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6-氨基青霉烷酸

6-氨基青霉烷酸用途

6-Aminopenicillanic acid (6-APA) 是合成 β-内酰胺抗生素的重要前体。6-Aminopenicillanic acid 是青霉素 G (PenG) 被青霉素酰基转移酶 (PA) 水解的主要产物。

6-氨基青霉烷酸名称

[ CAS 号 ]:
551-16-6

[ 中文名 ]:
6-氨基青霉烷酸

[ 英文名 ]:
6-Aminopenicillanic acid

[中文别名 ]:

[英文别名 ]:

EINECS 208-993-4
6-aps
6-AMINO PENICILLINIC ACID
6-Aminopenicillanic acid
penicin
6-Aminopenicillansure
aminopenicillanicacid
MFCD00005176
6-APA
6b-Aminopenicillanic Acid

6-氨基青霉烷酸生物活性

[ 描述 ]:

6-Aminopenicillanic acid (6-APA) 是合成 β-内酰胺抗生素的重要前体。6-Aminopenicillanic acid 是青霉素 G (PenG) 被青霉素酰基转移酶 (PA) 水解的主要产物。

[ 相关类别 ]:

研究领域 >> 感染

信号通路 >> 抗感染 >> 细菌

[参考文献]

[1]. Lucie Vobecká, et al. Optimization of Aqueous Two-Phase Systems for the Production of 6-aminopenicillanic Acid in Integrated Microfluidic Reactors-Separators. N Biotechnol. 2018 Dec 25;47:73-79.

6-氨基青霉烷酸物理化学性质

[ 密度 ]:
1.5±0.1 g/cm3

[ 沸点 ]:
460.2±45.0 °C at 760 mmHg

[ 熔点 ]:
198-200 °C (dec.)(lit.)

[ 分子式 ]:
C₈H₁₂N₂O₃S

[ 分子量 ]:
216.258

[ 闪点 ]:
232.1±28.7 °C

[ 精确质量 ]:
216.056870

[ PSA ]:
108.93000

[ LogP ]:
-0.36

[ 外观性状 ]:
白色至灰白色自由流动结晶粉末

[ 蒸汽压 ]:
0.0±2.4 mmHg at 25°C

[ 折射率 ]:
1.656

[ 储存条件 ]:
2~8°C

6-氨基青霉烷酸MSDS

6-氨基青霉烷酸毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: XH8225000

CHEMICAL NAME :: 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-amino-3,3-dimethyl-7-oxo-

CAS REGISTRY NUMBER :: 551-16-6

LAST UPDATED :: 199701

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C8-H12-N2-O3-S

MOLECULAR WEIGHT :: 216.28

WISWESSER LINE NOTATION :: T45 ANV ESTJ CZ F1 F1 GVQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: AD691-490 ** TUMORIGENIC DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2600 mg/kg/65W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Tumorigenic - tumors at site of application

REFERENCE :: BJCAAI British Journal of Cancer. (Macmillan Press Ltd., Houndmills, Basingstoke, Hants. RG21 2XS, UK) V.1- 1947- Volume(issue)/page/year: 19,392,1965 *** REVIEWS *** TOXICOLOGY REVIEW 22HAAD "Microbial Toxins, 1970-72," Ajil, S.J., et al., eds., New York, Academic Press, Inc., 1970-72 Volume(issue)/page/year: 6,409,1971 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-RUSSIA:STEL 0.4 mg/m3;Skin JAN 1993

6-氨基青霉烷酸安全信息

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ 危害码 (欧洲) ]:
Xn:Harmful;

[ 风险声明 (欧洲) ]:
R42/43

[ 安全声明 (欧洲) ]:
S22-S36/37-S45-S37-S24

[ 危险品运输编码 ]:
NONH for all modes of transport

[ WGK德国 ]:
2

[ RTECS号 ]:
XH8225000

[ 海关编码 ]:
2941109300

6-氨基青霉烷酸合成路线

6-氨基青霉烷酸上下游产品

6-氨基青霉烷酸上游产品

6-氨基青霉烷酸下游产品

6-氨基青霉烷酸制备

有固相酶法和化学裂解法。化学裂解法以青霉素G钾盐为原料，经缩合，氯化、醚化得到双亚胺醚：然后，将双亚胺醚加入 0 ℃ 的蒸馏水中，降温至-13± 1 ℃ 水解20min，加氨水（中途加晶种），加完后，控制温度13 -15 ℃ ，加碳酸氢铵调pH至4.1保温20min，过滤，丙酮洗涤，干燥，得6-APA。

6-氨基青霉烷酸海关

[ 海关编码 ]: 2941109300

[ 中文概述 ]:
2941109300. 6氨基青霉烷酸(6APA). 增值税率:17.0%. 退税率:13.0%. 监管条件:Q(进口药品通关单). 最低关税:4.0%. 普通关税:20.0%

[ 申报要素 ]: 品名, 包装

[ Summary ]:
2941109300. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:Q(report of inspection of soundness on import medicines). MFN tariff:4.0%. General tariff:20.0%

6-氨基青霉烷酸文献

Enhanced production of 6-aminopenicillanic acid in aqueous methyl isobutyl ketone system with immobilized penicillin G acylase.

Prep Biochem Biotechnol. 40(1) , 38-45, (2010)

Enzymatic hydrolysis of penicillin G for production of 6-amino-penicillanic-acid (6-APA) was achieved by using penicillin G acylase as catalyst in an aqueous-methylisobutyl ketone (MIBK) system. The o...

Monitoring bioreactors using principal component analysis: production of penicillin G acylase as a case study.

Bioprocess Biosyst. Eng. 33(5) , 557-64, (2010)

The complexity of biological processes often makes impractical the development of detailed, structured phenomenological models of the cultivation of microorganisms in bioreactors. In this context, dat...

Synthesis and biological evaluation of penem inhibitors of bacterial signal peptidase.

Bioorg. Med. Chem. Lett. 19(14) , 3787-90, (2009)

We report the first synthesis of a 5S penem, known to bind bacterial type I signal peptidase, from the commercially available and inexpensive 6-aminopenicillanic acid. We report the first in vivo acti...

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