-04; C12N011-10. APPLICATION: WO 1996-EP3253 16 Jul 1996. PRIORITY: EP 1995-201979 18 Jul 1995; US 1995-1477 18 Jul 1995. DOCUMENT TYPE: Patent CA Section: 7 (Enzymes) Section cross-reference(s): 9 A new immobilized penicillin G acylase with a surprisingly good performance is provided by using a carrier consisting of a gelling agent (e.g., gelatin) and a polymer contg. free amino groups (e.g., alginate amine, chitosan, pectin, or polyethylene imine). By applying this new immobilized enzyme, b-lactam derivs. are prepd. in high yield by enzymic reaction of a parent amino b-lactam and a corresponding acylating agent. Thus, amoxycillin is synthesized by adding 50 U of immobilized Escherichia coli penicillin G acylase to 50 mL of 10 mM D-4-hydroxyphenylglycine amide and 30 mM 6-amino-penicillanic acid at 21°. The pH is adjusted to 5.0 and the reaction is allowed to proceed under a nitrogen atm. with pH control using a 0.05M soln. of H2SO4 in water. The molar ratio synthesis/hydrolysis in the condensation reaction is superior to that of penicillin G acylases immobilized on other carriers.Except for chemicals metioned above, 53994-69-7 and 9005-32-7 are also used. .