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bilanafos

Names

[ CAS No. ]:
35597-43-4

[ Name ]:
bilanafos

[Synonym ]:
(2S)-2-amino-4-(hydroxymethylphosphinyl)butanoyl-L-alanyl-L-alanine
bialaphos
(2S)-2-amino-4-[hydroxy(methyl)phosphinoyl]butyryl-L-alanyl-L-alanine
Bilanafos [ISO]
L-Alanine,4-(hydroxymethylphosphinyl)-L-2-aminobutanoyl-L-alanyl
acide diprogulique
Bialaphos
Antibiotic SF 1293
Phosphinothricylalanylalanine
Bilanafos
(2S)-2-[[(2S)-2-[[(2S)-2-amino-4-[hydroxy(methyl)phosphoryl]butanoyl]amino]propanoyl]amino]propanoic acid

Biological Activity

[Description]:

Bilanafos is a natural organic phosphine tripeptide antibiotic metabolized by Streptomyces hydroscopius or Streptomyces viridochromeogenes. Bialaphos has antimicrobial activity aganist Gram-negative and positive bacteria as well as some fungal plant diseases[1].

[Related Catalog]:

Research Areas >> Infection
Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. Takeshi Murakami, et al.The bialaphos biosynthetic genes ofStreptomyces hygroscopicus: Molecular cloning and characterization of the gene cluster. Molecular and General Genetics MGG volume 205, pages42–53 (1986)

Chemical & Physical Properties

[ Density]:
1.33g/cm3

[ Boiling Point ]:
793.2ºC at 760 mmHg

[ Melting Point ]:
159-161ºC

[ Molecular Formula ]:
C11H22N3O6P

[ Molecular Weight ]:
323.28300

[ Flash Point ]:
433.5ºC

[ Exact Mass ]:
323.12500

[ PSA ]:
182.29000

[ Index of Refraction ]:
1.517

[ Storage condition ]:
Store dry at -4

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AY6826000
CHEMICAL NAME :
L-Alanine, gamma-(hydroxymethylphosphinyl)-L-alpha-aminobutyryl- L-alanyl-
CAS REGISTRY NUMBER :
35597-43-4
LAST UPDATED :
199604
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C11-H22-N3-O6-P
MOLECULAR WEIGHT :
323.33
WISWESSER LINE NOTATION :
QVY1&MVY1&MVYZ2PHO&1Q

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 4(1),223,1980
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
80 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 4(1),223,1980

Safety Information

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R20/21/22

[ Safety Phrases ]:
26-36

Precursor & DownStream

Precursor

DownStream

Related Compounds