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Merck
CN

A5354

氨苄西林

Ready Made Solution, 100 mg/mL

别名:

氨苄西林 钠盐, 氨苄青霉素, 氨苄青霉素 钠盐

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关于此项目

经验公式(希尔记法):
C16H18N3NaO4S
化学文摘社编号:
分子量:
371.39
UNSPSC Code:
51280000
NACRES:
NA.76
Beilstein/REAXYS Number:
4119211
MDL number:
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产品名称

氨苄西林, Ready Made Solution, 100 mg/mL

SMILES string

CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)[O-])C.[Na+]
[Na+].CC1(C)SC2[C@H](NC(=O)[C@H](N)c3ccccc3)C(=O)N2[C@H]1C([O-])=O

InChI

1S/C16H19N3O4S.Na/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8;/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23);/q;+1/p-1/t9-,10-,11+,14-;/m1./s1
1S/C16H19N3O4S.Na/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8;/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23);/q;+1/p-1/t9-,10-,11+,14-;/m1./s1

InChI key

KLOHDWPABZXLGI-YWUHCJSESA-M
KLOHDWPABZXLGI-YWUHCJSESA-M

biological source

microbial

form

liquid
ready-to-use solution

autoignition temp.

301 °C

storage condition

(Tightly closed. Keep locked up or in an area accessible only to qualified or authorized )

concentration

100 mg/mL

color

colorless to light yellow

mp

215 °C (dec.) (lit.)

solubility

DMSO: 100 mg/mL

suitability

suitable (for antibacterial use in culture media)

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell wall synthesis | interferes

shipped in

dry ice

storage temp.

−20°C

Quality Level

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Application

在一般微生物学研究中,氨苄青霉素用于选择具有特定抗性的细菌细胞。 它已被用于研究抗生素的耐药性和渗透性限制、多种抗生素之间的协同作用、某些血液感染,并已被用于开发PCR方法以检测脑脊液中的耐药基因

Biochem/physiol Actions

作用方式:该ß-内酰胺抗生素通过灭活位于细菌的细胞膜内表面的转肽酶从而抑制细菌细胞壁合成。

耐药性机制:ß-内酰胺酶切开氨苄青霉素的ß-内酰胺环,使其失去活性。

抗菌谱:包括革兰氏阳性菌(类似青霉素)和革兰氏阴性菌(类似四环素和氯霉素)。
作用机制:该ß-内酰胺抗生素通过灭活细菌细胞膜内表面的转肽酶,从而抑制细菌细胞壁合成。耐药模式ß-内酰胺酶切开氨苄青霉素的ß-内酰胺环,使其失去活性。

抗菌谱:包括革兰氏阳性菌(类似青霉素)和革兰氏阴性菌(类似四环素和氯霉素)。

Features and Benefits

  • 高品质抗生素,适合各种研究用途
  • 适于细胞生物学和生物化学研究。

General description

化学结构:β-内酰胺
氨苄西林, 一种超广谱β-内酰胺家族的成员,是青霉素的半合成衍生物,广泛用作多功能广谱抗生素。其作用机理是通过结合青霉素结合蛋白(PBP),抑制细菌细胞壁合成,破坏细菌细胞壁形成必不可少的肽聚糖合成过程。这种抗生素可有效抑制多种细菌,包括革兰氏阳性菌和革兰氏阴性菌,如大肠杆菌、β-内酰胺敏感型耐万古霉素肠球菌 (VRE)、金黄色葡萄球菌和肺炎链球菌。在科学研究,特别是在微生物学、生物化学和细胞生物学研究中,氨苄西林起关键作用。其实验室应用涵盖了抗生素耐药性和渗透限制的研究,多种抗生素之间协同相互作用的研究,并可作为选择和维持培养大肠杆菌中重组质粒的关键成分。一种方便即用的100 mg/mL 氨苄西林DMSO溶液,可用于选择具有特定抗性的细菌细胞。

Other Notes

保存于密闭容器内,置于干燥通风处。打开后的容器必须小心重新密封,并保持直立以防止泄漏。
如需了解生化试剂系列的更多信息,请填写此表

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

存储类别

10 - Combustible liquids

wgk

WGK 2

flash_point_f

188.6 °F - closed cup

flash_point_c

87 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Rebecca I Waltner-Toews et al.
Antimicrobial agents and chemotherapy, 55(2), 495-501 (2010-12-08)
Ampicillin-sulbactam is commonly used as an empirical therapy for invasive infections where Escherichia coli is a potential pathogen. We evaluated the clinical and microbiologic characteristics of bloodstream infection due to E. coli, with focus on cases that were nonsusceptible to
J N Anderl et al.
Antimicrobial agents and chemotherapy, 44(7), 1818-1824 (2000-06-20)
The penetration of two antibiotics, ampicillin and ciprofloxacin, through biofilms developed in an in vitro model system was investigated. The susceptibilities of biofilms and corresponding freely suspended bacteria to killing by the antibiotics were also measured. Biofilms of Klebsiella pneumoniae
Maria Chiara Lionetti et al.
Journal of clinical medicine, 9(8) (2020-08-14)
Melanoma is one of the most aggressive and highly resistant tumors. Cell plasticity in melanoma is one of the main culprits behind its metastatic capabilities. The detailed molecular mechanisms controlling melanoma plasticity are still not completely understood. Here we combine
Kenneth H Rand et al.
The Journal of antimicrobial chemotherapy, 53(3), 530-532 (2004-02-14)
We used a novel screening method to look for synergy between daptomycin and 18 other antibiotics against 19 strains of high-level vancomycin-resistant enterococci (VRE) (vancomycin MIC > or = 256 mg/L). In this approach, daptomycin was incorporated into Ca(2+)-supplemented Mueller-Hinton
F C Tenover et al.
Journal of clinical microbiology, 32(11), 2729-2737 (1994-11-01)
We developed PCR primers specific for the blaTEM and blaROB ampicillin resistance genes. The specificity of the primers was confirmed by testing a series of Escherichia coli isolates containing a variety of ampicillin resistance genes and a series of ampicillin-resistant

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