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A70909

(+)-6-Aminopenicillanic acid

96%

Synonim(y):

(2S,5R,6R)-6-Amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-APA

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Do Państwa/SKUDostępnośćCena netto
10 g
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252,00 zł
50 g
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844,00 zł

Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C8H12N2O3S
Numer CAS:
Masa cząsteczkowa:
216.26
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-993-4
Beilstein/REAXYS Number:
15080
MDL number:
Assay:
96%
Form:
powder

252,00 zł


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Quality Segment

assay

96%

form

powder

optical activity

[α]22/D +276.3°, c = 1.2 in 0.1 M HCl

mp

198-200 °C (dec.) (lit.)

antibiotic activity spectrum

Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

SMILES string

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

InChI

1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1

InChI key

NGHVIOIJCVXTGV-ALEPSDHESA-N

General description

(+)-6-Aminopenicillanic acid is the core moiety of different penicillins. It can be prepared from the benzylpenicillin silyl ester via cleavage of the amide bond. The coating of (+)-6-aminopenicillanic acid on silver nanoparticles (6APA-AgNPs), imparts them with an ability to detect chromium (IV) in human erythrocytes.
Chemical structure: β-lactam

Application

It reacts with higher amino acid Schiff bases to form the corresponding β-lactam derivatives.4
(+)-6-Aminopenicillanic acid can be used as a starting material for the synthesis of (6S,7S)-cephalosporins, and organotin polyamine esters by reacting with organotin dihalides via interfacial polycondensation.
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description

96%

description

United States Pharmacopeia (USP) Reference Standard

description

analytical standard

description

European Pharmacopoeia (EP) Reference Standard

assay

96%

assay

-

assay

≥99.0% (HPLC)

assay

-

Quality Level

200

Quality Level

-

Quality Level

100

Quality Level

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

mp

198-200 °C (dec.) (lit.)

mp

198-200 °C (dec.) (lit.)

mp

198-200 °C (dec.) (lit.)

mp

198-200 °C (dec.) (lit.)

form

powder

form

-

form

-

form

-

mode of action

cell wall synthesis | interferes

mode of action

-

mode of action

-

mode of action

-


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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Klasa składowania

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves



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Questions

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  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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