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Merck

191140

Sigma-Aldrich

7-氨基头孢烷酸

98%

别名:

7-ACA

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About This Item

经验公式(希尔记法):
C10H12N2O5S
CAS号:
分子量:
272.28
Beilstein:
622637
EC號碼:
MDL號碼:
分類程式碼代碼:
12352106
PubChem物質ID:
NACRES:
NA.22

化驗

98%

形狀

powder

光學活性

[α]19/D +90°, c = 0.5 in KH2PO4/trace NaOH

反應適用性

reaction type: solution phase peptide synthesis

mp

>300 °C (lit.)

抗生素活性譜

Gram-positive bacteria

應用

peptide synthesis

作用方式

cell wall synthesis | interferes

儲存溫度

2-8°C

SMILES 字串

[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2N)C(O)=O

InChI

1S/C10H12N2O5S/c1-4(13)17-2-5-3-18-9-6(11)8(14)12(9)7(5)10(15)16/h6,9H,2-3,11H2,1H3,(H,15,16)/t6-,9-/m1/s1

InChI 密鑰

HSHGZXNAXBPPDL-HZGVNTEJSA-N

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一般說明

化学结构:β-内酰胺

應用

7-氨基头孢烷酸(7-ACA)可用作制备以下物质的原料:
  • 在三乙胺存在的情况下与 S-苯并噻唑-2-基(2-氨基-4-噻唑基)(甲氧基亚氨基)硫代乙酸酯 (MAEM)反应合成的头孢噻肟 。
  • 通过头孢噻肟中间体合成的第三代抗生素头孢泊肟酯。
  • 作为β-内酰胺酶潜在抑制剂的3′-取代头孢菌素钠砜衍生物。

细菌(金黄色葡萄球菌)β-内酰胺酶的有效抑制剂。

象形圖

Health hazard

訊號詞

Danger

危險聲明

危險分類

Resp. Sens. 1 - Skin Sens. 1

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

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


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Denis L Atroshenko et al.
International journal of molecular sciences, 20(18) (2019-09-11)
d-amino acid oxidase (DAAO, EC 1.4.3.3) is used in many biotechnological processes. The main industrial application of DAAO is biocatalytic production of 7-aminocephalosporanic acid from cephalosporin C with a two enzymes system. DAAO from the yeast Trigonopsis variabilis (TvDAAO) shows
Cosmin Butnarasu et al.
International journal of pharmaceutics, 564, 136-144 (2019-04-17)
Mucin is a complex glycoprotein consisting of a wide variety of functional groups that can interact with exogenous agents. The binding to mucin plays a crucial role in drug pharmacokinetics especially in diseases, such as cystic fibrosis (CF), where mucin
Synthesis and Preliminary Biological Evaluation of 3?-Substituted Cephem Sulfones as Potential β-Lactamase Inhibitors
De Angelis F, et al.
European Journal of Organic Chemistry, 2001(16), 3075-3081 (2001)
Zhanglin Lin et al.
Biotechnology and bioengineering, 117(10), 2923-2932 (2020-06-17)
Site-directed protein immobilization allows the homogeneous orientation of proteins with high retention of activity, which is advantageous for many applications. Here, we report a facile, specific, and efficient strategy based on the SpyTag-SpyCatcher chemistry. Two SpyTag-fused model proteins, that is
Irene Martínez-Martínez et al.
Analytical biochemistry, 369(2), 210-217 (2007-07-27)
A bromothymol blue-based colorimetric assay has been devised to screen for acetyl xylan esterase or cephalosporin C (CPC) deacetylase activities using 7-amino cephalosporanic acid (7-ACA), CPC, or acetylated xylan as substrate. These enzymes are not screened with their natural substrates

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