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Merck
CN

ROAMP

Roche

Ampicillin

95% (from N), solubility: (Soluble in aqueous solutions)

Synonym(s):

Ampicillin, D-(−)-α-Aminobenzylpenicillin

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About This Item

Empirical Formula (Hill Notation):
C16H19N3O4S
CAS Number:
69-53-4
Molecular Weight:
349.40
PubChem Substance ID:
329824407
UNSPSC Code:
12352200
Beilstein/REAXYS Number:
1090925
MDL number:
MFCD00005175

Key Documents

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Product Name

Ampicillin, 95% (from N), solubility: (Soluble in aqueous solutions)

SMILES string

[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c3ccccc3)C(O)=O

InChI

1S/C16H19N3O4S/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)/t9-,10-,11+,14-/m1/s1

InChI key

AVKUERGKIZMTKX-NJBDSQKTSA-N

description

C16H18N3O4SNa (Formula)

assay

95% (from N)

mol wt

Mr 371.4

packaging

pkg of 5 g (10835242001)
pkg of 50 g (10835269001)

manufacturer/tradename

Roche

mp

208 °C (dec.) (lit.)

solubility

soluble (Soluble in aqueous solutions)

shipped in

wet ice

storage temp.

2-8°C

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Application

Ampicillin has been used for gene-cloning strategies to select for plasmid-bearing, drug-resistant colonies. For life science research only. Not for use in diagnostic procedures.

Biochem/physiol Actions

β-lactams are inactivated by β-lactamases. Hence, ampicillin is used with a β-lactamase inhibitor.
Mode of Action: Ampicillin is a semisynthetic penicillin and a ß-lactam antibiotic that inhibits bacterial cell-wall synthesis by inactivating transpeptidases on the inner surface of the bacterial cell membrane.

Mode of Resistance: Administration with ß-lactamase cleaves the ß-lactam ring of Ampicillin and inactivates it.

Antimicrobial Spectrum: Effective against both Gram-positive (similar to benzylpenicillin) and Gram-negative bacteria (similar to tetracyclines and chloramphenicol.

General description

6-[D(-)-α-Aminophenylacetamido]-penicillanic acid
Solubility: Soluble in aqueous solutions
Contents: Sodium salt

Other Notes

For life science research only. Not for use in diagnostic procedures.

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
39532023
39532021
26491220
21442022
10060825

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Extended-spectrum β-lactamases in the 21st century: characterization, epidemiology, and detection of this important resistance threat.
Bradford P A.
Clinical Microbiology Reviews, 14(4), 933-951 (2001)
Single-step Precision Genome Editing in Yeast Using CRISPR-Cas9.
Akhmetov A, et al.
Bio-protocol, 8(6) (2018)
Shan Goh et al.
BMC biotechnology, 8, 61-61 (2008-08-13)
Antibiotic resistance genes are widely used for selection of recombinant bacteria, but their use risks contributing to the spread of antibiotic resistance. In particular, the practice is inappropriate for some intrinsically resistant bacteria and in vaccine production, and costly for
John V W Becker et al.
FEMS yeast research, 4(1), 79-85 (2003-10-14)
The stilbene resveratrol is a stress metabolite produced by Vitis vinifera grapevines during fungal infection, wounding or UV radiation. Resveratrol is synthesised particularly in the skins of grape berries and only trace amounts are present in the fruit flesh. Red
Comparative activities of the beta-lactamase inhibitors YTR 830, clavulanate, and sulbactam combined with ampicillin and broad-spectrum penicillins against defined beta-lactamase-producing aerobic gram-negative bacilli.
Jacobs M R, et al.
Antimicrobial Agents and Chemotherapy, 29(6), 980-985 (1986)
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