Synthesis ofS-(Carboxymethyl)-d-cysteine by 3-chloro-d-alanine chloride-lyase ofPseudomonas putida CR 1-1

Synthesis ofS-(Carboxymethyl)-d-cysteine by 3-chloro-d-alanine chloride-lyase ofPseudomonas putida CR 1-1
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恶臭假单胞菌CR 1-1 3-氯-d-丙氨酸氯化裂解酶合成S-(羧甲基)-d-半胱氨酸

DOI:
10.1007/bf02780381
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发表时间:
1983
影响因子:
3
通讯作者:
Hideaki Yamada
Hideaki Yamada
中科院分区:
工程技术3区
文献类型:
--
作者:
T. Nagasawa;H. Hosono;Haruyuki Ohkishi;Hideaki Yamada

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以恶臭假单胞菌(PseudomonasputidaCR 1 1)产3-氯-d-丙氨酸氯化裂解酶(3-chloro-d-alanine chloride-lyase,3-chloro-d-alanine)和巯基乙酸乙酯(ethyl-carbonyl-methyl)-d-cysteine为原料,经β-取代反应和碱水解,合成了半合成头孢菌素MT 141的重要组分S-(羧甲基)-d-半胱氨酸。合成的S-(羧甲基)-d-半胱氨酸是从大规模反应混合物中分离出来的,并进行了物理化学鉴定。利用P. putidaCR 1-1。
S-(Carboxymethyl)-d-cysteine, which is an important component of semisynthetic cephalosporin, MT-141, was enzymatically synthesized.S-(Ethoxy-carbonyl-methyl)-d-cystein was synthesized from 3-chloro-d-alanine and ethyl thioglycolate by the β-replacement reaction of 3-chloro-d-alanine chloride-lyase fromPseudomonas putidaCR 1-1 and subsequently hydrolyzed by alkali. The synthesizedS-(carboxymethyl)-d-cysteine was isolated from a large scale reaction mixture and identified physicochemically. The reaction conditions for the synthesis ofS-(ethoxycarbonylmethyl)-d-cysteine were optimized using resting cells ofP. putidaCR 1-1.