γ-Chloronorvaline

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γ-Chloronorvaline
Category Bioactive by-products
Catalog number BBF-00637
CAS 76265-38-8
Molecular Weight 151.59
Molecular Formula C5H10ClNO2

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Description

γ-Chloronorvaline is produced by the strain of Streptomyces griseosporeus AL-719. It has the activity of resistance to Pseudomonas aeruginosa, Serrata, Klebsiella pneumoniae and Bacillus subtilis in the synthetic medium, but has no effect on Escherichia coli.

Specification

Synonyms gamma-Chloronorvaline; Antibiotic AL 719
IUPAC Name (2S,4S)-2-amino-4-chloropentanoic acid
Canonical SMILES CC(CC(C(=O)O)N)Cl
InChI InChI=1S/C5H10ClNO2/c1-3(6)2-4(7)5(8)9/h3-4H,2,7H2,1H3,(H,8,9)/t3-,4-/m0/s1
InChI Key RGNIDFUXHFKULB-IMJSIDKUSA-N

Properties

Appearance Colorless Flake Crystalline
Antibiotic Activity Spectrum fungi
Melting Point 162-165 °C
Solubility Soluble in Water

Reference Reading

1. gamma-Chloronorvaline, a leucine analog from Streptomyces
S Narayanan, M R Iyengar, P L Ganju, S Rengaraju, T Shomura, T Tsuruoka, S Inouye, T Niida J Antibiot (Tokyo). 1980 Nov;33(11):1249-55. doi: 10.7164/antibiotics.33.1249.
gamma-Chloronorvaline (AL-719) and gamma-hydroxynorvalinelactone (AL-719Y) were isolated from the culture broth of Streptomyces griseosporeus AL-719. Physico-chemical studies led to the structure elucidation of AL-719 and 719Y, with there respective configurations of (2S, 4S) and (2S, 4R). AL-719 shows antibacterial activity on a synthetic agar, especially against Pseudomonas aeruginosa, which was reversed by L-leucine. The producing strain AL-719 was characterized.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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