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Merck

A70909

Sigma-Aldrich

(+)-6-氨基青霉烷酸

96%

别名:

(2S,5R,6R)-6-氨基-3,3-二甲基-7-氧代-4-硫杂-1-氮杂双环[3.2.0]庚烷-2-羧酸, 6-APA

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10 G
$95.90
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About This Item

经验公式(希尔记法):
C8H12N2O3S
CAS号:
分子量:
216.26
Beilstein:
15080
EC號碼:
MDL號碼:
分類程式碼代碼:
12352005
PubChem物質ID:
NACRES:
NA.22

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化驗

96%

形狀

powder

光學活性

[α]22/D +276.3°, c = 1.2 in 0.1 M HCl

mp

198-200 °C (dec.) (lit.)

抗生素活性譜

Gram-positive bacteria

作用方式

cell wall synthesis | interferes

儲存溫度

2-8°C

SMILES 字串

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 密鑰

NGHVIOIJCVXTGV-ALEPSDHESA-N

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一般說明

(+)-6-氨基青霉烷酸是不同青霉素的核心部分。[1]可由苄青霉素硅烷基酯通过酰胺键断裂制备。[2](+)-6-氨基青霉烷酸包被在银纳米颗粒 (6APA-AgNPs) 上,使其具有检测人红细胞中铬 (IV) 的能力。[3]
化学结构式:ß-内酰胺

應用

它与较高氨基酸席夫碱反应形成相应的β-内酰胺衍生物4
(+)-6-氨基青霉烷酸可作为原料,用于通过界面缩聚反应与有机锡二卤化物反应合成(6S,7S)-头孢菌素[4]和有机锡多胺酯。[5]

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Eye Irrit. 2

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 2

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Organotin polyamine esters from reaction of 6-aminopenicillanic acid and organotin dihalides
Carraher Jr CE, et al.
J. Polym. Mater., 29(4), 387-387 (2012)
6-aminopenicillanic acid.
Rolinson GN.
Chemotherapy, 2(1), 52-59 (1961)
David A Harris et al.
Bioorganic & medicinal chemistry letters, 19(14), 3787-3790 (2009-05-12)
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 activity of the compound and use structure-activity relationship studies
Joanna Skiba et al.
European journal of medicinal chemistry, 57, 234-239 (2012-10-18)
We report on the synthesis of ferrocenyl-ampicillin and ferrocenyl-6-aminopenicillinic acid bioconjugates. Title compounds were characterized by (1)H NMR, IR, MS and elemental analysis. These novel ferrocenyl-antibiotic conjugates were also investigated by cyclic voltammetry (CV). Ferrocenyl-ampicillin complexes revealed reversible uncomplicated oxidation
Teresa Jackowska et al.
Medycyna wieku rozwojowego, 12(2 Pt 2), 705-712 (2009-05-08)
the basis of urinary tract infection (UTI) diagnosis in children is based on positive results of microbiological tests. The selection of an antimicrobial drug for empirical treatment and prophylaxis of UTI is determined by the susceptibility of bacterial strains isolated

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  1. 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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  2. 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/449/386/product-dating-information-mk.pdf

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