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Merck

05260

Sigma-Aldrich

L-丙氨酰基-L-1-氨基乙基膦酸

≥95% (HPLC)

别名:

(S)-Alanyl-(R)-1-aminoethylphosphonic acid, Alafosfalin, Alaphosphin

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About This Item

经验公式(希尔记法):
C5H13N2O4P
CAS号:
分子量:
196.14
Beilstein:
4801790
EC號碼:
MDL號碼:
分類程式碼代碼:
51102829
PubChem物質ID:
NACRES:
NA.85

化驗

≥95% (HPLC)

形狀

powder

光學活性

[α]20/D −45±2°, c = 1% in H2O

顏色

white

抗生素活性譜

Gram-negative bacteria
Gram-positive bacteria

作用方式

cell wall synthesis | interferes
enzyme | inhibits

儲存溫度

2-8°C

SMILES 字串

C[C@H](N)C(=O)N[C@@H](C)P(O)(O)=O

InChI

1S/C5H13N2O4P/c1-3(6)5(8)7-4(2)12(9,10)11/h3-4H,6H2,1-2H3,(H,7,8)(H2,9,10,11)/t3-,4+/m0/s1

InChI 密鑰

BHAYDBSYOBONRV-IUYQGCFVSA-N

一般說明

Chemical structure: amino acid derivatives

應用

Alaphosphin is used as a selection agent for isolation of Salmonella and as a dipeptide mimetic antibacterial agent.

生化/生理作用

Alaphosphin is an antibacterial phosphonopeptide which mimics the terminal dipeptide moiety (D-Ala-D-Ala) of bacterial cell wall peptidoglycan . It metabolizes aminophosphonic acid which inhibits alanine racemase and uridine 5-diphosphate-N-acetylmuramoylalanine synthetase.
Alaphosphin is used as a selection agent for isolation of Salmonella and as a dipeptide mimetic antibacterial agent. It metabolizes aminophosphonic acid which inhibits alanine racemase and uridine 5-diphosphate-N-acetylmuramoylalanine synthetase.

包裝

250MG

其他說明

Keep container tightly closed in a dry and well-ventilated place. Store under inert gas. Moisture sensitive. Keep in a dry place.

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Acute Tox. 4 Oral

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, Gloves


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W H Traub
Chemotherapy, 26(2), 103-110 (1980-01-01)
Alaphosphin (Ro 03--7008; S-alanyl-R-1-aminoethyl-phosphonic acid) proved active against most of 53 strains of Serratia marcescens tested. The majority of strains were inhibited by less than or equal to 64 micrograms/ml of the drug; concentrations of greater than or equal to
[Antibiotics of the phosphonic acid group].
M S Poliak
Antibiotiki i meditsinskaia biotekhnologiia = Antibiotics and medical biotechnology, 32(1), 66-75 (1987-01-01)
Alafosfalin, a new synthetic antibacterial compound.
F E Hahn
Die Naturwissenschaften, 68(2), 90-90 (1981-02-01)
S F Grappel et al.
Antimicrobial agents and chemotherapy, 27(6), 961-963 (1985-06-01)
Alafosfalin, an antibacterial phosphonodipeptide requiring peptide transport for activity, was tested for activity against clinical strains of anaerobic bacteria in peptide-free Roche Sensitivity Test Medium no. 5 agar. It was active against Bacteroides spp., Fusobacterium nucleatum, and Clostridium perfringens but
F R Atherton et al.
Antimicrobial agents and chemotherapy, 18(6), 897-905 (1980-12-01)
Dipeptide variants of alafosfalin (L-alanyl-L-1-aminoethylphosphonic acid) with substantial differences in potency and antibacterial spectrum in vitro and in vivo have been synthesized. Certain dipeptides with alternatives to the L-alanyl residue had broader antibacterial spectra; activity against Pseudomonas aeruginosa was included.

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