Homoalanosine

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Homoalanosine
Category Others
Catalog number BBF-00968
CAS 114707-36-7
Molecular Weight 163.13
Molecular Formula C4H9N3O4
Purity 98%

Ordering Information

Catalog Number Size Price Stock Quantity
BBF-00968 1 mg $319 In stock

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Description

Homoalanosine is an amino acid analogue and a derivative of alanosine, an antibiotic used in the treatment of pancreatic cancer.

Specification

IUPAC Name (Z)-[(3S)-3-amino-3-carboxypropyl]-hydroxyimino-oxidoazanium
Canonical SMILES C(C[N+](=NO)[O-])C(C(=O)O)N
InChI InChI=1S/C4H9N3O4/c5-3(4(8)9)1-2-7(11)6-10/h3,10H,1-2,5H2,(H,8,9)/b7-6-/t3-/m0/s1
InChI Key RMTXCTHJOJRMCZ-LDHNOCAXSA-N

Properties

Appearance Colorless Powder
Antibiotic Activity Spectrum Gram-positive bacteria
Boiling Point 385.1±52.0 °C at 760 mmHg
Melting Point 181-183°C
Density 1.7±0.1 g/cm3
Solubility Soluble in Water

Reference Reading

1. Studies on a new herbicidal antibiotic, homoalanosine
S Fushimi, S Nishikawa, N Mito, M Ikemoto, M Sasaki, H Seto J Antibiot (Tokyo). 1989 Sep;42(9):1370-8. doi: 10.7164/antibiotics.42.1370.
Homoalanosine having a herbicidal activity was isolated from the culture filtrate of a soil isolate SC-1688 which was classified as Streptomyces galilaeus. The chemical structure of homoalanosine was determined to be L-2-amino-4-nitrosohydroxyaminobutyric acid by analyses of spectral and biological data. The antibiotic has high herbicidal activity at low concentrations against especially common cocklebur and ladysthumb among the tested weeds and crops. Foliar application of this antibiotic inhibited the growth of roots and buds. This result indicated that homoalanosine had a systemic herbicidal activity.

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