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Merck

A1593

Ampicillin

meets USP testing specifications

Synonym(s):

Ampicillin trihydrate, D-(−)-α-Aminobenzylpenicillin

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25 G

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About This Item

Empirical Formula (Hill Notation):
C16H19N3O4S · 3H2O
CAS Number:
7177-48-2
Molecular Weight:
403.45
Beilstein:
5399534
EC Number:
200-709-7
MDL number:
MFCD00072036
UNSPSC Code:
51281703
PubChem Substance ID:
24890564
NACRES:
NA.76

Key Documents

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Agency

USP/NF
meets USP testing specifications

Quality Level

200

form

solid

color

white

mp

198-200 °C (dec.) (lit.)

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

application(s)

pharmaceutical (small molecule)

Mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

O.O.O.CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)c3ccccc3)C(=O)N2[C@H]1C(O)=O

InChI

1S/C16H19N3O4S.3H2O/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);3*1H2/t9-,10-,11+,14-;;;/m1.../s1

InChI key

RXDALBZNGVATNY-CWLIKTDRSA-N

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1 of 4

This Item
1033407PHR1393A1100000
Ampicillin meets USP testing specifications

Sigma-Aldrich

A1593

Ampicillin

Ampicillin trihydrate United States Pharmacopeia (USP) Reference Standard

USP

1033407

Ampicillin trihydrate

Ampicillin Trihydrate Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1393

Ampicillin Trihydrate

Ampicillin trihydrate European Pharmacopoeia (EP) Reference Standard

A1100000

Ampicillin trihydrate

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

-

antibiotic activity spectrum

-

antibiotic activity spectrum

-

mode of action

cell wall synthesis | interferes

mode of action

-

mode of action

-

mode of action

-

Quality Level

200

Quality Level

-

Quality Level

300

Quality Level

-

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

form

solid

form

-

form

-

form

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

General description

Chemical structure: ß-lactam

Application

Used to select for ampicillin resistance in mutated and transformed cells.

Biochem/physiol Actions

A β-lactam antibiotic with an amino group side chain attached to the penicillin structure. Penicillin derivative that inhibits bacterial cell-wall synthesis (peptidoglycan cross-linking) by inactivating transpeptidases on the inner surface of the bacterial cell membrane. Bactericidal only to growing Escherichia coli . Mode of resistance: Cleavage of β-lactam ring of ampicillin by β-lactamase. Antimicrobial spectrum: Gram-negative and Gram-positive bacteria.

Packaging

25g

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H315,H317,H319,H334,H335

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000493854
0000493854
0000467637
0000467637
0000455722

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Nai-Chi Chen et al.
PLoS pathogens, 11(10), e1005203-e1005203 (2015-10-23)
Betanodaviruses cause massive mortality in marine fish species with viral nervous necrosis. The structure of a T = 3 Grouper nervous necrosis virus-like particle (GNNV-LP) is determined by the ab initio method with non-crystallographic symmetry averaging at 3.6 Å resolution.
Ramendra K Singh et al.
European journal of medicinal chemistry, 45(3), 1078-1086 (2009-12-26)
Curcumin bioconjugates, viz. di-O-tryptophanylphenylalanine curcumin (2), di-O-decanoyl curcumin (3), di-O-pamitoyl curcumin (4), di-O-bis-(gamma,gamma)folyl curcumin (6), C(4)-ethyl-O-gamma-folyl curcumin (8) and 4-O-ethyl-O-gamma-folyl curcumin (10) have been synthesized and tested for their antibacterial and antiviral activities. The conjugates 2, 3, 4, 6 and
Alexander V Semenov et al.
Applied and environmental microbiology, 75(10), 3206-3215 (2009-03-10)
The effect of cattle manure and slurry application on percolation and survival of Escherichia coli O157:H7 and Salmonella enterica serovar Typhimurium was investigated for different soil depths after the addition of water. Four treatments were chosen for the first set
Jens T Van Praet et al.
The EMBO journal, 34(4), 466-474 (2015-01-21)
Antinuclear antibodies are a hallmark feature of generalized autoimmune diseases, including systemic lupus erythematosus and systemic sclerosis. However, the processes underlying the loss of tolerance against nuclear self-constituents remain largely unresolved. Using mice deficient in lymphotoxin and Hox11, we report
Arnaud Taton et al.
Nucleic acids research, 42(17), e136-e136 (2014-07-31)
Inspired by the developments of synthetic biology and the need for improved genetic tools to exploit cyanobacteria for the production of renewable bioproducts, we developed a versatile platform for the construction of broad-host-range vector systems. This platform includes the following
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Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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